Best walks in Boston

Published: July 18, 2024
Public park in Boston with a walking trail

On your marks, get set... walk! That’s the way to do Boston, anyway. Unassuming, academic and full of history, this city is the ideal place to stretch your legs as it’s also very accessible, very flat, and very pretty. There’s a good mix of city lights and green spaces, and the Charles River winds serenely on its way to Massachusetts Bay offering lovely walks along the esplanade. Beware the weather – the icy wind off the Atlantic can make things pretty wet and chilly in winter – but don’t let it put you off! Fuel up on some Boston baked beans, grab your raincoat and try out one of these awesome Boston walks:

  • The Freedom Trail
  • Financial District to the Theater District
  • The Movie Mile
  • Harvard to MIT
  • The Battle Green Tour
  • The Emerald Necklace Trail

The Freedom Trail

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Many key events of the American Revolutionary War took place in Boston, and a lot of these historical sites are now accessible to visitors. To make it easy, 16 of them are connected by the 2.5-mile Freedom Trail which runs from Boston Common to Bunker Hill. It’s marked by a red path on the ground so you can’t really get lost – but if you’re finding all the history a little disorientating then use your pass to take a Freedom Trail Foundation guided tour. It covers 11 of the 16 sites on the trail, including Massachusetts State House, the USS Constitution and the site of the Boston Massacre. Your guide – complete in 18th century costume – will share all the stories of revenge and revolution so you won’t get your dates and declarations in a tangle.

The Financial District to the Theater District

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This easy walk gives you a great overview of the modern and historic side of Boston in just a couple of hours. Start at the World Trade Center bus stop and enjoy the view of the wharf and Congress Bridge before exploring the financial district. Here, as well as being able to witness Boston’s buzzing economy in motion, you’ll find the Boston Children’s Museum, the Boston Tea Party Museum, King’s Chapel and Burial Ground and the Irish Famine Memorial. Soak up the history, then go for some retail therapy at Downtown Crossing before heading towards the Theater District via Washington Street and Tremont Street. This route will take you past Chinatown, which makes a colorful diversion if you’re feeling peckish, and you’ll come out by the Shubert and Wang Theaters. From here, it’s an easy saunter to Boston Common, where you can either have a look around Emerson College Campus or just flop down on the grass and give your legs a rest.

The Movie Mile

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Many of Boston’s iconic landmarks are familiar to us because we’ve seen them so often on film and television – so why not get to know them in person? Take the Boston Movie Mile Walking Tour with Go City and discover over 30 locations you may have seen in films like Ted, Good Will Hunting and The Departed, or TV shows like Ally McBeal and Cheers. You’ll take in quiet, unassuming neighborhoods, historic homes, the original Cheers pub and the bench where Robin Williams and Matt Damon shot one of their most famous scenes. Make sure your big and small screen trivia knowledge is up to date, as your guide may just quiz you along the way!

Harvard to MIT

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This is a great walk that combines two of the city’s most famous institutions with a generous taste of student life in the city. North of the river in Cambridge, these two academic heavyweights are only a mile or so apart, but a slightly detoured route will also take you past Harvard Stadium (home of the New England Patriots until the 70s) and Harvard Business School. Explore Harvard Square on your own or join a guided tour, then head west over the Anderson Memorial Bridge towards the stadium. If you’re lucky, there might be a game going on, if not, it’s still worth a wander around. From there, turn down Harvard Way past the Baker Library to the Business School, and then circle back to the river and use the Western Avenue Bridge to cross back over. Turn left and walk along the river to Magazine Beach, then head east towards MIT. If you need more intellectual inspiration, you can take another guided tour, or check out the List Visual Arts Center.

The “Let it Begin Here” Battle Green Tour

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Take a deep dive into American Revolutionary History with a guided tour of Lexington Battle Green, included with your Go City Boston Pass. This small area is of huge historical significance, being the place where the first shots of the war were fired. See the Old Belfry that sounded the alarm, the Buckman Tavern where nervous militiamen gathered the night before the battle, the Revolutionary War Monument, the Old Burying Ground and the Henry H. Kitson Minuteman Statue. Hear stories of how the battle unfolded, George Washington’s thoughts on the whole affair, and the meaning behind the famous “Stand your ground” inscription. You’ll also see some houses and other buildings dating from the same era, so you can really feel that you’ve traveled back in time.

