lenox mass tourism

Lenox is your stepping-stone to the heart of the Berkshires with all that it has to offer – nature, culture, fine dining, relaxation, and fresh air.

Historic Lenox

Centrally located in the region, Lenox is a great place to stay. Our award-winning lodgings offer an unparalleled world-class range of choices, from family-friendly motels to exclusive spas and resorts properties. Well known for its restaurants Lenox is at the center of the locally-grown food movement (check out Berkshire Grown for more info on our region’s farms). The summer home of the Boston Symphony Orchestra is Tanglewood , which spans both Lenox and Stockbridge and attracts fans of great classical and contemporary music to the region.

Lenox is also about history. Visiting The Mount , Pulitzer-prise winning novelist Edith Wharton’s home and gardens, is a must. Ventfort Hall , the most expensive private home built in Lenox during the Gilded Age of the 1890’s has been restored to its former splendor and offers frequent events, tours and lectures. The Frelinghuysen Morris House & Studio is a unique glimpse into the origins of the Modern movement. A drive around Lenox will reveal its history to the inquisitive – from the historic downtown area, the many monuments and markers, the Church on the Hill with its historic cemetery, and stunning pastoral views virtually unchanged in hundreds of years. Nearby, a visit to the Norman Rockwell Museum and Chesterwood , home of Sculptor Daniel Chester French connect visitors to the creativity and impact of these talented artists.

Pleasant Valley

If you are a city-dweller seeking a peaceful walk in the woods and a bit of fresh air, make sure to visit Pleasant Valley Wildlife Sanctuary – a property of Mass Audubon. With miles of extensive trails through a 1300 acre wilderness, it offers views, forests, wetlands, rare species, and terrain both friendly and challenging for walkers and hikers. Kennedy Park – a town conservation property – is easily accessed from downtown Lenox by a moderate walk up past the Church on the Hill or via trail access from the Arcadian Shop parking lot. Trails here are open to dogs, mountain bikes, XC Skiers and snowshoers in the winter and is a great place for a traffic-free run. Maps are available at Arcadian Shop and Town Hall.

Historic downtown Lenox is a pleasant, walking village with great shopping , restaurants, parks and municipal buildings. The Lenox Library  is a landmark structure that has been frequented over the century and more. In its collection is an apology note from Edith Wharton for returning a book late. The Church on the Hill, Trinity Church and St. Ann’s are classic examples of a diverse approach to ecclesiastical architecture that show the different faiths of Lenox over the years. In the summer months, the Town fills up quickly with vacationing families, second home-owners and Tanglewood visitors – reservations are a must! Many locals will tell you that the best time of the year is really the fall – late September into early November with peak foliage usually hovering mid-October. Lenox is spectacular in the fall .

Canyon Ranch

Unlike many seasonal New England towns, Lenox does not shut down in winter but thrives. Skiing at regional downhill resorts such as Bousquet, Butternut and Jiminy Peak is always popular, and snowshoeing and cross-country skiing when conditions are favorable can be a magical way to access the deep woods in town.

Lenox is a festival town! Lenox is truly for all seasons…Check out our Events Page .

Plan your trip by perusing our restaurants , shops and cultural attractions , like galleries, museums and theaters.

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24 Cool Things to do in Lenox, MA

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Nestled in the heart of the Berkshires in Western Massachusetts, Lenox offers the perfect blend of natural beauty, cultural attractions, and a vibrant arts scene. Arguably one of the most famous towns in Berkshire County, its claim to fame is the Boston Symphony Orchestra’s Tanglewood concert series, and Canyon Ranch, one of the most well-known luxury spas in the US.

“Ah, so Lenox is a RICH rich town,” I thought as I prepared to visit. And honestly…that’s not too far from the truth.

Lenox is situated at the foothills of the Berkshire Mountains, surrounded by lush forests, rolling hills, and sparkling lakes. This scenic location makes Lenox an ideal destination for people who love the outdoors as much as they love the arts.

The town center is a pleasant place to explore on foot, with a number of shops, restaurants, and art galleries. The town also has a number of historic homes, including the Mount, which was the home of Edith Wharton.

At first glance, Lenox appears to cater to the rich. But don’t be fooled by the elite exterior; there is a lot to experience and enjoy. Whether it’s a relaxing weekend in the Berkshires or a quick day trip from elsewhere, Lenox is a destination that I think is very much worth visiting.

(Planning a trip to the Berkshires? Be sure to check out the  Best Things to Do in the Berkshires  and my guide to the  Towns of the Berkshires .)

This post was published in January 2024 and was co-written by Adventurous Kate and Susan Stephens.

Table of Contents

The Best Things to do in Lenox, MA

Experience the tanglewood music festival.

The number one thing to do in Lenox, without a question, is to experience the Tanglewood Music Festival . Tanglewood is the summer home of the Boston Symphony Orchestra, and it is one of the most popular attractions in Lenox. The Tanglewood Music Festival takes place every summer, and it features a variety of classical, jazz, and popular music concerts.

The festival is spread across multiple venues on the Tanglewood grounds. The main venue is the Koussevitzky Music Shed, which hosts the Boston Symphony Orchestra’s summer concerts. There are also a number of smaller venues that host chamber music, jazz, and other types of performances.

I have friends who attend John Williams night at Tanglewood every year, featuring his most memorable film scores, from Star Wars to Jurassic Park to Home Alone . I need to attend that someday!

Tanglewood is a beautiful place to visit in the summer months, even if you don’t attend a concert. There are guided tours of the estate’s gardens and grounds, as well as lectures, workshops, and other educational programs.

You can purchase tickets to individual concerts, or you can buy a lawn pass book, which allows you to picnic on the lawn while you listen to the music. Student, military, and group rates are also available. You can see all details on visiting Tanglewood here .

Have a Spa Day at Canyon Ranch

Canyon Ranch in Lenox has long been known as one of the best spas in the United States. And with that come sky-high prices. Come stay for a weekend and leave feeling like a new human…just know that it will cost you a pretty penny.

However, a lot of people don’t know that Canyon Ranch also offers a far more affordable day spa option . For $350, you can enjoy a 50-minute facial or massage; access to the pools, saunas, and whirlpools; access to the beautiful grounds and restaurant; and fitness classes, among other things.

A spa day is the perfect interlude for your Berkshires adventure! My best girlfriends and I keep talking about booking this one weekend…

Visit Ventfort Hall

Ventfort Hall is a historic mansion that was built in 1893 by George and Sarah Morgan (sister of J.P. Morgan) as a summer home. A testament to the Gilded Age, the mansion is now a museum that is open to the public. Visitors can tour the mansion’s 28 rooms which are filled with opulent furnishings and art. The mansion also has a beautiful garden that is perfect for a stroll.

I loved touring Ventfort Hall, and I have to give a shout-out to the guides, who are so knowledgeable and passionate about this building, eager to share tidbits about the architectural quirks. Also, The Cider House Rules was filmed here!

Open year-round, daily guided tours are available. Admission to Ventfort Hall is $18 for adults, $17 for seniors and healthcare workers, $10 for students ages 18-23 with ID, $7 for ages 5-17, and free for children under 5.

Tour Edith Wharton’s The Mount

The Mount is the former home of the Pulitzer Prize-winning author Edith Wharton, and visiting here is easily one of the best things to do in Lenox MA. Wharton spent much of her prolific writing years here, and today it is among the most stunning historic homes in the region.

Her wonderful sense of style is still prevalent in the furnishings (the dining rooms are especially sumptuous and colorful). The Mount also has a beautiful garden that was designed by Wharton herself. My friends who grew up in the Berkshires would often come here to walk year-round.

One big reason Edith continues to be relevant today, more than 80 years after her death, is largely due to the authenticity of her writing. She was a keen observer of society and perhaps more importantly, what it means to be human.

The museum offers guided tours of the house and grounds, and it also hosts a variety of events, including lectures, concerts, and exhibitions. Admission to The Mount is $20 for adults, $18 for seniors, $13 for students with ID, $10 for the military, and free for children under 18. The grounds are free to visit.

Appreciate the Arts

Lenox is a small town full of artistic attractions that are right under your nose. Three of the most notable include the Tom Fiorini Sculpture Yard, Glendale Brook Studio, and Sohn Fine Arts.

The Tom Fiorini Sculpture Yard is an outdoor museum dedicated to his work. As a sculptor known for abstract metal creations, visitors can wander through the yard and admire the sculptures, which range from small tabletop pieces to monumental works that soar overhead. The yard is open to the public and is a great place to spend an hour or two exploring and taking in the beauty of his work.

Glendale Brook Studio features the work of Alex Kamaroff. Visitors are invited to tour the studio and observe his creative process. Kamaroff’s painting technique is described as “a messy kind of magic,” in which he uses only artist’s tape, acrylic paint, and a hair dryer. The result is a modern twist on the whimsical. The gallery is open seasonally, usually from March through October. 

Sohn Fine Arts is a contemporary art gallery located in the heart of Lenox. The gallery represents a diverse group of emerging and established artists, showcasing a variety of media but focusing on contemporary photography. The gallery also hosts exhibitions and events throughout the year, providing a platform for artists to share their work with the public. Visitors can browse the gallery’s collection and find unique pieces to add to their own collection.

Gilded Age Museum

The Gilded Age Museum , housed within the opulent Ventfort Hall Mansion, transports visitors back to the grandeur and extravagance of the Gilded Age. Within its walls is a unique experience, allowing visitors to step into the shoes of the wealthy and immerse themselves in the extravagance of the era.

Admission here is included in visiting Ventfort Hall.

Berkshire Scenic Railway Museum

Contrasting with the opulence of the Gilded Age, the Berkshire Scenic Railway Museum showcases the region’s industrial heritage and the enduring power of transportation.

The museum’s highlight is the restored New Haven Depot which is on the National Register of Historic Places. Guided tours are available, and visitors can also board and experience the thrill of a train ride through the Hoosac Valley. (Wishing there were more trains in New England? Well…there you go!)

Admission to the Railway Museum is $15 for adults, $12 for seniors, and $5 for children ages 5-16. It is open seasonally from Memorial Day through Labor Day on Saturdays.

Stay in a Gilded Age Mansion

Lenox was a popular summer destination for wealthy Americans in the late 19th and early 20th centuries, and many of the town’s Gilded Age mansions are now open to the public as award-winning lodgings. Some of the most popular Gilded Age mansions in Lenox include Blantyre (reopening in late 2024), Wyndhurst Manor and Golf Club , Wheatleigh , and of course, Canyon Ranch .

These magnificent homes were built by wealthy industrialists and financiers back in the day and they offer a glimpse into the opulent lifestyle of that era. If you’re looking for a truly unique experience, consider staying in one of these opulent properties.

They offer a variety of amenities including luxurious guest rooms, fine dining, spa services, and stunning views of the Berkshires.

Catch a Performance at Shakespeare & Company

Shakespeare & Company is a renowned theater company based in Lenox. Immerse yourself in the summer performance season that brings to life the timeless works of Shakespeare, alongside a captivating array of classic and contemporary plays. 

This professional theater company is well-known in the Berkshires and presents one of the most extensive actor training programs in the country. It is also home to an award-winning, nationally recognized theatre-in-education program.

The company offers a variety of educational programs, including workshops, classes, and summer camps. So whether you’re looking for a great night out or a fun educational experience, this is the place to go!

Visit the Lenox Library

Housed in a stately Greek Revival building, the Lenox Library is a relaxing place to learn about the town’s history and culture. Within its walls, visitors will find an impressive collection of historical documents, photographs, and artifacts that tell the story of Lenox from its early days as a farming community to its transformation into a popular tourist destination.

And just like any good library, you’ll find a healthy collection of over 100,000 books. The Lenox Library holds a special place in the intellectual, historical, and cultural landscape of the city. The library also offers a variety of programs and events, as well as lectures, concerts, and exhibitions.

