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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Acorn Street in Beacon Hill, Boston
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Boston Airport to City Travel Options (Logan)

Baked beans, the Boston Red Sox and thr bar ‘where everybody knows your name’: Massachusetts' lively state capital offers all this and more. Known as the birthplace of the American Revolution, this is a city that’s thoroughly steeped in history. Follow the Freedom Trail to immerse yourself in 250 years of US heritage, step inside the former home of legendary revolutionary Paul Revere, and take a trip to Louisa May Alcott’s house in Concord, where her literary masterpiece Little Women was both written and set. With all this on offer, you’ll no doubt want to get to the heart of the city (and those umami, smoky platefuls of sweet-savory beans) as quickly as possible after touching down at Logan Airport. Read on for our guide to all the transit options from Logan to downtown Boston… Boston Logan International Airport in Brief There’s only one international airport in Boston. So the chances of getting yourself lost are fairly slim. Unless of course you accidentally boarded a flight to Boston in England, but that’s for another blog… In-keeping with Boston’s proud history, Logan is named for local son Edward Lawrence Logan: judge, lawyer, politician and military officer. Indeed, the airport’s full name is General Edward Lawrence Logan International Airport. A bit of a mouthful, we’re sure you’ll agree, which is why it’s commonly known as plain Logan. The airport serves as the primary global gateway for Massachusetts and New England, with over 100 domestic and international routes. Around 40 million passengers pass through every year. Best of all, Logan lies just 5km east of downtown Boston, straddling the border between East Boston and the town of Winthrop. In light traffic, the cab ride into town can take as little as 10 minutes. So, without any further ado, here’s how to get from Logan Airport to downtown Boston. Logan Airport to Downtown Boston by Public Transport On-Airport Shuttle System It’s likely you’ll make use of Logan’s free shuttle system, which serves all four terminals and shuttles excited new arrivals to the Rental Car Center and parking garages. The shuttle also serves the airport's subway station and water transportation dock for onward travel to downtown Boston, via Massachusetts Bay Transportation Authority (MBTA) services. Getting from Logan to Downtown Boston by Subway Having shuttled your way successfully to Airport station, it’s just a hop and a skip along the Blue Line to downtown Boston. The Blue Line connects to the Green Line at Government Center station and to the Orange Line at State Street.  Going anywhere near Back Bay, Fenway Park or Boston University? The Blue Line out of Logan is your friend. A one-way ticket costs just $2.90, and you can transfer between subway and Silver Line, Express and local bus services twice on your ticket, paying only the one-time cost of whichever service costs more. Getting from Logan to Downtown Boston by Bus Bus enthusiasts rejoice! There are multiple ways to get from Logan to downtown (and beyond) on four wheels. The MBTA’s Silver Line connects all terminals at Logan to South Station and beyond. Hitch a free ride on SL1 as far as South Station if you want to transfer to the subway’s Red Line here. Services SL2, SL3, SL4 and SL5 continue to other areas of Boston and a one-way ticket costs $1.70. Alternatively, the Express buses speed visitors to downtown and beyond for $4.25 one way. There are also multiple private bus services covering much of New England and New Hampshire, from reputable companies including Concord Coach Lines, Boston Express Bus and more. Getting from Logan to Downtown Boston by Ferry Ok, it ain’t Venice, but arriving in Boston by sea is certainly the most scenic of all the airport transit options. Take the short trip across Boston Harbor to Long Wharf for rapid access to downtown, taking in panoramic views of the skyline from up on deck as you go. The On-Airport Shuttle connects terminals to the water transportation dock and the terminals, and a one-way ticket on the MBTA ferry costs $2.40 Top Tip: CharlieCards and CharlieTickets Charlies are reusable cards or tickets that can be preloaded with cash and used to tap in and out of MBTA subway, bus and ferry services. They’re a good option if you plan to use public transport a fair bit while you’re in town, as there are savings to be made over buying individual tickets for every journey. CharlieTickets are particularly convenient for visitors. You can pick yours up at vending machines in the airport and most stations. Logan Airport to Downtown Boston by Private Transfer Cabs are readily available outside arrivals at terminals A, B and E and on the ground floor of the terminal C parking garage. It’s only around 5km from the airport to downtown Boston but travel times and prices can vary wildly depending whether you’re traveling in rush hour traffic or not. Expect to pay somewhere in the region of $40-50 one way. Ride apps like Uber and Lyft will usually cost a little less, but you’ll have to arrange these yourself and organize a suitable pick-up point. Alternatively, make like your favorite Bond villain and charter your own pre-booked private limousine. Or hop in a water taxi: one-way tickets from companies including Red Top Boats and the Boston Water Bus start from around $15. Logan Airport to Downtown Boston by Rental Vehicle Boston’s walkable downtown and excellent public transport system means you’ll have little need for your own wheels unless you’re planning out-of-town day trips to the likes of Salem, Portland and the Gilded Age mansions of beautiful Newport. You’ll find all the usual suspects at Logan’s Rental Car Center (RCC): everything from Alamo to Zipcar. The On-Airport Shuttle whisks passengers to the RCC via routes 22, 33 and 55, with services running approximately every 5-6 minutes. Save on attractions, tours and activities in Boston Save on admission to Boston attractions with Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak
north end boston
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Things to do in North End, Boston