The Emerald Necklace walk

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A favorite among locals and visitors alike, this walk gets its name from the way it links a chain of sparkling parks and green spaces through the city. It’s a great one if you want to get away from the concrete jungle and give your legs a proper stretch – it’s around nine miles and does include some elevation, so allow up to four hours – more if you want to stop for a picnic somewhere! Start in Franklin Park – Boston’s largest, where you’ll also find the Franklin Zoo. From here, the walk takes you through the Arnold Arboretum at Harvard University, Jamaica Pond, Olmsted Park and along the Riverway to Muddy River. This route also takes you past the Isabella Stewart Gardner Museum and the Museum of Fine Arts. Continue along the long, green space that is the Commonwealth Avenue Mall all the way to the Public Garden, then either cross the suspension bridge or take the left path past the Robin Williams Memorial Bench. Finish by exploring Boston Common and be sure to take a selfie in front of Brewer Fountain!

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You can walk pretty much anywhere in Boston! Make sure you don’t miss anything with a Go City Explorer or All-Inclusive Pass and save on dozens of attractions around the city.

Karleen Stevens
Go City Travel Expert

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boston south end
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Things to do in South End, Boston

At first thought, you might not associate Boston with art. History? Sure. Boston was host to some massive moments in US history. The landing of the Puritans in 1630, the Tea Party in the 1770s, and the beginning of the War of Independence soon after, are all massive moments for this county. Sports? Again, yes, just look at the worldwide fandom for the Red Sox and the Celtics. Art? Not so much. But you'd be wrong. Dead wrong. Boston has grown into an artistic metropolis, far from its harsh harbor roots. Especially in South End, which is now a haven for the arts. So answer us this question - do you like art? Are you planning a vacation in Boston, or simply a resident ignorant of the city's art underbelly? If you said yes, or murmured unintelligibly, then South End might be the perfect place for you! Find out why below, as we tell you all the best things to do in South End, Boston! Including: Art museums Street art SoWa Market Eateries Nights out The Art of More We've talked the talk, so let's walk the walk. Art. What is it good for? Well, having your mind opened, emotions tugged, and world views questioned! So let's talk about South End's burgeoning art scene. We'll kick things off with the Griffin Museum of Photography, which showcases works from established shot-takers, as well as up-and-coming snappers. For thirty years, it's been a great place to explore and become mesmerized by fantastic photos. The museum houses three galleries that are brimming with images. You'll also find a rotating list of exhibits, programs, and lectures throughout the year, so if you're looking for something specific, be sure to check online before you visit. Looking for a little variety in your art life? Check out the Cyclorama at the Boston Center for the Arts. The magnificent hire space sees a weird and wide variety of performances throughout the year, from local shows and showcases to traveling galleries and even markets. You never quite know what you'll find when you, unless you check ahead, of course. In fact, the Boston Center for the Arts is a great place to discover all art forms, whether it be dance, theatre, galleries, or art fairs. It houses a number of gallery spaces besides the aforementioned Cyclorama. For instance, the Mills Gallery showcases a number of contemporary exhibitions from new and exciting artists throughout the year. Going Underground One of the art world's most satirical and critical forms in the modern day is street art. From hideous tags