Enjoy the Outdoors

Just minutes from the center of Lenox lies Kennedy Park, a serene oasis where the rustling of the trees adds their own soundtrack to woodland walks. Hikers will revel in 15 miles of groomed trails, including a short stroll to a scenic waterfall and a more challenging climb through hemlock and pine forests. Trail access is via Main Street next to Church on the Hill, as well as via Route 7.

Another escape is to a 1000-acre haven for wildlife and outdoor recreation called Pleasant Valley Wildlife Sanctuary. Take a peaceful walk through meadows and dense forests on miles of extensive trails while keeping an eye out for deer, foxes, and more. Avid birdwatchers should visit the sanctuary’s many wetlands, where they can catch sight of herons, egrets, and the occasional osprey. Admission to Pleasant Valley Wildlife Sanctuary is $5 for adults, $3 for seniors, and $3 for children age 2-12.

For a bit of fresh air in the heart of Lenox’s Historic District, Lilac Park is a fragrant sanctuary. It is home to over 1,000 lilac bushes that burst into vibrant bloom each spring. Take a stroll through the park’s peaceful gardens, stopping to admire the colorful blossoms and inhale their sweet aroma. When it’s time to stretch your legs, explore the network of walking trails that wind through the park’s wooded areas.

Parsons Marsh Reserve is located just a few miles west of Lenox. This reserve is a wonderful place to go for a hike, mountain biking, or just to appreciate the serenity and wildlife. There are many vernal pools that provide a perfect breeding ground for amphibians. The reserve’s extensive trail system takes hikers through marsh wetlands, where they can observe resident wildlife such as muskrats, painted turtles, and more. 

If you’re looking for a more challenging hike, you can try a portion of the Appalachian Trail in Massachusetts, which passes just east of Lenox. 

Go Cross-Country Skiing

The Berkshires are a year-round destination, and if you visit in the winter, Lenox is a great place to do some cross-country skiing! Here are some of the best places to go cross-country skiing in and around Lenox:

Located just a short drive from downtown Lenox, Kennedy Park offers 15 miles of groomed tree-lined trails for cross-country skiing. The trails wind through meadows and forests, offering beautiful views of the surrounding mountains. The ski terrain is mostly flat and smooth, but for those who want a bit more of a workout, challenging trails are nearby.

Canterbury is a local farm that offers several miles of groomed trails with various terrain; not for the beginning skier! Also, October Mountain State Forest is the largest state forest in Massachusetts, and here you’ll find over 16 miles of trails for cross-country skiing which are groomed regularly.

Hike Lenox Mountain

Lenox Mountain is a popular hiking destination that offers stunning views of the Berkshires. The mountain is located just a short drive from Lenox. There are a number of different trails that you can hike on Lenox Mountain, ranging from easy to difficult. Note that some are not clearly marked or maintained, as it lies on the ancestral land of the Mohican people.

For a nice hiking challenge, Lenox Mountain is a great place to go. Take the Trail of the Ledges and/or Overbrook Trail through northern a hemlock forest to Lenox’s highest peak. It is about three miles roundtrip and it offers stunning views of the surrounding area. 

In the winter, the trails can be icy, and I recommend that only experienced winter hikers tackle this route.

Sip Wine in a Bookstore

Escape to The Bookstore and Get Lit Wine Bar , where literature and libations collide. Located in the heart of Lenox’s adorable downtown, this unique bookstore offers an experience that’s as rich and full-bodied as your favorite Cabernet.

Browse through a carefully curated selection of books, ranging from beloved classics to contemporary bestsellers, and discover hidden treasures that await on every shelf. The knowledgeable staff is passionate about both books and wine and is always on hand to assist you in finding the perfect read. Pair it with an exquisite glass of vino from their extensive collection and you are set for the afternoon.

What sets The Bookstore and Get Lit Wine Bar apart is its commitment to fostering a sense of community. Regular author events, book clubs, and themed gatherings provide opportunities for connection and discussion. 

Try Forest Bathing

This is a unique experience! Where the trees stand tall and the air is thick with the scent of pine, lies something special: a two-hour, guided forest bathing session that will transport you to a realm of mindfulness and a deep connection with nature.

Slow down, breathe deeply, and let the forest embrace you. Immerse yourself in the symphony of sounds, the tapestry of textures, and the intoxicating aromas that surround you.

With each step, you’ll be guided on a journey of self-discovery. Engage in short, contemplative walks, and pause to explore the wonders of nature through guided invitations. Discover the hidden secrets of the forest and forge a profound bond with the ancient trees. No equipment or special skills are required, just an open heart and a willingness to surrender to the beauty of the forest.

Attend a Festival in Lenox

Yes, Tanglewood is the big summer festival in Lenox. We all know that one! But what about the other festivals Lenox has to offer?

If you’re visiting in early June, check out the Rhubarb Festival . This festival celebrates the vegetable in every form — oh, and there are plenty of strawberry rhubarb pies on hand. And cakes. And cookies. I’m sorry, what were we saying?

And if you happen to visit in the fall, the Lenox Apple Squeeze is a good one, with a beer tent for adults, activities for kids, and musical performances; and The Fall Festival of Shakespeare brings some of the best Shakespearean talents and enthusiasts to the Berkshires for once-in-a-lifetime performances.

Visit other towns in the Berkshires

There are lots of towns in the Berkshires worth visiting while you base in Lenox. Here are a few of my favorites:

Stockbridge

Situated just a stone’s throw south of Lenox, Stockbridge offers a quaint charm that’s perfect for history enthusiasts. Stroll through the Berkshire Botanical Garden for a moment of tranquility, then visit Chesterwood, the former home of sculptor Daniel Chester French, creator of the Lincoln Memorial.

The Norman Rockwell Museum is here as well and well worth a visit. Don’t miss the bustling Main Street lined with eclectic cafes, shops, and the Red Lion Inn.

See more in my guide to Stockbridge here.

Great Barrington

Just 13 miles south of Lenox, Great Barrington beckons with its eclectic mix of culture. Take a walk along the Housatonic River Walk, then head to the walkable downtown to peruse the many cool shops.

One nice aspect of Great Barrington is its urban feel situated near Monument Mountain; just right for an energetic hike and views over the landscape.

North Adams

A former mill town turned artistic enclave, North Adams is nestled 30 miles north of Lenox. Explore the world-renowned Massachusetts Museum of Contemporary Art for a one-of-a-kind art experience, or relax in Natural Bridge State Park, home to the only natural white marble arch in North America!

North Adams embodies a great story of a town that has revitalized itself with its art and culture. I can’t wait to see where it will be 10 years from now.

Williamstown

Next door to North Adams, Williamstown is a college town where history, culture, and art collide. Admire the impressive architecture of the Clark Institute, with one of the best collections of Impressionist art on the planet (seriously, it’s up there with Paris and New York).

For a theatrical treat, the Williamstown Theatre Festival showcases captivating performances in the summer. Its tiny downtown offers a good share of shops and restaurants, many catering to the college crowd.

How Much Time to Spend in Lenox

While you can technically squeeze in the highlights of Lenox in a single day, I think two days would give you a lot more time to see the town’s highlights. Maybe even a third day if you’re spending a day at Canyon Ranch!

If you’re planning on pampering yourself with spa treatments or attending several performances, definitely allocate more time to indulge in the town’s relaxing atmosphere and partake in its many cultural offerings.

How to Get to Lenox

To truly experience the Berkshires, I strongly suggest renting a car. While there are cabs and extremely limited public transportation options, having your own set of wheels will give you the freedom to explore the region at your own pace. 

There is no Uber service in Lenox. The closest airport is in Albany, about an hour’s drive away, but if you’re flying in from Boston (the nearest major international airport), you can hop on a bus from Boston year-round.

Amtrak has a station in Pittsfield, Mass., not too far from Lenox. And Amtrak’s seasonal Berkshire Flyer runs from New York to Pittsfield. You can rent a car in Pittsfield if you’d like, but I recommend doing so in advance, as it’s a small rental without a huge selection.

Where to Stay in Lenox

For maximum walkability, I recommend opting for a hotel in downtown Lenox. Unless you have a special Gilded Age mansion in mind, which is its own kind of stay!

Top-Rated Luxury Hotel in Lenox:  The Cornell Inn — This stunning lilac Victorian bed and breakfast combines historic charm with modern amenities. The recently renovated rooms are a feast for the eyes, featuring bold statement pieces and luxurious touches.

Top-Rated Mid-Range Hotel in Lenox:  Seven Hills Inn — This inn has a much more resort-like feel, with cozy living rooms, an inviting fire pit, an outdoor chess set, and a refreshing pool. It’s an incredible value for money, especially during the off-season.

Top-Rated Budget Hotel in Lenox:  Quality Inn (Lee) — There aren’t any budget hotels in Lenox, so I recommend you take a look in the town of Lee, about a 15-minute drive from Lenox. While it may not be the most aesthetically pleasing, this small inn offers clean, comfortable rooms at a budget-friendly price.

Best Time to Visit Lenox, Massachusetts

The Berkshires are a year-round destination, each season offering its unique charm. However, if you’re keen on theater, music, and other events, summer is the ideal time to visit. If your heart flutters at the sight of vibrant fall foliage, plan your trip for early to mid-October, when the leaves are at their peak.

I enjoyed my springtime visit to the Berkshires, with lots of flowers and delightful partly cloudy skies (though honestly, Massachusetts can be quite hit or miss in the spring months with lots of gray days). Winter is very quiet, and not all the attractions will be open,

Is Lenox worth it?

Of course Lenox is worth it — and if you time your visit for Tanglewood, even better! Even so, I think you can get away with simply having Lenox be one day out of a longer Berkshires itinerary. There are so many wonderful things to do here.

I hope you have the best time on your trip to Lenox!

More on the Berkshires:

• 33 Best Things to Do in the Berkshires, MA
• Best Towns in the Berkshires, MA
• 12 Fun Things to Do in Stockbridge, MA

More on Massachusetts: 

• Where to Stay in Boston: Hotels, Neighborhoods & More!
• 40+ Fun Things To Do In Boston At Night
• Best Time to Visit Boston
• What NOT to Do in Boston
• The Best Museums in Boston
• 25 Historic, Spooky Things To Do in Salem, MA
• 27 Fun Things to Do in Rockport, MA
• 24 Cool Things To Do in Cambridge, MA
• Which of the Towns of Cape Cod is Best for You?
• 24 Fab Things to Do in Cape Cod
• 22 Fabulous Things to Do in Provincetown, MA
• Which Of The 6 Martha’s Vineyard Towns Is Best For You?
• A Guide to Oak Bluffs, MA — Home of the Gingerbread Houses
• A Guide to Edgartown, MA — Prettiest Martha’s Vineyard Town
• A Guide to Vineyard Haven, MA — Authentic Town on Martha’s Vineyard

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A getaway for visitors from all over the world, Lenox in Central Berkshire County is home to Tanglewood, The Mount, Shakespeare and Company, and several world-class resorts and restaurants amidst many lakes, rivers, and hiking trails.

• Incorporated: 1767
• Population: 5,025

For more information, visit the Town’s website.

Photos: The Mount, Edith Wharton’s Home | Tanglewood by Regina Burgio

Return to The Berkshires to explore other towns.

THE 15 BEST Things to Do in Lenox

Things to do in lenox, tours in and around lenox.

2-Hour Guided Private Forest Bathing Experience Lenox

Meet Our Rescue Animals: Private Tour of A Family-Run Farm

Private Axe Throwing for 1 Hour

Hudson River Sightseeing Cruise from Albany

1 Hour Archery Experience at Far Shot Albany

Ghosts of Albany Haunted Walking Tour

Albany Sunset Live Music Cruise

Hudson River Sightseeing Cruise from Kingston

3 Hour Private Sightseeing Outdoor Escape Game in Springfield

All Inclusive VIP Wine or Beer Tour in Hudson Valley

Top attractions in lenox.

