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A Runner's Guide to Boston for the Marathon and Beyond

By Todd Plummer

All products featured on Condé Nast Traveler are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.

Bostonians often joke that the city's many winding, one-way streets were adapted from colonial-era cow paths—routes literally created by livestock—that long predate the automobile. Whether that’s true or not , most locals agree that the more modern iteration of this city was built for runners . Boston’s green spaces, diversity of neighborhoods, harbor- and river-front trails, and quiet side streets all make this city especially well-suited for a leisurely, scenic jog.

And the sport isn’t merely ingrained in our topography; it’s rooted in Boston's history and culture, too. First ran in 1897, the Boston Marathon is the world’s oldest annual marathon , and brings together elite athletes and hobby joggers alike. For weeks prior to its running, the city swells with energy and excitement, and everyone seems to have their preferred spot along the Marathon route to watch the runners go by, from the suburbs to Kenmore Square to Back Bay's finish line. As Matt Taylor, founder of the Boston-based running brand Tracksmith says: “Running seems to be woven into the fabric of Boston life, providing opportunities for anyone who wants to get out there.”

Riverside paths, urban cityscapes, quiet neighborhoods, and easily-accessed woodland trails offer a panoply of routes. Whether you’re prepping for your own Boston Marathon experience or just looking to jog a few miles alongside locals while you’re in town—here’s how to experience Boston by running, and spots to stop along the way.

The stairs of Harvard University Stadium are open to the public and popular with local run clubs.

Boston running paths in the great outdoors

It’s hard to think of a more iconic route than the paths which line the Charles River, both paved and those more rugged. Technically, the area called the Charles River Esplanade is on the Boston side, and the Charles River Reservation on the Cambridge side—but their close proximity and the iconic bridges connecting them mean that any running loop around the Charles can be tailored to the distance you’re looking to clock. To integrate some cross-training into your workout, consider popping by the Cambridge side's Harvard Stadium to run its iconic steps—open to the public dawn to dusk, except on days when there’s a football game. ( Fresh Pond over in North Cambridge is another local favorite, with a peaceful 2.5-mile circular path.)

For a real locals-only deep cut closer to downtown and the Seaport, set your sights on South Boston (affectionately, Southie), where a waterfront run around the Pleasure Bay and over to grassy Castle Island—especially at dawn or dusk—is a surprisingly serene experience.

Further southward, many runners rely on the Emerald Necklace, a contiguous line of parks that span some 1,100 acres of urban green space designed by Frederick Law Olmsted in the 1800s. Technically seven miles end-to-end, it stretches from the Boston Common and Public Garden through the Commonwealth Avenue Mall, to the Fenway, Riverway, and Jamaica Pond, ultimately connecting with the Arnold Arboretum and Franklin Park. Cover as much or as little as you like—this one makes for a great choose-your-own-adventure tour of Boston’s more green and residential neighborhoods.

Tracksmith Trackhouse on Newbury Street is the Boston brand's original store

Refresh your kit

With so many run clubs, collegiate track teams, and running events happening year-round, Boston is a great place to consult some experts and pick up some new running shoes or gear to look the part. The two main retailers in town are Heartbreak Hill Running Company , with locations in South End, Cambridge, and Newton (as well as Chicago), and Marathon Sports , with locations in Back Bay, Cambridge, Brookline, and several other towns across New England.

Both retailers have free running groups to get out there with some locals, but each store features slightly different offerings. Heartbreak excels with its overall selection of merchandise, and a subscription-based online training portal filled with plans for 5Ks and marathons (and even the Boston Marathon more specifically). The Newton location is also home to an appointment-based Nike Sport Research Lab station where you can receive personalized analysis of your running, how to improve your form, and which footwear will meet your needs.