on subway carriages, to the story-high facades on many urban buildings, it's undeniable that street art is here to stay. Just look at the popularity of genre bigwigs like Banksy, and dollar signs attributed to even his smallest works. South End has its own thriving street art scene, thanks to the small neighborhood of Ink Block. This area beneath the underpasses and bridges of the district has been transformed into Underground at Ink Block, a process that took half a decade. Gone are the run-down parking lots and abandoned areas. Now, they've been replaced with pedestrian boardwalks, dog walking spot, bike lanes, and a wealth of curated street art spaces you can peruse at your will. So go check out what's on offer, and take a look around the area while you're at it! Market delights Let's switch gears to something more marketable. That sweet wordplay is an excellent segue to our next top spot in South End, the SoWa Open Market! For over 15 years, it's been one of South End's coolest places to be. An amalgamation of local artists, craftsmen, brewers, and cooks, you'll appreciate the neighborly vibe as soon as you step foot inside. Pick up a bite to eat, grab a refreshing craft beer, and browse the myriad stalls for knickknacks, handcrafted jewelry and clothing, or just to hear some live music! It's dog-friendly too, so if your pup joins you, we're sure they'll appreciate the inevitable deluge of love and back scratches from the market's denizens. And on the first Friday of the month, the area is transformed into an art space with First Fridays. There, you'll find hundreds of artists, gallerists, and sellers showcasing great local art. If you're in the market (yes, this is a pun, and all puns are intended, whoever says otherwise is lying) for a painting or sculpture to brighten up your dour walls, then head down there and see what's going on! Eats Food now, because you're bound to get hungry after all that culture. Thankfully, South End's got you covered with some delicious choices. Check out Boston Chops for a gentrified spin on the classic steakhouse experience. Yeah, you can get any number of steak cuts cooked in any way you want and have a great time. This is a steak house, after all. But Boston Chops offers much more than that on its thorough menu. There are a host of seafood options, as well as grilled hearts, tongues, and sweetbreads for those of you who like to try new, and potentially stomach-churning, things! Keeping in line with the above is the aptly-named Butcher Shop. It's, well, a butcher's shop that's been transformed into a carnivorous paradise slash wine bar. Ever eaten a pig's head? No? Well, you can try one here. The Shops' interesting and diverse menu also offers the usual steak selection, along with cold meats, starters, and exotic eggs. It sounds like it shouldn't work. But it does. Or, if you're looking for something a little less...gruesome, try Picco, a charming pizza joint that offers a signature charred crust that absolutely must be sampled by any pizza aficionado. On top of all that, they've got a dessert menu full of homemade ice cream, and a wealth of beers on tap. Drinks Let's end this list with some sweet spots to pick up a drink or ten. Wally's Cafe is a boozer slash music venue with a focus on the Boston jazz scene. Their cocktail menu is extensive, affordable, and delicious. So why not check it out, and take in some sweet jazz while you're at it? https://thedelux.com/Delux Cafe is a great place to pick up a local craft beer at a reasonable price. It doesn't get much tourist traffic, but don't worry. The laid-back and friendly atmosphere will stop any Wild-West saloon silence scenes from occurring. And finally, Wink & Nod is your classic cocktail bar, with a great selection of classic mixes alongside pricey 'black card' cocktails that can set you back three figures. Hey, if you've got it, flaunt it! And that about rounds out our list of the best things to do in South End, Boston!
Dom Bewley
Boston in spring
Blog