Other Top Attractions around Lenox

What travellers are saying

• The Mount, Edith Wharton's Home
• Mass Audubon Pleasant Valley Wildlife Sanctuary
• Ventfort Hall Mansion and Gilded Age Museum
• Shakespeare & Company
• Kennedy Park
• Lenox Mountain
• Wood's Pond
• Parsons Marsh Reserve
• First Lenox Library
• Berkshire Canoe Tours
• Berkshire Scenic Railway Museum

26 Best & Fun Things to Do in Lenox (MA)

Looking for the best and fun things to do in Lenox, MA?

Lenox is a quaint town known for its numerous outdoor activities, expansive and scenic green spaces, Tanglewood Music Festival, and summer concerts.

It is an ideal place to feel the serenity of mountains and parks, have a good time listening and watching music plays, and be knowledgeable about the history of this place via their museums and libraries. Lenox will make for an unforgettable vacation in the hearts of your family and loved ones, so plan a visit.

Let’s explore the best and fun things to do in Lenox, MA.

Things to Do in Lenox

1. edith wharton’s home.

The Mount, Edith Wharton’s Home is an ideal attraction to visit if you are a historian planning a vacation, and here should top your list of fun places to visit.

The Mount has a history stretching back to 1902, when Edith Wharton built the home. The renowned American novelist built her summer home, the Mount, on a 113-acre land.

Visitors can tour around to view the sculptures, the home designs, large grounds, and the grand garden. During winter, tourists can visit to have a feel of their annual light and sound event where beautiful performances are carried out.

The building is listed on the register of National Historic Places because of its historical significance. Till this moment, Mount is a cultural center that supports the artistic, humanitarian, and intellectual achievements of Edith Wharton.

Address: 2 Plunkett St, Lenox, MA 01240, United States

2. Visit Lenox Library

Visiting the Lenox Library is one of the most interesting things to engage in when you’re in Lenox and if you love reading, here is an ideal place to see when you visit.

The Library is such a delightful edifice where you can search for interesting books, articles, audiovisual contents, topical resources, local history information, search for a wide range of music, join various local clubs, and participate in outstanding lectures series.

Special events like weddings, birthday parties, corporate meetings, and others can be done at the library. The library is relaxing while reading an interesting book and admiring the beautiful edifice.

You can also tour the library while also searching for books with historical information on Lenox. By doing so, you’ll be knowledgeable about Lenox and its history.

The auditorium in the library has a capacity of 100 people, whereas the table seating capacity is 120 persons. They have free wifi to access the internet.

Address: 18 Main St, Lenox, MA 01240, United States

3. Hike to the Summit of Lenox Mountain

There’s quite a lot of historical information that Lenox Mountain holds, and if you are a history enthusiast, it should be on your top list of places to visit.

It should interest you to know that Lenox Mountain is a core part of the culture and history of the Mohican Nation today and also its ancestral home. There is a lot of information to gain from this attraction.

The mountain is 2,126 feet high and is an ideal place to go hiking, running, and walking, and it has beautiful trails in the area. You can hike your way up to the top of the mountain and down. The views from the top are breathtaking and lovely

Address: Pleasant Valley Sanctuary

4. Ventfort Hall Mansion and Gilded Age Museum

This is a huge attraction for anyone wanting to have a beautiful vacation in Lenox and should be on your bucket list of fun things to do here.

The Ventfort Hall Mansion and Gilded Age Museum were constructed towards the late 19th-century era when the nation’s economic growth was increasing so fast, and the rich were erecting mansions.

Most of the wealthy people in this region. made Berkshire their place of abode, and the Ventfort Mansion having this Jacobean architectural style was the best mansion used in hosting big parties in Lenox.

Things to find in the mansion are an expansive veranda, hand-carved oak ceilings, and expensive lawns, and many others. Over time, the mansion was used as a community center, a summer hotel, and a hostel for students. Aside from touring the mansion, there are special exhibits, programs, theatrical plays, lectures

Address: 104 Walker St, Lenox, MA 01240, United States

5. Theater at Shakespeare & Company Show

The company organizes different events, from new plays to classic Shakespeare plays. The Company has a long line of history, having been in existence since 1978, established by Tina Packer and a center of entertainment for locals and tourists.

You can also watch your favorite plays such as Hamlet, plays from King Lear productions, Romeo and Juliet, and many more. You can also join in their workshops, lectures, and classes if you want to know acting.

Address: 70 Kemble St, Lenox, MA 01240, United States

6. WAM Theater

One of the best things to do in Lenox is to visit the WAM theater , whose objectives are focused on women’s history. Their objectives are centered on clamoring for equal opportunities and human rights in society.

If you’re a historian, here is an ideal place to visit as the artist to find here will explain to you in detail the history of the communities and their different races, nationalities, ethnicities, and backgrounds.

You might be wondering what the name WAM stands for, and it means “Where Arts and Activism Meet’. In 2010, in its advocate for humanitarianism, it donated some cash to support the fight for gender equality.

As a result of its philanthropic achievements towards helping society, it has so far been a major source of attraction to this region and the community at large.

Address: 45 Walker St, Lenox, MA 01240, United States

7. Music Shows in Tanglewood

Tanglewood is seen as the best music center in Lenox. Here is a place of abode to the Boston Symphony Orchestra and organizes the Tanglewood Music Festival, which many know.

A rich heritage characterizes this region. The concerts that have been organized here over time since 1930 were outstanding and were graced by famous soloists, musicians, and conductors.

The names of artists who have performed over time in Tanglewood are Wind and Fire, Josh Groban, All-Star Band, Goo Goo Dolls, James Taylor. The Chicago and Santana bands have also performed here.

The Tanglewood center is outstandingly awesome, and you can have a tour of the whole area. It is quite a venue to enjoy a great show if you’re planning a vacation in Lenox. Here is a perfect place to be and should top your list of things to do in Lenox

Address: 297 West St, Lenox, MA 01240, United States

8. Explore Pleasant Valley Sanctuary

One of the best things to do in Lenox is to visit the Pleasant Valley Sanctuary. If you love hiking in beautiful landscapes, here’s the right place to be and should top your list of fun places to be when you’re here.

The beautiful landscape has over 1,000 acres for visitors to adventure on. You can find trails that cut through the beautiful forest areas, wetlands, meadows, and alongside the Lenox Mountain slopes.

Visitors can join in various events and programs organized at the valley sanctuary. These activities include canoeing or paddling, naturalist-guided hike, kayaking, bird watching program, and lots more.

You can as well spot beavers around the sanctuary. The area has many dams, and they’re worth seeing. You should come with your camera to take some good photos to post on your Instagram.

Address: 472 W Mountain Rd, Lenox, MA 01240, United States

9. Kennedy Park

Kennedy Park is quite a destination to visit with lots of fun-filled outdoor activities that will interest you and make your stay here engaging. There is never a dull moment here and be sure to add it to your bucket list.

The beautiful park has approximately 15 miles of trails perfect for hiking and biking. Here is a lovely spot for a picnic while enjoying the views with colleagues, family, and friends.

You can bring the kids along to spend quality time here as there are trails for kids to have a walk and play areas for them. You can visit during the Autumn season to see fall foliage, and the view is cool with beautiful fall colors.

The Kennedy Park trails are well maintained and ideal for mountain bikers, Cross country skiing, snowshoeing, hiking, picnicking, and lots more. Automobiles, snowmobiles, electric bicycles are not allowed in the park, and there are many parking spaces.

Address: Route 7 and 20 Pittsfield Road, Lenox, MA 01240

10. Glendale Brook Studio

One of the best things to do in Lenox if you are a fan of art paintings is to visit the Glendale Brook Studio , and you should add it to your top ten things to do in Lenox.

Suppose you have been longing to own a Matisse, which cost an estimated 17 million dollars which is way too expensive and less affordable. In that case, you could go for a different original art piece with a touch of Matisse.

Everything to find here is original art, making it entirely different from your normal art shops or studios. It is a transition from normal museum posters to original art.

Part of its goal is to be an integral part of the Lenox art community and to create an art-friendly environment that will brace myriads of art lovers

Address: 27 Church St, Lenox, MA 01240, United States

11. Berkshire Scenic Railway Museum

Suppose you’re a lover of history and want to be knowledgeable about the history of railroading in this region. In that case, a visit to the Berkshire Picturesque Railway Museum should be a must-visit.

The Berkshire Railway Museum was established in 1984 to preserve the historical information of railroads. The railroad has been a source of economic development over time in American history.

Visitors can have a self-guided tour of the revamped train station while admiring displays and exhibits of past railway equipment. Visitors can also have a short train ride back and forth to the museum.

If you are keen on knowing more about trains and the railroad system, a guided tour is available in the museum. It explains in detail how the rail system generally works.

Address: 10 Willow Creek Rd, Lenox, MA 01240, United States

12. House of American Abstract Artists in Frelinghuysen Morris House & Studio

American Abstract Artists by the names of George Morris and Frelinghuysen once lived in this beautiful studio and home. Here’s a place for art enthusiasts to be and be inspired as they journey through the world of art.

The Bauhaus home style houses the important abstract artworks of Pablo Picasso, Juan Gris, Georges Braque, and Joan Miro and still maintains a modern style of home.

The building is a two-story, glass block art studio, and The beautiful house comprises paintings, frescoes, and furniture done by Franklin and Deskey.

Visitors who visit always want to dig deep into the history of this place, and one can do this via films, their 6000 artworks, photos, letters, and lots more.

Activities to engage in aside from going on a guided tour include seeing a short film on how outdoor paintings are done or taking a walk on the property with a land area of 42 acres. Art workshops and classes are organized regularly to educate people on abstract art.

Address: 92 Hawthorne St, Lenox, MA 01240, United States

13. Kripalu Center for Yoga and Health

One of the best things to do when in Lenox is to check out the Kripalu Center for Yoga and Health . If you need some time or somewhere to connect back to your mind, here should be a must-see for you.

Here is a completer health center for relieving stress via yoga and yoga dance activities. The health center offers classes and workshops. that help people build joy, compassion and connect well within themselves.

The School of Yoga, the School of Mindful Outdoor Leadership, and the School of Ayurveda are all under the umbrella of this Health Center. Here’s a place to be for mind relaxation and take your mind off mundane activities from work and home

Address: 57 Interlaken Rd, Stockbridge, MA 01262, United States

14. American Craftsman Galleries

If you’re looking for that perfect destination to be and improve your craft as an artist, the American Craftsman Galleries should be a must-visit when you’re in Lenox.

Here you can find professional and upcoming artists alike. The Gallery displays artwork of fast-rising artists together with professional artists involved in clay, metal art, glass, fiber, mixed media, and leather.

Many artworks are shown here, ranging from decorative art objects to unusual gifts, from seasoned collectors to first-time buyers, from glass art to jewelry.

Here’s a beauty of its own: there are so many art collections to select from this amazing American Craftsman Galleries.

Address: 22 Walker St, Lenox, MA 01240, United States

15. Arcadian Shop

Looking for that perfect destination to spend some quality time with your friends, colleagues at work, partner, and try out fun-filled activities, the Arcadian Shop should be a must-visit when you’re in Lenox.

The Arcadian Shop is the best when it comes to outdoor activities. They provide rental services for paddle boarding, biking, snowshoeing, cross country skiing, and kayaking.

Make sure you stop by and have a good time in the picturesque outdoors of this Berkshire County and its neighboring areas. The shop is close to Kennedy’s 400-acre park, and there’s a Cafe to relax too and enjoy a great coffee or sandwich.

Their staffs are super friendly and welcoming, be rest assured to receive a big hug when you visit

Address: 91 Pittsfield Rd, Lenox, MA 01240, United States

16. Tom Fiorini Sculpture Yard

One of the most interesting things to do in Lenox, MA, is to have a walk through the Tom Fiorini Sculpture Yard, and you might want to add it to your bucket list of fun things to do when you’re here.

