Public park in Boston with a walking trail

Best walks in Boston

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!

Step it up with Go City

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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Things to do in Boston at Night Time

Rich history, fine museums and a lively nightlife scene means there’s plenty to keep you entertained of an evening in Beantown. We’re talking buzzy cocktail bars, gallery lates, top-flight sporting events, heritage trails, ghost tours, beautifully illuminated landmarks and more. Dive in for our guide to some of the best things to do in Boston at night time.  The Freedom Trail by Night If you only do one thing when you’re in Boston, it has to be a tour of the Freedom Trail, a collection of 16 historic Boston sites that, between them, contain the entire history of this great city. Guided tours are readily available and reveal the dark secrets of landmarks including Boston Common (the oldest public park in the United States, fact fans), the golden dome of the Massachusetts State House, the 17th-century King’s Chapel Cemetery, Paul Revere’s House, and the site of the Boston Massacre. Night tours ramp up the more macabre aspects of Beantown’s torrid history, with tales of brutal murders, deadly sword duels, grave robbings and hanged witches, as well as providing quite stunning views of major historic landmarks illuminated against the night sky. And, if you like your city tours extra spooky, there’s a tour for you too. Take the Old Town Trolley tour, a ghostly spook-tacular that calls at some of Boston’s oldest burial grounds. Museum Lates Boston has a quite excellent roster of museums, meaning you’re never far from an Old Master or historical artifact. Better yet, many have regular late opening hours that allow you to dodge the daytime crowds and ogle the exhibits in relative solitude. Hit up the Museum of Fine Arts for your fix of Renoir, Frida Kahlo and Ancient Egyptian mummies. It’s open until 10PM Wednesday through Friday. Friday night also sees the Museum of Science stay open until 9PM, meaning you can check out the planetarium and meet the resident triceratops without fear of trampling a tot. The beautiful Isabella Stewart Gardner Museum stays open until 9PM on Thursdays, showcasing an eye-popping collection that includes pieces by Rembrandt, Botticelli and John Singer Sargent. Italian Dining in North End Ride the T (Boston’s speedy subway system) to the city’s cute North End neighborhood, a vibrant Italian-American enclave with some of the prettiest houses, most atmospheric cobbled lanes and hands-down finest Italian cuisine in town. Giacomo’s is a local institution, serving up great mountains of lobster ravioli and spaghetti aglio e olio to a devoted local crowd. Or try the landmark Union Oyster House (Boston’s oldest restaurant) for fresh seafood and hearty bowls of clam chowder. Pizza lover? The North End has you covered. The queue outside century-old Regina should tell you everything you need to know about the deliciously crispy, brick-oven treats that await within. Order a 16” capricciosa or puttanesca for the win (with extra anchovies, natch). Then sweeten the deal with a bagful of crunchy cannoli from Mike’s Pastry, where the vast selection of flavors runs the gamut from limoncello to peanut butter. Yum. A Night at the Boston Opera There’s nearly a century of entertainment history between the walls of the Boston Opera House (aka the Citizens Bank Opera House). A movie theater for over 50 years, it has been an opera house on and off since the 1980s, bringing high art and culture to the good people of Beantown. It’s now the permanent home of the Boston Ballet, meaning you can catch the likes of Swan Lake and Sleeping Beauty, as well as annual performances of The Nutcracker during the festive season. Touring Broadway productions are also a popular option here: the opera house has hosted shows including Hamilton, Wicked, Les Miserables, Cats and Miss Saigon over the years, to name just a few. Sunset Cruise of Boston Harbor Night time activities in Boston don’t come much more romantic than a harbor cruise. Sip a glass of bubbly as the sky turns dusky pink and Boston’s buildings light up like Christmas trees all along the waterfront. As well as those stunning city lights, you can also take in views of top Boston attractions including Castle Island, the Boston Tea Party Ships & Museum, and the epic feat of engineering that is the soaring Zakim Bridge. View Boston From river deep to skyscraper high, View Boston is way up in the clouds at the top of the Prudential Center. Take the elevator 750 feet up for one of Boston's great night time experiences. As the twinkling lights of the city skyline roll out beneath your feet, see if you can spot Beantown highlights like the glittering dome of the Massachusetts State House, Fenway Park Stadium (home of the Boston Red Sox), and boats the size of ants bobbing along the Charles River. Afraid of heights? Fear not: the 51st Cloud Terrace has a bar, where a whisky-fueled Ward Eight cocktail should provide all the Dutch courage you need to step out onto the al fresco wraparound walkway Cheers! Boston Common With its long and storied past that takes in the American Revolution, Martin Luther King and Pope John Paul II, it’s no wonder Boston Common – the oldest public garden in the US, no less – remains one of the city’s most sought-after attractions. Take a romantic evening stroll along its lamplit walkways, and admire its illuminated statuary in relative peace and quiet. Winter visitors can even strap on their skates and take to the ice on the frozen Frog Pond. Boston? Frost-on, more like! Catch the Big Game Beantown’s sporting legacy is the stuff of legend, and catching a big game should be on everyone’s bucket list. Anyone can get a kick from the electric atmosphere generated by night time crowds of fans as the excitement starts to rise beneath those dazzling stadium lights. Pick your flavor from American football (the Patriots), baseball (the Red Sox), basketball (the Celtics), and ice hockey (the Bruins). And, while we can’t always guarantee a win for the home side, what we can guarantee is a great, great time. Save on activities and attractions 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
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

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