10+ Things to Do in Boston in Spring

Boston really comes alive in the spring. As Bostonians shake off the chill of winter, the city is more than ready to offer fresh air, beautiful flowers, and amazing special events to visitors and locals alike. If you’re coming to Beantown this spring but aren’t set on what to see, check out our list of things to do in Boston in spring for some inspiration, including... New England Aquarium Whale Watch Hop-On Hop-Off Sightseeing Trolley Tour Museum of Science Fenway Park Tours Swan Boat Ride Patriots Day / Marathon Monday Events and more! Visit the New England Aquarium A fun option for the kids is the perennially popular New England Aquarium, beloved by all. It’s one of the area’s most beloved attractions and it has a ton to offer new and returning visitors alike. From sharks to stingrays and everything in between, there are so many animals for you to marvel at in this modern aquarium. Spring also marks the return of the Atlantic whale-watching season, so consider hopping aboard the New England Aquarium’s whale watch. Tour the city in style Now that the weather has warmed up, it's a great opportunity to explore this lovely city. Take a charming Hop-on Hop-off Trolley Tour that will escort you around while highlighting major landmarks and neighborhoods with maximum flexibility. Plus, with this weather, we're sure you'll be tempted to jump off and explore on your own at least once or twice! Some of the major highlights you'll see along this tour include the New England Aquarium, Old North Church, Boston's North End, Faneuil Hall, Boston Common, and many more. Explore the Museum of Fine Arts Visitors flock to the wonderful Museum of Fine Arts year-round, but their fine collection of special exhibits in the spring months makes it especially worth a visit. Take a look at the current exhibitions on display at the MFA. This exceptional museum has one of the most comprehensive collections in the world, featuring over 500,000 objects and works of art. Explore the wonders of the Museum of Science Another iconic Boston attraction, the Museum of Science is somewhere the whole family can enjoy. Explore the astonishing and inspiring world of STEM as you wander through dozens of interactive exhibits. Some top attractions at this museum include the Hall of Human Life, which is an in-depth look at the complexities of the human body, and the Theater of Electricity, which contains the world’s largest air-insulated Van de Graaff generator. Little ones will love its "Hands-on Laboratory - where you become the scientist" and everyone will be fascinated by "Mirror Maze: Numbers in Nature," which showcases elaborate numerical patterns that exist in nature. You can also visit the Butterfly Exhibit and the Planetarium for small upgrade fees. Root for the home team Spring often means one thing for Boston sports fans – the start of Red Sox season! If you’re a fan of the great game, why not snag a ticket and sit back to enjoy America's favorite pastime? Don’t forget to grab a few Fenway Franks! For additional baseball fun, take a tour of iconic Fenway Park. Picnic on the Boston Common Although Boston isn’t quite the warmest spring destination on the books, it is a charming place. With spring comes the return of the many flowers and trees in the Boston Common and in the Boston Public Garden, both of which make for some excellent warm weather strolling. If the ground is dry enough, grab some supplies and make a picnic day out of it (otherwise, grab one of the tables by the fountain on the Common to avoid the rain). While you’re in the park, why not take a ride on the historic Swan Boats? Irish Film Festival, Boston Given Boston’s proud Irish heritage, it’s no surprise that Irish filmography is a big deal in this city. The Irish Film Festival, Boston features an exciting lineup of Irish films straight from the motherland, many of which are new to the U.S. This is the biggest Irish film festival outside of Ireland, so you know it’s filled with authentic films that are must-sees for any cinephile. You’ll also get to enjoy behind-the-scenes commentary, Q&As, and other special events. Boston Flower & Garden Show Each year of this eagerly anticipated takes on a new theme. You’ll get to enjoy everything from stunning plant life displays to planting demonstrations, take in professional lectures, and learn how to develop your growing skills. Learn about adopting sustainable gardening practices and air-cleansing indoor plants. What's more, there will also be outside spaces dedicated to relaxing with pets! Patriots Day / Marathon Monday This is one of the city's favorite holidays – Patriots Day, aka Marathon Monday. Officially designated to honor the start of the American Revolution, it's also always the date of the inimitable Boston Marathon. One of the world's best races, the Boston Marathon is a tradition in the city. Come here to enjoy the festive atmosphere, get caught up in the surge of adrenaline that the whole crowd is feeling, and cheer on the runners. Just keep in mind that restaurants will be busier and the T more crowded than usual. Of course, there will also be plenty of events celebrating Patriots Day, too, including reenactments, talks, and exhibits. Check out historical attractions like the Old State House, the Paul Revere House, and many more. Or, you could take a quick detour to Lexington and Concord to check out events there Boston International Film Festival Film buffs will find much to love in Boston in April. Enjoy a wide selection of experimental and innovative films – both foreign and local – right in the heart of Boston. This five-day festival features a diversity of genres: you'll likely find a little bit of everything at this event! Tickets for individual showings start at around $12, and multi-day and full event passes are available as well.   Can't choose? No need, see it all with Go City®  With Go City® you won't miss a thing, plus with a pass, you can save up to 50% compared to buying individual entry to everything you want to do - winning! ☀️Compare Boston passes☀️ – 🌏 Explore other destinations 🌏 – ✈️ Buy a pass ✈️  
Katie Sagal

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