Tom is a local sculptor who does amazing artworks that people easily pique interest in. Various artwork to find here ranges from yard signs to beautiful wood sculptures. His idea of revamping mundane stuff into lovely art pieces will leave you amazed.

Every art piece to find in this yard will catch your fancy. You might as well want to take home with you your most admired piece or get one as a souvenir for those back at home.

Tom’s artwork, metal chairs, had gotten so much acknowledgment from people, local news stations, and even the media when his artwork was shown in a Canadian textbook.

Address: Church St, Lenox, MA 01240, United States

17. Buy Artworks in the WIT Gallery

The WIT gallery is in Lenox, the central part of Berkshire Hills; this region has a rich cultural heritage. You might also be wondering what the acronym stands for, and it means ” Wonders in Time.”

The Wonders in Time Gallery is the prime center for modern art. The gallery was founded in 1999 and had, over time, been a platform for talents to showcase themselves, whether as professionals or as upcoming artists.

The artworks to find here take different forms, such as paper, glass, photography, paintings, and outdoor and indoor sculpture. The gallery’s main focus is to provide visitors with exceptional art selections that are both cutting-edge and easy to find.

Our staff members are passionate about the art industry and are dedicated to providing the best possible customer service to locals and visitors alike.

Address: 27 Church St # 102, Lenox, MA 01240, United States

18. Parson’s Marsh Reserve

The Parson’s Marsh is quite a beautiful Landscape area, forest area, and wetland area. It is situated on the Under mountain road in Lenox, with a parking space at the trailhead.

The partnership between the Berkshire Natural Resources Council and private landowners in Lenox helped conserve this area for wildlife habitat, recreation, and farmland soils.

The 183 acres of land owned by BNRC is 1/3 mile long, with a beautiful hiking trail with a half hard parked walking surface and half boardwalk, and this inspired tourists to explore the woodlands and wetlands while enjoying the wildlife.

While you have a walk in the woods, you are sure to see the roots of trees and plants that have been exposed by marsh water, bees, and butterflies. Hunting and fishing are prohibited in the preserve, and visitors should be aware of that.

Address: 170 Under Mountain Rd, Lenox, MA 01240, United States

19. Undermountain Farm

The Under Mountain Farm is a picturesque landscape situated west of downtown, and it is a well-preserved farm. Horse riding here is fun, whether riding in our large indoor arena or trotting your way through the beautiful woods and fields.

The farm has various beautiful trails that are yet to be uncovered. Adults who haven’t ridden a horse can get an instructor-led tour for beginners along the trail.

The kids are not left out as they can learn how to ride by visiting during the farm’s day camp. From age 6 to 14 are schooled on caring and riding horses and doing other básic chores such as stall cleaning, basic safety, pasture care, routine chores—feeding, grooming, and others.

To bring along the whole family, you should sign up for the group package, which comes with so many activities like riding, tacking, grooming, horse care, and others.

Address: 400 Under Mountain Rd, Lenox, MA 01240, United States

20. Lenox Yoga Studio

After long hours of touring through the beautiful city, you will need to relax and give your body a nice treat. Make sure to visit when you are here in Lenox.

The Lenox yoga studio was started by a local, a premier instructor by the name Sue Parsley. Due to the experiences gained over time in this field, she has worked in different big spas while working privately and traveling.

She started off her place to bring people within her region close and build a strong yoga community, and she purchased a building at 52 Housatonic street in Lenox, which has been its permanent location.

The Yoga studio has well-trained instructors to guide you on your yoga journey. The studio organizes Kriya, Hatha, SUP Yoga, Vinyasa, Power Yoga, Kripaluand lots more. Different exercises come with their tasks and levels.

Address: 52 Housatonic St, Lenox, MA 01240, United States

21. Sohn Fine Art

The Sohn Fine art was established in 2012 by a photographer named Cassandra Sohn. The gallery is focused on modern photography and is keen on promoting, exhibiting, and developing contemporary photography by both local and international artists.

Part of its goal is to encourage community development through art exhibitions, workshops, and lectures. It will interest you to know that yearly, Sohn Fine Art organizes a Master Artist Series program for world-famous photographers.

This program aims to provide and share experiences with artists at the peak of their field with professionals or aspiring photographers and collectors of photography.

If you have a photographer or love taking photographs, here is a great place to visit when in Lenox and should be on your list of things to do in Lenox, MA .

Address: 69 Church St, Lenox, MA 01240, United States

22. Berkshire Horseback Adventures

One of the best attractions not to miss out on when you are in Lenox is the Berkshire Horseback Adventures, and it should be on your fun list of things to do in Lenox.

This destination attracts lots of horse riders and avid horse riders who wish to perfect their horse riding skills. You can visit your family to spend quality time together because it’s fun.

The views here are extraordinary and beautiful while you ride yourself on an adventure with any of the beautiful horses. You might as well come with a camera to take beautiful photos to post on your Instagram.

The horses found here are healthy and well fed and sought after.

Address: 293 Main St, Lenox, MA 01240-2387

23. The Bookstore and Get Lit Wine Bar

The Bookstore has so far been in the community for over 40 years. A place where locals can leave a note for their house plumber knowing he will stop by at the house or buy a gift for a friend as a surprise and leave it at the counter till they come to get it.

You can find your choice of books to study, from modern-day fiction to poetry with science fiction and Judaica, and you can also find kiddies books for your kids, history, science, and a New York cartoon collection.

The Bookstore has a wine bar close to the building. You can check into the book store to pick a book and a bottle of wine to sit and relax. Here is quite a relaxing spot to read and share ideas with different people while enjoying your wine.

Address: 11 Housatonic St, Lenox, MA 01240, United States

24. Alta Restaurant & Wine Bar

Alta Restaurant & Wine Bar is one of the best restaurants to dine and wine with your family and friends.

The restaurant moved to the glamorous town of Lenox in 2008, and it is popular amongst visitors and residents.

It was founded by three hardworking restaurateurs offering creative Mediterranean food along with delicious wines.

Alta Restaurant & Wine Bar Offers lunch and dinner meals made through the use of freshly sourced local ingredients.

Address: 34 Church St, Lenox, MA 01240, United States

25. Berkshire Canoe Tours

What better way to truly explore a city rather than joining a fascinating tour? It is one of the best things to do.

Berkshire Canoe Tours is a family-owned and operated business that takes visitors on an entertaining and thrilling adventure.

You get to explore the entire Housatonic River as you enjoy its mesmerizing views and surroundings.

Come along with your camera or any recording device to capture the special moments which would serve as a form of remembrance.

You might come across sycamores, cottonwoods, cinnamon ferns, owls, spicebushes, and more.

During this two-hour tour, it is common to sight muskrats, beavers, kingfishers, great blue herons, and so on.

26. Cranwell Spa And Golf Resort

Of course, your list of things to do in Lenox cannot be complete without a stop at Cranwell Spa And Golf Resort.

Cranwell Spa And Golf Resort is found not too far from the Tanglewood live music in the metro region of Lenox.

This gorgeous golf course offers players of all skill levels an exciting tee time.

There is an indoor pool plus a relaxing sauna where visitors can relax and cool off on hot days.

Cranwell Spa And Golf Resort restaurant offers a complimentary Continental breakfast, while the bar provides delightful beverages.

For those who want to shed some extra calories or simply work out, there is a fitness center with a conference center and business spaces.

Address: 55 Lee Road Lenox, MA 01240, United States

Take to exploring other cities of Massachusetts, check out our list of things to do in Rogers ,  things to do in Worcester , and  things to do in Worcester .

Plan Your Trip Lenox

The city of Lenox, Massachusetts, situated in the center of Berkshire Hills, provides visitors with many fun activities for visitors and locals to explore.

There are many historical spots embedded with rich cultural heritage that you wouldn’t want to miss out on. With this list of things to do in Lenox, quite some fun await you, family, friends, and colleagues.

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TravelAwaits

Our mission is to serve the 50+ traveler who's ready to cross a few items off their bucket list.

The 9 Best Experiences In Quaint Lenox, Massachusetts

• Destinations
• Massachusetts
• United States

One of the most popular towns in the Berkshires is charming Lenox, Massachusetts. You can easily spend a few relaxing days exploring the area’s natural beauty, cultural offerings, and delicious cuisine. During the late spring and summer months, the area is buzzing with visitors and fun things to do. Autumn is a special time in the Berkshires when leaf peepers enjoy a quintessential fall foliage road trip. Winter is cold but holds its own when covered in snow.

Lenox is the perfect destination to immerse yourself in quaint New England charm.

Some information in this piece was obtained during a sponsored press trip, but all recommendations are my own.

1. Boston Symphony Orchestra

The Boston Symphony Orchestra (BSO) brings summertime music to the Berkshires at Tanglewood . The music of the BSO, the Boston Pops (originally the Promenade Concerts and later known as the Popular Concerts), and other popular musicians take the stage for a night of spectacular music in western Massachusetts.

Guests are allowed to bring blankets, lawn chairs, and a picnic dinner to enjoy under the stars when they purchase Lawn tickets . If you are in the Shed or other concert hall, outside food is not allowed for the music shows.

Pro Tip: In July and August, you can experience Saturday Morning Rehearsals for a fraction of the evening ticket prices. Watch as the BSO team shapes and molds the upcoming performance while enjoying scores from the show.

2. Pleasant Valley Wildlife Sanctuary

The Mass Audubon Pleasant Valley Wildlife Sanctuary encompasses over 1,000 acres along the slopes of Lenox Mountain and surrounding area. The area covers lush forests, pretty meadows, and marshy wetlands perfect for bird watching, searching for beaver lodges, and observing local wildlife. The whole family will enjoy the beautiful trails and green spaces.

AllTrails ranks several trails in Pleasant Valley Sanctuary. The hard, 2.6-mile loop — Overbrook Trail and Trail of the Ledges — rewards hikers with a beautiful overlook. A more moderate trail is the 2.5-mile, out-and-back Bluebird Trail and Overbrook Trail , also offering spectacular Berkshire views.

Pro Tip: There is a nominal per-person entry fee for the valley sanctuary.

3. Canyon Ranch

Spa aficionados around the world love Canyon Ranch . With five locations — Lenox, Tucson, Las Vegas, Austin (coming soon), and Woodside, California — you can be pampered across the country.

Its all-inclusive, resort-style spa offers guests both traditional and unique spa experiences along with health and wellness counseling, outdoor activities, and sumptuous cuisine. You can choose a pre-set pathway or sculpt your own spa adventure.

I spent a girls’ getaway at Canyon Ranch and it was one of our best group travel adventures. Three nights away with your besties filled with laughs, exercise, and health and wellness treatments are the perfect ingredients for self-love and good health.

4. Ventfort Hall Mansion And Gilded Age Museum

A 19th-century Gilded Age “cottage,” Ventfort Hall Mansion and Gilded Age Museum represents Lenox’s popular summer resort community of bygone days. The mansion, museum, and grounds offer guests tours, exhibits, and performances throughout the year.

5. Berkshire Scenic Railway Museum

The seasonal Berkshire Scenic Railway Museum is a fun spot for train enthusiasts. Docent-led tours will guide you through the history of local trains. Enjoy a short ride on the Lenox Jitney in restored vintage railroad equipment. You can even book a spot in the locomotive cab and play at being a train engineer.

Pro Tip: Hop aboard the Hoosac Valley Train , departing from the nearby Adams Visitors Center, for an hour-long ride through the beautiful Berkshire landscape.

6. Shopping

Unique specialty shops and galleries in and around Lenox will capture your imagination and tease you into adding stunning new pieces to your home.

An American Craftsman Galleries brings together works from fine artisanal crafts like glass, wood, and other specialty items. A must-stop for any shopper, the American Craftsman Galleries is filled with unique one-of-a-kind items.

The Sohn Fine Art gallery showcases a selection of beautiful and thought-provoking art. The Art and Chocolate gallery offers a little sweet and pretty artwork; it’s a charming shop. Wander around the Annie Selke homegoods shop and explore the bright and colorful décor ideas. Shopping in Lenox is a leisurely pastime where you can discover all the things you didn’t know you really needed.