Marathon Sports has been a Boston institution since 1975, and offers a truly encyclopedic array of running shoes. Much like Olivander the wand dealer from Harry Potter, the knowledgeable staff here work with each individual customer to pinpoint precisely the right running shoes for your gait, goals, and needs. If you want to really look like you fit in with Boston’s runners, visit Tracksmith Trackhouse on Newbury Street for a unique blend of heritage-inspired styles and contemporary performance fabrics; perfectly emblematic of the old-meets-new style that makes Boston so iconic.

Baked Rigatoni at Eastern Standard

The pool at the Guerlain Spa inside Raffles Boston

If you’re here for Marathon Monday

Prepare for pandemonium. The third Monday in April is the busiest time of year to visit Boston—but also one of the most exciting. Make your hotel and dinner reservations as early as you can, and make a decision about how close to the crowds you’d like to be. If you’re near the finish line, it truly can take upwards of an hour to walk a single block, but some enjoy being in the midst of the action. Hotels in the Back Bay and Kenmore areas will be steps from the Marathon route and in the center of everything; hotels in Beacon Hill, Government Center and Seaport will be a bit more removed.

Jessica Puckett

Hannah Towey

Karthika Gupta

If experiencing the finish line excitement is your thing, there are a few choices literally on the route for prime viewing: the Hotel Commonwealth in Kenmore Square; The Eliot , which stands dramatically on one of the final corners of the course; and The Lenox , just yards from the finish line. All feature their own dedicated viewing areas for guests.

For mealtime, the revitalized Eastern Standard , as well as both Blue Ribbon Brasserie and Blue Ribbon Sushi, are physically on the marathon route. For carbo-loading the night before, consider the $65 chef’s tasting menu (which includes housemade pasta) at the South End’s popular SRV, or venture over to North End for an Italian feast at Bricco.

To treat tired legs after the race, there are a number of great spas in Boston, but you can’t beat the facilities and Las Vegas-style opulence of The Spa at Encore Boston Harbor, or the exquisite privacy (just four treatment rooms) at the Guerlain Spa at Raffles Boston . The latter, in particular, feels especially suited to runners—each treatment room has its own hydrotherapy tub for warm soaks, and the spa menu includes the Boston Energy hot stone massage. You’ll be back to pounding the pavement in no time.

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Prince Harry Makes a Surprise Video Appearance to Talk About Responsible Tourism

By Erin Vanderhoof

On Wednesday, Prince Harry made a virtual appearance for Travalyst, a nonprofit he helped found in 2019, during its annual summit in the south of France. With the support of major tourism companies, including Expedia, Booking.com, and Tripadvisor, Travalyst aims to help consumers choose more sustainable and carbon-conscious travel options. Addressing a group gathered at travel company Amadeus’s offices in the Sophia Antipolis technology park, the prince shared a message where he spoke about some of the organization’s successes and how tourists need to do more to protect the communities they visit.

“Travel and tourism relies on destinations, held together by communities, without which we have nowhere to travel to. Communities are the beating heart of travel, and we must do better by the people who are the custodians of the places we visit,” he said. “More and more people are wanting to make informed travel choices so that the benefit of travel is felt by all.”

The video was filmed in the Montecito home he shares with wife Meghan Markle, and in the background the Gracie Award that Meghan won in 2023 for her podcast Archetypes was visible on a bookshelf behind the prince’s shoulder. According to the Mirror , Harry officially updated his permanent residence to the US in Travalyst’s filings at the UK’s Companies House earlier this week, after vacating Frogmore Cottage , his former Windsor home, last summer.

During Travalyst’s two-day summit, the group announced new additions to its Independent Advisory Group, which vets sustainability certifications for accommodation providers. In a statement , the organization said that it is planning to share a master list of those certifications to the public.

Harry also took part in a roundtable discussion, where he spoke to representatives from nonprofits addressing communities affected by tourism. In his Wednesday speech, he mentioned the conversations. “We've heard from some fantastic organizations like Invisible Cities who train people affected by homelessness to be tour guides in their own city, and Global Himalayan Expedition, whose programmes have helped electrify over 200 Himalayan villages impacting over 60,000 lives for the better,” he said.

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