Heading to Boston for your vacation, and keeping an eye on North End? Good choice! North End has a load of great things to do and places to eat and drink. We're going to talk about those now. Scroll down, and discover our picks for the best things to do in North End, Boston! Including: Paul Revere House Old North Church Improv Asylum Great food Great nights out and more! A House Revered Let's start our trip through North End with some history. Boston was the heart of the revolutionary efforts when the US fought for independence. On one fateful night in 1775, one man saw a frightening sight. Men clad in red, as far as the eye could see. Invaders, coming to claim what they thought was theirs. But this bastion of chivalry wasn't having any of that. So he valiantly mounted his faithful steed, and he rode. God, did he ride. If he didn't, the war could be lost. He rode and rode until he reached his countrymen. And when he pulled up in front of them, he uttered four words immortalized in this nation's heart forevermore. "The British are coming." Or did he? Find out at the Paul Revere House! Not only will you learn more about the legend himself, but you'll also discover whether there's any truth to the poem that utters his famous phrase. One of the oldest buildings in Boston, step inside the house and get a fascinating insight into colonial history. Tour the historic rooms and see authentic period furniture, real documents, and silver made by Paul himself. Clearly, he was a man of many talents. Not immortal, though, so there is that. A Statue Revered And if all that wasn't enough Revere for you, go and see the massive statue of him for yourself! Sculptor Cyrus Dallin designed this bronze statue of Revere riding his horse. His hand raised, we can only assume what Paul was gesticulating towards. Was it his fellow countrymen, patriots one and all? Or was he shooing a dog out of his path? We will never, ever know. Old North Church Sticking with the historical theme, let's talk churches. Whether you're a believer or not, there's no denying the beauty that went into their creation and ornamentation. Why not go and see one of the nation's longest-standing churches, Old North Church? Built back in 1723, and inspired by the works of British male Sir Christopher Wren, it played a key part in the War of Independence. The church's steeple held lanterns that warned the minutemen of incoming British forces. See, learning can be fun! These days, it may be less exciting, but it's still just as beautiful! You can enjoy a self-guided tour of the sanctuary, a fun family scavenger hunt, and even tour the crypt and the gallery. Of all the things to do in North End, Boston, this is definitely one of them. A gift for you In the market for some keepsakes, or perhaps a gift or two for the people you left behind? Check out the Boston Gift Shop! It's right by Paul Revere's House, so if you've been following our instructions, you'll be thereabouts anyway. For over 100 years, they've been offering reasonably priced and decently made Independence memorabilia to visitors from far and wide. So go pick up some swag and either give it away, or rub it in people's faces. It's really up to you! Winging it crazy Out with the old, in with the new, as we continue with our tour of Boston's North End. Looking for things to do? How about laughing until you can't stop? Until it hurts? If that sounds delightful, give Improv Asylum a browse. For over 20 years, they've hosted improv and sketch comedy shows for literally anyone willing to pay money. They aim to put one on every night, but head there on the weekend, and you might be spoiled by two or more! While they tend to be for all ages, midnight shows often take a turn into the crass and adult. Just what us adults want! And if that wasn't enough (is it ever?), you can also attend workshops and learn how to actually be funny. That would be nice, wouldn't it? Food, glorious food Food, yeah? It's pretty good. A necessity for humans, food is the fuel that keeps us going. Some people think they can survive on sunlight and water, but they're wrong. That's plants, not people. And when that fuel inevitably runs out, you'll be needing a top-up. Thankfully, Boston's North End has some great places to eat some great food. There are our favorites. Spoiler alert - they're all Italian. For nearly a century, Regina Pizzeria has been providing hungry visitors with fantastic pizza. And once they eat it, they're no longer hungry. Brilliant! They attest to being Boston's original Pizzeria, and who are you to question that? You weren't around then. With a menu full of the usual greats, cooked with comfort and care from scratch, it's a must-visit for slice aficionados. Fancy throwing some seafood into the mix? Check out The Daily Catch, because their Sicilian seafood pasta fishes will blow your mind and fill your tummy. Born from the mind of Paul Freddura, who turned his knowledge of the seafood trade into seafood plates, it's easily one of the best restaurants in North End. Or, if you want something a little out of the way, check out Maria's Pastry Shop. Inside, you'll find delightful Italian pastries both sweet and savory, and the best cannoli money can buy. Drink it up Let's round off this list with a round of our own. Looking for a place to sit and drink till the early morn? Here are our picks. Ex speakeasy Stanza dei Sigari is now a cigar parlor and liquor lounge. Stepping inside is like being transported back to the roaring '20s. With an enviable cocktail menu and a host of fine liquors to sample, it's a great place to wet your whistle. Looking for something a little more gutter-like? Try Corner Cafe, a dive bar with plenty of beers, sports on the TV, and a handful of cocktails classics like margaritas. It's cash only, so bear that in mind. And that's our list of the best things to do in North End, Boston!
Dom Bewley

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