7. Kripalu Center For Yoga And Health

Another Berkshire health and wellness center is the Kripalu Center for Yoga and Health in nearby Stockbridge. Whether you are seeking yoga for health, toning, or spiritual practice, you will find a class at Kripalu. The peacefulness of the forests surrounding Kripalu is ideal for meditation and self-reflection.

The stunningly picturesque landscape is ideal simply for breathing in the fresh, restorative mountain air.

8. Norman Rockwell Museum

As you wander through the galleries at the Norman Rockwell Museum , the 323 Saturday Evening Post covers will transport you back to another era. Pondering a Rockwell painting reveals more than a simple illustration. Subtle nuances reflecting American values are strategically placed, enhancing the overall topic. Beginning in 1916 and continuing for over 40 years, Rockwell painted tableaus depicting current events and small-town snapshots. Viewing his collective works is a walk through the life and times of rural America.

In addition to exploring the galleries at the Norman Rockwell Museum, you can schedule several interesting tours. A 40-minute-long Rockwell’s Life & Art tour takes you on a journey led by his storytelling and exceptional art. Additionally, enjoy a 20-minute guided tour of Rockwell’s studio and immerse yourself in his inspirational setting.

9. Hancock Shaker Village

In nearby Pittsfield is the Hancock Shaker Village . A lovely pastoral setting radiates from an 1826 centerpiece roundstone dairy barn. The Shaker village encompassed over 3,000 acres in the 1830s, tended by more than 300 Believers. Named “The City of Peace,” the utopian community was a once-prosperous haven for hard-working and peace-loving worshipers.

Today, the Hancock Shaker Village continues its farming traditions and is still operating. Education about Shaker history is an important piece of their mission, bringing life on the farm to their guests. From practicing goat yoga to the Shaker Supper series, there is always something fun, educational, and interesting happening at the Hancock Shaker Village.

Where To Dine

When it comes time to dine, there are terrific options in and around Lenox. Alta Restaurant and Wine Bar offers Mediterranean-inspired, fine-dining cuisine; reservations are recommended. Gateways Dine & Drink is the perfect spot for a quiet dinner date or a sumptuous Sunday brunch. Chic, casual, and delicious, Pizzeria Boema brings the classic Italian pizza tradition to the Berkshires. Breakfast served up straight or with a modern culinary twist, Haven Cafe & Bakery is the place to be for a morning coffee and delightful nosh. Wine time at Balderdash Cellars in nearby Richmond is a picturesque spot to sample a flight of wines, enjoy the Berkshire scenery, and relax with live folk music.

When it is time for dessert, Chocolate Springs Café offers up stunning hand-made chocolates that satisfy an end-of-day, sweet-treat craving.

Where To Stay

In the heart of downtown Lenox is the charming Gateways Inn . The 1912 Gilded Age mansion has been transformed into a beautiful inn. Keeping the historic décor and adding modern amenities, Gateways Inn is a charming blend of old and new. Originally a vacation home for Harley Proctor, of Procter & Gamble fame, the long white mansion’s exterior was built to resemble P&Gs iconic Ivory Soap Bar.

The getaway to Lenox is the perfect jumping-off spot for your Berkshire visit. The area’s beautiful landscapes beckon visitors back year after year. When you want to get away from it all, enjoy an outdoor concert, hike a few miles to discover beautiful overlooks, and explore a rich cultural heritage. Lenox needs to be on your getaway bucket list.

Sandi loves writing about culture, cuisine, adult beverages, cruising, golf, skiing, road trips, hiking, New England, and photography. Traveling solo, with hubby Chris, or the entire Barrett clan there is always a story waiting to be told.

Top 15 Best Things to Do in Lenox Massachusetts

Our travel recommendations are based on personal experiences and research.

You’ll find plenty of things to do in Lenox MA, a small town with Gilded Age mansions, a world-class orchestra in the summer, and numerous artistic and outdoor events and recreation.

Looking for things to do in Lenox, MA? You’ll find plenty in this small town teeming with artists, cultural activities, and events.

During the early 1900s, Lenox was referred to as the “Newport of the Berkshires” since wealthy industrialists from Boston and New York City would spend their summers here, including relatives of the famous Morgans, Astors, and Vanderbilts.

Many of these families built “cottages” in town, transforming Lenox into a fashionable summer resort destination. Several of these “cottages” –  often thirty-plus room mansions built on twenty acres  – still stand today as hotels or museums.

Arts and culture were also brought to the region when these wealthy families moved in. And today, the arts scene is as vibrant as ever, both in Lenox and throughout the Berkshires. Theater, visual art, and music are all celebrated and easily accessible – both through paid and free opportunities.

15 of the Best Things to Do in Lenox, MA

So, without further ado, here are some of the best things to do in Lenox, MA.

Take in a concert at Tanglewood

Tanglewood , the summer home of the Boston Symphony Orchestra (BSO), is the crown jewel of Lenox and a major attraction.

This outdoor amphitheater allows visitors to listen to music while sitting or picnicking outside, surrounded by the picturesque Berkshire hills.

While performances by the BSO are the primary focus of Tanglewood, the season features a diverse range of classical music, contemporary performances, POPS concerts, and music festivals.

Tanglewood’s primary performance season runs from late June to early September, and tickets can be purchased online.

Are you looking for something more casual and less expensive than a standard BSO performance? Check out the BSO’s Saturday morning rehearsals, which begin at 10:30 AM and last about 2-3 hours. ( 297 West Street )

Explore The Mount

One of the more intriguing things to do in Lenox MA, is to visit  The Mount , the former estate of author Edith Wharton.

Built at the turn of the 20th century, this mansion and surrounding gardens exemplify the architectural and cultural style of the Gilded Age – including the building’s grandiose design, opulent interiors, and meticulously landscaped gardens.

Wharton, a prominent figure of her time, used The Mount as a gathering place for the literary and social elite, contributing to the vibrant cultural scene of the era. Tours of the estate provide insights into Wharton’s life and work, showcasing the Gilded Age architecture and decor that inspired her writing.

Visitors can opt for either a self-guided tour or a guided tour. Guided tours frequently sell out, and advanced purchase is recommended. Private library tours and ghost tours are also available. ( 2 Plunkett Street )

View the SculptureNow exhibit

If you are in Lenox from the beginning of June to mid-October, a fun and free way to experience art is to explore the  SculptureNow  exhibit.

For the past ten years, this exhibit has taken place on the grounds of Edith Wharton’s home, The Mount (see above). It showcases the sculptures of 20-30 regional, national, and international artists.

The event is free to the public and available from dawn to dusk. An audio guide and sculpture map are available at The Mount’s ticket booth. ( 2 Plunkett Street )

Stroll through Lenox Village

A visit to Lenox isn’t complete without a stop in its small but charming downtown. You’ll find streets lined with historic buildings, art galleries, boutiques, unique shops, and restaurants here.

Some of the more interesting retail establishments in Lenox Village include  Design Menagerie , featuring a variety of unique gifts, home decor, and women’s clothing. ( 26 Housatonic Street )

Across the street, you’ll find  The Bookstore & Get Lit Wine Bar , a combination of new and used books paired with wine tasting. ( 11 Housatonic Street )

If you’re in town for breakfast or lunch, grab a bite to eat at  Haven , featuring freshly baked pastries, fantastic salads, and sandwiches. ( 8 Franklin Street )  Shots Cafe  is also a cozy spot to pick up a pastry, coffee, quick breakfast, or lunch. ( 27 Housatonic Street )

And  Brava  is a great casual option for dinner. Here, you’ll find tapas, salads, bruschetta, and various pizzas. ( 65 Church Street )

See related:

Top 35 Best Things to Do in the Berkshires

The 10 Best Museums to Visit in the Berkshires

The 7 Best Towns to Visit in the Berkshires

Visit pleasant valley wildlife sanctuary.

One of the best outdoorsy things to do in Lenox MA, is to explore the trails and wildlife at  Pleasant Valley Wildlife Sanctuary .

Managed by the Massachusetts Audubon Society, this sanctuary allows visitors to go birdwatching and hiking. There are more than 1,000 acres in total, with trails meandering through wetlands, meadows and along the slopes of Lenox Mountain.

Admission to the sanctuary is $5 for adults and $3 for seniors and children. ( 472 West Mountain Road )

Explore the Ventfort Hall Mansion and Gilded Age Museum

Located in the center of Lenox,  Ventfort Hall , the former residence of Sarah Morgan, the sister of J. P. Morgan, is a grand mansion with intricate architecture and lavish interiors.

It was one of the approximately 75 “cottages” built in Lenox during the late 19th century when the village became a popular Gilded Age destination.

Although Ventfort is still a work in progress and not as well preserved as The Mount, it’s still worth a visit. Inside the mansion, visitors can take a self-guided audio tour to learn about the building’s history and the stories behind each room. And after the tour, you can also explore the home’s picturesque gardens.

Ventfort Hall is open daily from 10 AM – 4 PM. Tours are $18 with special pricing for healthcare workers, seniors, children, and members. ( 104 Walker Street )

Pass the time outdoors in Kennedy Park

Another fun outdoor activity in Lenox MA, is spending time in  Kennedy Park . This 200-acre park features numerous hiking trails, scenic vistas of the Berkshires, and picnic spots.

You’ll find nearly 15 miles of trails here, many of which were old carriage roads.

The trailhead can be accessed via Main Street, next to Church on the Hill, in Lenox town center. Alternatively, access is available via Route 7 from the Arcadian Shop parking lot.

Maps can be purchased at the Arcadian Shop, but you can also get a sense of the  trails here .

Go on a train ride at the Berkshire Scenic Railway Museum

Train enthusiasts will want to make time in their itinerary for the  Berkshire Scenic Railway Museum ‘s Lenox Station Museum.

Here, you’ll learn about the history of trains and how they work and explore a 1903 train depot listed on the National Register of Historic Places. There’s also the opportunity to take a short train ride from the depot to the train yard on an antique train.

The museum is open Memorial Day weekend through Labor Day weekend, only on Saturdays from 10 AM to 2 PM. ( 10 Willow Creek Road )

Attend a performance at Shakespeare & Company

Another artistic thing to do in Lenox MA, is to attend a performance at the renowned  Shakespeare & Company , dedicated to presenting Shakespearean plays and contemporary works.

Established in 1978, Shakespeare & Company offers multiple performance spaces inside and out. Outdoor performances are especially popular during the summer months – performed on the lawn and in the Roman Garden Theatre.

Tickets can be purchased online. ( 70 Kemble Street )

Pick up some local produce at the Lenox Farmers Market

If you’re in town on a Friday during the summer and early fall, be sure to visit the  Lenox Farmers Market .

Browse and purchase fresh produce, artisanal goods, baked goods, and more from local vendors. You’ll also encounter musical entertainment organized by  Berkshire Busk .

The market runs from the end of May through the middle of September. ( 80 Church Street )

Explore the Frelinghuysen Morris House & Studio

Another cultural thing to do in Lenox MA, is to explore  Frelinghuysen Morris House & Studio , the former home of abstract artists George L.K. Morris and Suzy Frelinghuysen.

Built in the 1940s, this white stucco home was inspired by Parisian artist and Morris’ mentor, Amedee Ozenfant’s private studio and apartment. It also takes inspiration from modern architecture and the indigenous buildings of Arizona and New Mexico.

Visitors to the house and the 46-acre estate can walk throughout the building with all its original furnishings. You’ll also have the chance to view the works of Morris and Frelinghuysen and experience their exquisite collection of American and European Cubist Art, including pieces by Picasso, Braque, Leger, and Gris.

The house is open from the end of June until Columbus Day. Visit the website for available days and hours as they change over the season. ( 92 Hawthorne Street )

Relax at the Wyndhurst Manor & Club

One of the more luxurious places to stay in Lenox is the  Wyndhurst Manor & Club . Here, you can book a room in an 11-room Gilded-Age mansion or a newly renovated Beechers cottage.

This luxury resort also offers a variety of recreational activities, including an 18-hole golf course, indoor and outdoor pools, tennis courts, spa treatments, a fitness center, cross-country skiing in the winter, and dining options.

Visitors can also purchase day passes to experience what the resort offers. ( 55 Lee Road )

Take in a show put on by WAM Theatre

Another cultural thing to do in Lenox MA, is to catch a show by the  WAM Theatre  group.

WAM stands for “Where Arts and Activism Meet”. The driving mission of the organization is to create opportunities for women and girls which is accomplished by donating some performance proceeds to local and global organizations focused on gender equality.

Theater productions put on by WAM tend to focus on social justice issues, often related to the organization’s mission.

While WAM Theatre is based in Lenox, its shows are performed throughout the Berkshire region. Check the website to see which production is currently being performed and where.

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Visit the Lenox Historical Society

If you’re a history buff, you’ll want to stop at the  Lenox Historical Society  in the 1815 Academy Building.

Explore the exhibits and learn about the history and heritage of Lenox and its residents. Exhibits change throughout the year.

The Lenox Historical Society is open Thursday, Friday, & Saturday from 11 AM to 3 PM or by appointment. ( 65 Main Street )

Wander through local art galleries

Unsurprisingly, the arts community in Lenox also extends to numerous art galleries.

Most galleries are clustered around the downtown, also referred to as Lenox Village. So it’s easy to combine a visit to the village with exploring local art.

Here are a few of the local galleries in Lenox Village:

• Hoadley Gallery Contemporary Crafts  ( 21 Church Street )
•   The Wit Gallery  – contemporary fine art and sculpture ( 27 Church Street )
•   Glendale Brook Studio  – contemporary art ( 27 Church Street )
•   Hado-Mark Gallery  – art and sculpture ( 62 Church Street )
•   Sohn Fine Art  – contemporary photography and unconventional mediums ( 69 Church Street )
•   An American Craftsman Gallery  ( 22 Walker Street )
•   Concepts of Art/ Lenox Judaica  ( 65 Church Street )
•   Scott Barrow Gallery at 17  – fine art photography ( 17 Housatonic Street )

Visit other towns nearby:

Top 15 Best Things to Do in Great Barrington Massachusetts

Top 15 Best Things to Do in Stockbridge Massachusetts

Top 12 Best Things to Do in Pittsfield Massachusetts

Top 15 Best Things to Do in Williamstown Massachusetts

( As a GetYourGuide affiliate, I earn from qualifying purchases at no extra cost to you. )

About Kerry Flatley

Kerry Flatley has lived in New England for the past 26 years. She has roots in Maine & Massachusetts, family in New Hampshire, and grew up close to the Connecticut border. She loves all that this region has to offer – the ocean, mountains, islands, history, villages, and cities. When she’s not writing about New England, she’s relaxing at home in the Boston suburbs with her two teenage daughters and husband.

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10 Things To Do In Lenox: Complete Guide To Massachusetts' Historic Small Town

Explore the top things to do in Lenox, Massachusetts plus discover handy tips for visitors.

Nestled in the heart of the Berkshires, Lenox, Massachusetts, is a quaint town that is anything but ordinary. This New England gem, home to just under 2,000 residents, is a treasure trove of history, culture, and natural beauty, making it one of Massachusetts' small towns worth visiting .

Undeniably, Lenox is a place of charm and character that offers some exciting things to do in Massachusetts and deserves more than just a fleeting visit. Plan a worthwhile visit and discover all the things to do in Lenox.

Things To Do In Lenox

Visitors can not only delve into the rich history of this small town, but they can also explore outdoor attractions within a short drive from Lenox, making up some of the top things to do in the Berkshires .

Here's a closer look at the top activities and attractions in Lenox.

1 Take A Tour Of The Mount - Edith Wharton's Home

Visitors can immerse themselves in the world of celebrated author Edith Wharton by touring her home, The Mount . Built in 1902, this mansion showcases Wharton's love for architecture and landscape design.

Visitors can explore the beautifully preserved rooms, where Wharton penned many of her works, and stroll through the meticulously maintained gardens, which feature European and American influences.

The house also hosts a bookstore where visitors can purchase Wharton's works and related literature.

• Address : 2 Plunkett St, Lenox, MA 01240, United States
• Hours : 10 am - 5 pm (daily)
• Cost : Adults: $20; Seniors (65+): $18; Children & Teens (18 and under): Free

2 Attend A Concert At Tanglewood Music Center

Tanglewood Music Center , located in the heart of Lenox, is an iconic venue for music lovers. Hosting concerts by renowned musicians and orchestras, the center is particularly famous for its summer music festival.

Attendees can enjoy performances ranging from classical symphonies to contemporary music concerts. The center also offers educational programs for aspiring musicians.

Its open-air setting amidst lush greenery provides a unique concert experience.

• Address : 297 West St, Lenox, MA 01240, United States

The hours and ticket prices vary according to the concert, so visitors should check the center’s website to plan their visit.

3 Explore The Historic Frelinghuysen Morris House & Studio

The Frelinghuysen Morris House & Studio , once home to American Abstract artists George L.K. Morris and Suzy Frelinghuysen, is a testament to the couple's artistic legacy.

Visitors can explore the house, which is decorated with the couple's avant-garde art pieces, and visit the studio where they created their masterpieces.

The house also features an art collection that includes works by Picasso, Georges Braque, and Juan Gris.

• Address : 92 Hawthorne St, Lenox, MA 01240, United States
• Hours : Thu - Sun: 10 am - 4 pm (closed from Mon - Wed)
• Cost : Adults: $20; Seniors: $18; Children (under 18): Free

Related: 14 Quirky Roadside Attractions In Massachusetts Worth A Road Trip

4 Hike Through The Beautiful Pleasant Valley Wildlife Sanctuary

The Pleasant Valley Wildlife Sanctuary offers a unique opportunity to experience the natural beauty of Lenox.

The sanctuary's seven miles of trails wind through hardwood forests, meadows, and wetlands, and along the slopes of Lenox Mountain, offering breathtaking views of Berkshire County.

Wildlife enthusiasts may spot beavers, otters, and a variety of bird species. Guided tours are also available for those interested in learning more about the local flora and fauna.

• Address : 472 W Mountain Rd, Lenox, MA 01240, United States
• Hours : Trails: Dawn to dusk (daily); Nature Center: 9 am - 4 pm (daily)
• Cost : Adults: $5; Seniors (65+): $3; Children (2 to 12): $3

5 Enjoy A Train Ride On The Berkshire Scenic Railway

Experience the charm of yesteryears with a scenic train ride on the Berkshire Scenic Railway , which offers panoramic views of the picturesque Berkshire Hills and Housatonic River.

The railway also houses a museum, the Lenox Station Museum, which features historical exhibits about the region's railroading history. This museum, housed in a restored 1903 depot, is part of the National Register of Historic Places, making it worth a visit.

• Address : 10 Willow Creek Rd, Lenox, MA 01240, United States
• Hours : Tours conducted at 11 am, 1:30 pm, and 3:30 pm (hours may vary by season)
• Cost : General (13+): $25; Children (3 to 12): $19; Infants (under 3): $3 (Prices may vary by season)

The Lenox Station Museum is only open on Saturdays, from 10 am to 2 pm.

6 Shop At The Lenox Farmer's Market

The Lenox Farmer's Market is a vibrant community hub, offering a variety of locally sourced produce and artisanal goods.

Visitors can browse stalls selling everything from organic vegetables and fruits to homemade baked goods, cheeses, and handcrafted items. The market, which operates seasonally, is a testament to Lenox's commitment to sustainability and local enterprise.

It's a great place to pick up a unique souvenir or sample some local flavors.

• Address : 80 Church St, Lenox, MA 01240, United States
• Hours : Fridays: 11 am - 3 pm (May to Sep)
• Cost : Free entry, prices vary by vendor

7 Take A Tour Of The Ventfort Hall Mansion And Gilded Age Museum

Ventfort Hall Mansion and Gilded Age Museum offers a fascinating look into the opulence of the late 19th century.

This Jacobean-style mansion, built in 1893 for Sarah Morgan, sister of financier J.P. Morgan, is now one of the Berkshires' museums dedicated to the Gilded Age .

Visitors can explore the mansion's grand rooms, filled with period furnishings, or learn about the era's social history through various exhibits.

• Address : 104 Walker St, Lenox, MA 01240, United States
• Hours : 10 am - 4 pm (daily)
• Cost : Adults: $18; Children (5 to 17): $7; Children (4 and under): Free

8 Stroll Through The Berkshire Botanical Garden

The Berkshire Botanical Garden is a 15-acre horticultural haven, showcasing diverse plant collections and beautiful landscapes.

Visitors can wander through a variety of themed gardens, including a rose garden, a rock garden, and a herb garden, each meticulously maintained and offering a serene environment.

The garden also hosts educational programs and workshops throughout the year.

• Address : 5 W Stockbridge Rd, Stockbridge, MA 01262, United States
• Hours : 9 am - 5 pm (daily)
• Cost : General: $18; Seniors (65+): $16; Children (12 and under): Free

The Berkshire Botanical Garden is only open from the end of April to the end of October.

9 Explore The October Mountain State Forest

October Mountain State Forest , the largest state forest in Massachusetts, offers a wealth of recreational opportunities. Visitors can enjoy hiking, mountain biking, or camping amidst the forest's dense hardwoods and tranquil streams.

The forest is home to a diverse range of wildlife, and its highest peak, October Mountain, offers stunning views of the surrounding Berkshires.

• Address : 317 Woodland Rd, Lee, MA 01238, United States
• Hours : Sunrise to Sunset (daily)
• Cost : Free entry; Parking: $30 per day (non-MA residents); $8 per day (MA residents)

10 Take A Tour Of Chesterwood In Stockbridge

Chesterwood , a National Trust Historic Site, is the former summer home and studio of renowned American sculptor Daniel Chester French. Located in Stockbridge, it's a must-visit for art enthusiasts.

Daniel Chester, best known for his design of the Abraham Lincoln statue in the Lincoln Memorial, Washington D.C., used Chesterwood as his workspace.

The estate is open for public tours, where visitors can explore Daniel’s studio, marvel at his original sketches and plaster casts, and walk through the beautiful European-style gardens that Daniel himself designed.

Additionally, the property hosts an annual contemporary sculpture show, showcasing works from various artists in its expansive outdoor space.

• Address : 4 Williamsville Rd, Stockbridge, MA 01262, United States
• Hours : 10 am - 5 pm (daily, from end of May to mid-October)
• Cost : General: $20; Seniors (65+): $18; Children (under 13): Free

11 Best Time To Visit Lenox, Massachusetts

Lenox experiences a humid continental climate that's characterized by cold, snowy winters and warm, humid summers. The most favorable time to visit is from June to October when the weather is pleasantly warm and the town is in full swing.

Here's what to expect in Lenox during the different seasons.

June to August

During these summer months, Lenox experiences a peak in tourism, with temperatures averaging highs of 79 degrees Fahrenheit (26 degrees Celsius) and lows of 59 degrees Fahrenheit (15 degrees Celsius).

The warm weather is perfect for exploring the town's outdoor attractions like Pleasant Valley Wildlife Sanctuary, where visitors can spot a variety of wildlife and enjoy views of the Berkshire Hills.

The Tanglewood Music Festival, a major cultural event, also takes place during this period. As it's the peak season, accommodation and flight prices tend to be higher, and it's advisable to book early for the best deals.

September to October

Autumn in Lenox is marked by a beautiful transformation of the town's landscape, with foliage turning vibrant shades of red, orange, and yellow.

Temperatures range between highs of 68 degrees Fahrenheit (20 degrees Celsius) and lows of 45 degrees Fahrenheit (7 degrees Celsius).

The crowds begin to dissipate, and prices become more reasonable. The annual Lenox Apple Squeeze, a popular harvest festival, is a highlight during this season.

Visitors should be prepared for occasional rain showers during this season.

November to May

The winter and spring months in Lenox see fewer tourists due to the cold weather, with temperatures dipping to lows of 16 degrees Fahrenheit (-9 degrees Celsius) in winter, and highs of 60 degrees Fahrenheit (16 degrees Celsius) in spring.

Snowfall is common, and this is the best time for winter sports enthusiasts to visit, with the nearby Jiminy Peak Mountain Resort offering excellent skiing opportunities.

Crowds are significantly lower during this period, and accommodation prices are quite affordable. However, some attractions may be closed due to the weather.

Still, the Berkshires is still one of New England's best spring destinations for nature lovers .

Related: Embrace The Chill: 11 Of New England's Best Winter Destinations To Warm Your Heart

12 Getting Around Lenox Massachusetts

Arriving in Lenox, Massachusetts, guests may touch down at the Albany International Airport , a mere 60 miles from Lenox. This airport welcomes daily flights from major cities such as Chicago, Philadelphia, Atlanta, and Washington D.C.

International travelers may also arrive at the Bradley International Airport in Connecticut, approximately a 75-minute drive from Lenox.

Once in the town, the following options are available for getting around:

Lenox is a small town with a spread-out layout, so having a car can be handy. There are numerous car rental services available at both the Albany and Bradley airports.

Visitors should note that it might be a bit difficult to find parking in Lenox during the peak tourist season.

The Berkshire Regional Transit Authority (BRTA) operates a bus system known as the B-bus. The B-bus has several routes in Lenox, connecting the town with other spots in Berkshire County.

• The service operates from around 6 am to 7:20 pm on weekdays, and from 7:30 am to 7:00 pm on Saturdays. Fares start at $1.75 per ride.

Lenox is a bike-friendly town, with several dedicated bike paths including the scenic 11.2-mile Ashuwillticook Rail Trail.

Visitors can rent bikes from Berkshire Outfitters , located in Adams, Massachusetts, about 20 miles from Lenox.

• Prices for bike rentals vary, but they generally start at $43 for a full-day rental.

Lenox's compact downtown area is easily walkable, with a plethora of shops, restaurants, and historic buildings within a short distance of each other.

The town also boasts several well-maintained hiking trails, such as the 4-mile loop at Kennedy Park, which offers a peaceful stroll through mixed hardwood forest and open meadows.

13 Where To Eat In Lenox

Lenox has plenty of local eateries to enjoy no matter the time of day.

Breakfast/Lunch

Haven Cafe and Bakery

• Address : 8 Franklin St, Lenox, MA 01240
• Hours : Thu - Mon: 8 am - 2 pm (closed on Tue & Wed)
• Dishes : Breakfast Sandwich on Challah, Breakfast Burrito, Huevos Rancheros, Toan In The Hole, Santa Fe Omelet, Wheat Free French Toast, Grilled Chicken Quesadilla, Chicken Burrito

On A Roll Cafe

• Address : 55 Pittsfield Rd, Lenox, MA 01240
• Hours : Wed - Mon: 8 am - 2 pm (closed on Tue)
• Dishes : House-made buttermilk pancakes, strawberry granola pancakes, French toast, buttermilk fried chicken, falafel, salmon BLT

Lunch/Dinner

Zinc Bistro & Bar

• Address : 56 Church St, Lenox, MA 01240
• Hours : 11:30 am - 3 pm, 5 pm - 9 pm (daily)
• Dishes : French Onion Soup Gratinee, Zinc Burger, Fried Oyster Caesar Salad, Chicken Paillard, Jambalaya, Trumpet Pasta, Steak Frites

The Olde Heritage Tavern

• Address : 12 Housatonic St # 201, Lenox, MA 01240
• Hours : Tue - Thu: 11:30 am - 9 pm; Fri: 11:30 am - 10 pm; Sat & Sun: 8 am - 10 pm (closed on Mon)
• Dishes : Turkey burger, veggie burger, Matty’s Buffy Chicken Quesadilla, crispy wings, chicken tenders, Becky’s Chicken Sandwich

Related: Retro Foodies: These Diners Are The Oldest & Best In New England

Dinner/Drinks

Alta Restaurant & Wine Bar

• Address : 34 Church St, Lenox, MA 01240
• Hours : Sun, Mon, Wed & Thu: 5 pm - 9 pm; Fri & Sat: 5 pm - 10 pm (closed on Tue)
• Dishes : Chipotle chicken wrap, Croque Monsieur, Alta Burger, Alta’s Quesadilla Chicken, roasted clams, seared duck breast, roasted chicken Statler
• Drinks : Cocktails: Pamplemousse, Berkshire Plance, Empress Me; Wine: sparkling, sweet wine, reds, whites
• Address : 65 Church St, Lenox, MA 01240
• Hours : Tue - Thu: 5 pm - 9 pm; Fri & Sat: 5 pm - 12 am (closed on Sun & Mon)
• Dishes : Handmade pizzas, grilled sirloin steak, meatballs in San Marzano tomato sauce, white bean hummus, mushroom goat cheese
• Drinks : Draft beer: Synth City, Amorphia, Dead Wax, Athenaeum; Wine: sparkling wine, Pinot Noir, Syrah, Sangiovese, Chardonnay

14 Where To Stay In Lenox

A handful of hotels offer accommodation in Lenox, from hotels to vacation rentals.

Howard Johnson by Wyndham Lenox

• Address : 462 Pittsfield Road, Lenox, MA 01240
• Price : From $399
• Features : Garden, pool, sauna, free parking, vending machines, cable TV, 24-hour front desk, ski area nearby

The Whitlock

• Address : 16 Church Street, Lenox, MA 01240
• Price : From $203
• Features : Free parking, fireplace, bar, restaurant, garden, 3-star rooms, luggage storage, close to Ventfort Hall Mansion and Gilded Age Museum
• Address : 7 Hubbard Street, Lenox, MA 01240
• Price : From $169
• Features : Vending machines, shared kitchen, garden, BBQ grill, board games, massage service, close to Lenox Library

Related: 10 Top-Rated New England Hotels Where You Can Experience Spring Break Like Never Before

Vacation Rentals

Three-Bedroom Home In Lenox

• Address : Lenox, Massachusetts, United States
• Price : From $275
• Features : 3 bedrooms, 2 baths, full kitchen, in-unit washer & dryer, free parking, BBQ grill

Modern Room In a Bed & Breakfast

• Price : From $231
• Features : 250-year-old building, queen bed, full kitchen access, common living space, free parking

Standard King Room in Boutique Lenox Hotel

• Price : From $145
• Features : King bed, private bathroom, pet-friendly, bathroom essentials provided, workspace, free parking

15 Spending The Perfect Day In Lenox

The perfect day in Lenox, Massachusetts, starts with breakfast at Haven Cafe & Bakery. Then, it's off to The Mount, Edith Wharton’s home, to explore the mansion and its beautiful gardens. The morning continues with a visit to the Ventfort Hall Mansion and Gilded Age Museum, showcasing Lenox's rich history.

Lunch at The Olde Heritage Tavern is a must before an afternoon at Pleasant Valley Wildlife Sanctuary, where tourists can enjoy birdwatching and hiking trails with views of the Berkshire Hills.

Evening calls for a performance at Tanglewood Music Center, followed by dinner at Alta Restaurant & Wine Bar. The day concludes with drinks at Brava, a local wine and tapas bar.

21 Fun Things to Do in Lenox (MA)

There are lots of fun things to do in Lenox, MA. Lenox is known for its summer resort and is the site of the Boston Symphony Orchestra’s summer home, responsible for the Tanglewood Music Festival.

Other services, such as tourism and long-term care, are also crucial to the local economy.

Lenox is one of the best places to live in Berkshire County, Massachusetts. It offers various services and restaurants, and residents enjoy the suburban feel of the area. Downtown is also a great place to explore and shop.

The article explores all the best and exciting things to do in Lenox, Massachusetts.

Where Is Lenox, MA?

Located in Western Massachusetts, the town of Lenox is part of the Metropolitan Statistical Area of the city of Pittsfield.

It’s also known for its summer home of the Boston Symphony and Shakespeare & Company. 

At the 2020 census, the population of the town was 5,095. During the summer season, the area is a popular tourist destination.

According to the US Census Bureau, the town of Lenox has a total area of approximately 21.7 square miles. Of this, 21.2 square miles is land, while the remaining 0.46 square miles is water.

See Also: Things to Do in Burlington (MA)

Fun Things to Do in Lenox, MA

This area is known for its parks and mountains and is an excellent place to spend time with family and friends.

It also has plenty of museums and libraries that are great for learning more about the town’s history.

Now, let’s look at the fun things to do in Lenox, MA:

1. Edith Wharton’s Home

If you plan on visiting Lenox, MA, during your vacation, then the Mount, Edith Wharton’s home, is an excellent place to stay.

This property has a history that dates back to 1902. American author Edith Wharton built her home on a 113-acre plot of land.

The property features various sculptures and extensive grounds. Visitors can tour the grounds during summer and view the house’s various features. 

In addition, people can enjoy the annual light and sound show during the winter season.

The Mount has been listed on the National Historic Register due to its historical significance. 

It’s a cultural center that’s dedicated to supporting the humanitarian and artistic achievements of Edith Wharton.

Address: The Edith Wharton’s Home is located at 2 Plunkett St, Lenox, MA 01240, USA.

2. Lenox Mountain

If you’re a history enthusiast, then the Mount is a must-visit site. It has a lot of historical significance and is an essential part of the history of the Mohican Nation. 

There are a lot of things to learn about this area when it comes to history.

The Mount is over 2,000 feet tall and is an ideal place for people interested in walking, running, and hiking.

It has plenty of trails that are ideal for all kinds of activities. In addition, the views from the top of the mountain are beautiful.

Address: The Lenox Mountain is located at Mountain Rd. Lenox, MA 01240, United States.

3. Theater at Shakespeare & Company Show

If you’re a fan of the arts and entertainment, then the Shakespeare & Company Show is a must-visit event. 

This event, one of the country’s biggest festivals of its kind, attracts over 60,000 people each year.

This organization has a long history and is dedicated to providing a variety of entertainment for tourists and locals.

It’s been in existence since 1978, and it’s been run by Tina Packer. The company is known for its various shows, such as the Shakespeare & Company Show.

The company also features various other activities for people interested in learning more about acting. 

For example, it’s a great place to watch multiple plays, such as “Hamlet.” You can also participate in its various workshops and classes.

Address: The Theater at Shakespeare & Company Show is located at 70 Kemble St, Lenox, MA 01240, USA.

4. Music Shows in Tanglewood

Tanglewood is regarded as the best music center in Lenox, MA, due to its association with the Boston Symphony Orchestra.

It also hosts the annual music festival known as the Tanglewood Music Festival. Over the years, various concerts have been held in this area.

These have been attended by some of the most prominent musicians and conductors in the world.

Some prominent artists who have performed in this area include James Taylor, Josh Groban, and the All-Star Band.

Other popular bands, such as the Chicago and the Goo Goo Dolls, have also performed at this location.

Address: The Music Shows in Tanglewood is located at 297 West St, Lenox, MA 01240, USA.

5. Kennedy Park

One of the most popular areas in Lenox, MA, is Kennedy Park, full of fun activities that keep you entertained. This is a great place to spend time with your family and friends.

There are over 15 miles of trails perfect for biking and hiking. This park is also excellent for families and friends to enjoy a picnic.

There are also various play areas for children. During the autumn season, this area is an excellent place to visit.

The view from this area is beautiful as the leaves fall. This is one of the most fun things to do in Lenox, MA, with the family.

Address: The Kennedy Park is located at 275 Main St, Lenox, MA 01240, USA.

6. Berkshire Scenic Railway Museum

If you’re passionate about history, visiting the Berkshire Railway Museum is a must. 

This museum is located in Berkshire County and features various railroad-related artifacts.

Established in 1984, the Berkshire Railway Museum is dedicated to preserving the history of railroads.

During the time of its existence, the railroad was instrumental in the development of various areas in the country.

Address: The Berkshire Scenic Railway Museum is located at 10 Willow Creek Rd, Lenox, MA 01240, USA.

7. Kripalu Center for Yoga and Health

One of the best things to do in Lenox, MA, is to visit the Kripalu Center for Health and Yoga. This facility is a must-visit for people looking to improve their health.

The facility features various programs and services designed to help people improve their health. 

Some of these include the School of Yoga, the Mindful Outdoor Leadership School, and the School of Ayurveda.

Address: The Kripalu Center for Yoga and Health is located at 57 Interlaken Rd, Stockbridge, MA 01262, USA.

8. Lenox Library

The Lenox Library is a delightful place where you can explore its various resources, such as audiovisual content, articles, and history. It also hosts multiple clubs and lectures.

The library is a great place to visit if you’re a reader who enjoys reading. It’s also a great place to meet other people who are passionate about reading.

Address: The Lenox Library is located at 18 Main St, Lenox, MA 01240, USA.

9. Ventfort Hall Mansion and Gilded Age Museum

One of the most popular attractions in the area is the Gilded Age Museum and the Ventfort Hall mansion.

The estate and museum were constructed during the late 19th century when the country’s economy increased. This is a must-visit for anyone planning to have a beautiful vacation there.

Most of the wealthy individuals in the area moved to Berkshire County and made it their home. 

The Ventfort mansion was one of the most popular locations used for large parties in the area.

Address: The Ventfort Hall Mansion and Gilded Age Museum is located at 104 Walker St, Lenox, MA 01240, USA.

10. WAM Theater

One of the best things to do in Lenox, MA, is to visit the WAM theater, which is dedicated to celebrating women’s history. Their main objective is to advocate for equal rights and opportunities in society.

If you’re a historian interested in learning more about the history of the various communities in the area, then this is the place for you. 

The artist you’ll meet here will give you a deeper understanding of the people who live in the area.

Address: The WAM Theater is located at 45 Walker St, Lenox, MA 01240,USA.

11. Pleasant Valley Sanctuary

Pleasant Valley Sanctuary has over a thousand acres of land perfect for exploring. 

In addition, numerous trails go through various areas, such as wetlands, forest areas, and mountain slopes.

The sanctuary features various programs and events to provide multiple activities for people, such as kayaking, bird watching, and canoeing or paddling.

Address: The Pleasant Valley Sanctuary is located at 472 W Mountain Rd, Lenox, MA 01240, USA.

12. Glendale Brook Studio

The Glendale Brook Studio is a must-visit if you’re a fan of art paintings. This facility features various works of art. This is one of the best things to do in Lenox, MA, if you love art.

This gallery features original art pieces different from what you might find in your usual art shops. It’s also a transition from museum posters to original art.

Address: The Glendale Brook Studio is located at 27 Church St, Lenox, MA 01240, USA.

13. American Abstract Artists in Frelinghuysen Morris House & Studio

The home and studio of American abstract artists Frelinghuysen and George Morris once belonged to these individuals. This is a place where art lovers can come and be inspired.

The house, a two-story glass block art studio, features various art pieces and furniture that Deskey and Franklin made.

Address: The American Abstract Artists in Frelinghuysen Morris House & Studio is located at 92 Hawthorne St, Lenox, MA 01240, USA.

14. American Craftsman Galleries

This gallery features the work of various emerging and professional artists. It also displays the works of professionals involved in multiple mediums, such as glass, metal, leather, and clay.

The gallery also features various art pieces different from what you might find in your usual art shops. Some of these include jewelry, glass art, and decorative art objects.

Address: The American Craftsman Galleries is located at 22 Walker St, Lenox, MA, 01240, USA.

15. Tom Fiorini Sculpture Yard

One of the best things to do in Lenox, MA, is to visit the Tom Fiorini Sculpture Yard. This is an excellent place to take a walk through and explore.

The yard is owned by Tom Fiorini, a sculptor who creates unique sculptures that people can easily identify with. 

His ability to transform mundane objects into beautiful art pieces is something that will leave you stunned. 

His work can be found here in various forms, such as wood sculptures and yard signs.

Address: The Tom Fiorini Sculpture Yard is located at Church St, Lenox, MA 01240, United States.

16. Parson’s Marsh Reserve

The area known as the Parson’s Marsh is a beautiful landscape with different types of trees and grasses.

It’s located in the town of Lenox and has a parking area near Under Mountain Road. 

Through a collaboration between the local government and private landowners, the area was able to protect various natural resources.

Address: The Parson’s Marsh Reserve is located at 170 Under Mountain Rd, Lenox, MA 01240, USA.

17. Lenox Yoga Studio

This yoga studio, located in Lenox, MA, was established by Sue Parsley, a premier instructor. She has worked in various large spas and private facilities throughout the world.

Address: The Lenox Yoga Studio is located at 52 Housatonic St, Lenox, MA 01240,USA.

18. Berkshire Horseback Adventures

The area is known for its horse riding facilities, which are popular among people passionate about horses. This is an excellent place for families to spend quality time together.

Address: The Berkshire Horseback Adventures is located at 293 Main St, Lenox, MA, 01240-2387, USA.

19. The Bookstore and Get Lit Wine Bar

This is where people can leave a note for their house’s plumbing or buy a gift for a friend. 

The staff members will then leave the message at the counter until the recipient comes to get it.

This store features a wide variety of books, including modern-day fiction and poetry, science fiction, and Judaica. It also has children’s books and New York cartoons.

Address: The Bookstore and Get Lit Wine Bar is located at 11 Housatonic St, Lenox, MA 01240,USA.

20. Sohn Fine Art

The Sohn Fine Art gallery was established in 2012 by photographer Sohn. It’s focused on showcasing the work of international and local artists. 

The gallery also intends to promote the work of photographers from the US and abroad.

Address: The Sohn Fine Art is located at 69 Church St, Lenox, MA 01240, USA.

21. Undermountain Farm

The Under Mountain Farm is a beautiful landscape situated west of downtown. 

It’s a well-preserved farm that’s known for its horse riding facilities. This is an ideal place for people who are passionate about horses.

Address: The Undermountain Farm is located at 400 Under Mountain Rd, Lenox, MA 01240, USA.

Best Time to Visit Lenox, MA

According to the locals, the best time of the year to visit the town of Lenox is during the fall. 

During this period, the trees start to bloom, and the foliage peak usually occurs in late September to early November.

Unlike other areas in New England, this town does not close during the winter season.

Cost of Visiting Lenox, MA

The average cost of a 7-day trip to the town of Lenox is about $1,842 for a solo traveler. It’s also $4,308 for a couple and $6,202 for a family of four.

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Fall Is The Perfect Time To Visit This Historic Mountain Town In Massachusetts

Melissa Mahoney

I'm an east coast girl living in a west coast world. I grew up in New England before moving to SoCal for several years. I then lived in NYC or a year before moving to AZ in 2009. I worked in the entertainment industry for many years of my adult life and have a deep love for photography, writing, and traveling around the U.S. as well as to far-flung locations around the world. Travel is my life and writing about it is a dream!

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If you’re looking for a getaway destination in Massachusetts this fall, we’re here to tell you that Lenox is the perfect place. Filled with a history that’s deeply rooted in the Gilded Age and incredible Berkshires scenery, there’s plenty to see and explore in this lovely mountain town.

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Have you visited Lenox, Massachusetts in the fall? If so, we want to hear from you in the comments! For more information, visit the Lenox Chamber of Commerce website .

To find out more about the Berkshires, you can read our previous article . 

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

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Lenox Apartments, Boston’s first housing development for Black residents, receives long-awaited renovations

When the Lenox public housing development opened in 1939 in Lower Roxbury, it was a crucial investment in the well-being of Boston’s Black residents. Over the years, though, the city struggled to keep up with much-needed renovations while preserving its affordability.

But on Thursday morning, city officials and tenants lauded the completion of a long-overdue makeover for the 285 units at what is considered Boston’s first public housing development for Black tenants.

“Today is another huge step in connecting that history of homemaking through to the present, and into our future,” said Mayor Michelle Wu.

The renovations to the 85-year-old structure include in-unit washers and dryers, renovated kitchens, new water boilers, accessibility upgrades, building envelope improvements, community space redesigns, as well as Energy Star and green building certifications.

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The Boston Housing Authority had considered renovating Lenox Apartments for almost a decade. In 2019, then-Mayor Martin J. Walsh launched a massive redevelopment of both the Lenox Apartments and the Camden housing development nearby. Renovations of the 72 adjacent affordable units at Camden, totaling $23 million, were finished shortly before changes to the Lenox began in spring 2021.

The Lenox Apartments are steeped in history, said local historian and former state Representative Byron Rushing. Boston created them in 1939, as both federal and local governments were finding ways to house impoverished communities during the Great Depression.

Rushing said Lenox Apartments symbolize a complicated piece of Boston’s history, in which an all-Black housing development was created to maintain segregation, but also intended to provide a dignified living space for the city’s Black community.

“You cannot talk about Lenox without talking about Black people, you cannot talk about Lenox without talking about the struggles of Black people,” he said. “All of that needs to be remembered when you come into this building.”

In late March, the Lenox Apartments Historic District was added to the National Register of Historic Places, said Dara Kovel, chief executive officer of Beacon Communities, the real estate developer that began managing the complex in 2018.

In its 85 years, the Lenox has seen few facelifts, mainly because the federal government gives public housing authorities such little money per unit for maintenance, said Kenzie Bok, administrator for the Boston Housing Authority. To tap into extra funding, the authority moved from a “public housing model” to the federal Section 8 project-based voucher program, Bok said.

The sweeping investments were one piece of the Walsh administration’s “Housing A Changing City: Boston 2030″ plan , which focused on both the creation of at least 69,000 new units and preservation of the city’s existing affordable housing stock by the end of the decade.

“To add that on top of a pandemic, it was insanely complicated,” Bok said. “But that’s completely essential for the long-term sustainability of these communities and making sure they actually get the investment that they deserve.”

The Boston Housing Authority and Beacon Communities funded the renovations through more than 280 Section 8 tenant preservation vouchers, $32 million in low-income housing tax credits, $67 million in permanent financing from MassHousing, $92 million of construction financing from Bank of America, and $17 million in federal and state historic tax credit equity.

“In Boston, we believe that affordable housing isn’t just about being able to pay what you can pay for it,” Wu said. “It must also be comfortable, beautiful, high quality, and energy efficient.”

For former residents such as artists Rob “ProBlak” Gibbs and Damon Butler, the ceremony was a “full circle moment.”

Gibbs and Butler both grew up in the Lenox Apartments, and were commissioned by Beacon Communities to create a piece of art for the complex’s common area. Born in the late 1970s,, Gibbs spent his childhood in the development, and has created some of Boston’s most recognizable murals such as his “Breathe Life” series in Roxbury and along the Rose Kennedy Greenway.

“It’s funny how the universe works,” Gibbs said, referring to the request to beautify his childhood home. “But everything has a purpose, everything happens for a reason.”

The pair decided on a rendition of a drawing Butler made when he was a teenager and still living at the historical site.

Butler lived at the site in the ‘80s and ‘90s, and witnessed some of Boston’s most difficult moments as well as the unrelenting activism of his grandmother, Julia Butler. As a witness of some of Lenox’s complicated history, Butler said it was humbling to come back and contribute to a more positive future.

“Don’t forget where you came from, and never lose sight of where you’re going,” Butler said.

Tiana Woodard is a Report for America corps member covering Black neighborhoods. She can be reached at [email protected] . Follow her @tianarochon .