Where To Stay in Boston

Published: July 18, 2024
boston

Heading to Boston for your vacation, but wondering which area to hoist your holiday flag? Never fear; we're here to give you the play-by-play on the best districts in the city. Read on, and learn where to stay in Boston!

Including:

  • Downtown
  • North End & Waterfront
  • Beacon Hill
  • Seaport
  • Back Bay
  • and more!
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Downtown

Arguably the most popular tourist destination in the city, Boston's Downtown district is also its financial hub. Within, you'll find the biggest collection of landmarks and hotspots, from the Freedom Trail to the Boston Harbor. Given its central position, it's also a great place to use as a home base, with plenty of travel opportunities to neighboring districts.

Combine all that with a large number of bars, restaurants, and Independence-inspired attractions, and it's just about perfect for shorter or longer-term stays. If you're wondering where to stay in Boston, Downtown could be just the tip. Plus, given its proximity to the water, you'll also find the delightful New England Aquarium nearby. The perfect stop for kids big and small who love the exotic species that call our oceans home!

North End & Waterfront

Downtown might be the city's current midpoint, but North End is Boston's oldest district. Settled back in the 1630s, you'll feel the area's history as you walk its streets. There, you'll find the city's 'Little Italy', where many Italian immigrants settled over the years. That means plenty of charming pizzerias and cafes where you can pick up a slice or three.

Attraction-wise, you'll find the Boston Tea Party Museum and the Paul Revere House, among many others. And, while you'll be sacrificing the travel connections of Downtown, you'll make up for it with fantastic views of Massachusetts Bay!

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Beacon Hill

Another top tourist choice is Beacon Hill, which has a lot of history packed into its narrow streets. Back in the 19th-century, it was a thriving black community even before the Civil War and the abolishment of slavery. As such, an absolute must-see is the Black Heritage Trail, which winds its way through the district. Other notable attractions include the Nicols House Museum and the Massachusetts State House.

Alongside all the things to see, you'll find plenty to eat and drink too! There are plenty of places to eat on Charles St and Cambridge St, with a wide variety of globe-spanning cuisines available. You'll also be in sneezing distance of Boston Common, the city's biggest green space. It's the perfect place to go and unwind if your legs need a rest on your vacation.

Seaport

These days, Seaport is one of Boston's most attractive vacation destinations. Given its name, you can expect amazing views of the waterfront and a bevy of eateries, watering holes, and other tourist trappings. However, that wasn't always the case. Only ten years ago, it was a relatively barren area of car lots and the grizzled fishing docks.

Modern Seaport has all the usual suspects you'd expect from a modern American city. You've got your craft beers at Harpoon Brewery, your prime seafood at Legal Sea Foods, and your upmarket steaks at Del Frisco's. For the little ones, there's Boston Children's Museum, and for the rest of us, there's a wealth of shops, snack bars, and The Lawn on D for fun and games!

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Back Bay

Looking for the perfect mix of bustling Boston and the charming residential districts? Look no further than Back Bay. There, you'll find a wealth of shopping opportunities, from local boutiques to nationwide chains.

This sophisticated area of the city also has plenty of cozy art galleries, hidden cafes, and great sea views. It also backs onto Boston Common, if you're looking for a big green space with plenty to do. As far as landmarks and attractions, you have to go and see Boston Public Library and Trinity Church, two of the city's most recognizable icons. And, if you want to see more of the city, it has great travel connections and is in walking distance of Downtown and Bay Village!

South End

Boston's own boho-chic location is undeniably South End. It's about as far removed from tourism as you can get, for better or worse. While that means there won't be as many attractions to see or landmarks to snap, it does mean you'll find an amazing selection of restaurants, bars, and shops.

Along Columbus Ave, you'll discover a boatload of cafes, taverns, and our pick, Charlie's Sandwich Shoppe. Great food in great time, head there early to sample one of their many delicious breakfast options!

For a classier night on the town, check out Barcelona Wine Bar. Their menu is dripping with delicious New American dishes, and their wine selection is predictably sublime.

And, on top of all that, there's a burgeoning art scene in SoWa, where you can find plenty of independent galleries and pick up a piece for your home, if you're in the market for some unique art!

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West End

Unlike London's renowned district, Boston's West End is bereft of the arts. In fact, arguably its biggest landmark is Massachusetts General Hospital. However, while it might not have a lot going on within, it's a stone's throw from Downtown and North End, has a smattering of restaurants, and, perhaps best of all, it's relatively cheap.

If that sounds good to you, head east, and you'll find most of the nightlife. The likes of Bodega Canal and Tavern in the Square have you sorted for good food and drinks, and West End Johnnie's does a mean burger. You may miss the variety present in other Boston districts, but you make up for it with affordable hotels and a range of decent to excellent Airbnbs at a reasonable price!

Cambridge

We may have cheated here, as Cambridge is its own city. And yes, you may have to cross the Charles River to actually get there from Boston proper. However, it's here that cultural powerhouses MIT and Harvard reside. Two of the world's best higher education institutions in one city. Not bad.

Cambridge is massive, so you may need some wheels if you want to get about easily. If you do, head to the Harvard Museum of Natural History and the Harvard Art Museums. And, while you're there, why not take a tour of the university?

And those are our recommendations for where to stay in Boston! Want more? Check out the city's best museums.

Dom Bewley
Go City Travel Expert

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10+ Things to Do in Boston Labor Day 2019 Weekend & September

The end of summer, traditionally marked by Labor Day, is a great time to enjoy that last getaway before school and work pick back up again. If you're taking a Labor Day weekend trip to Boston, you won't be short of things to do. Many fun local activities and attractions in Boston offer special events or exhibits at the end of August into September, so there's a lot of promise in late summer vacations. So make the most of the last few days of summer in Boston! If you’re looking for things to do in Boston Labor Day weekend 2019 and into September, check out our list of the best local activities and attractions. A few ideas include: St. Anthony's Feast New England Aquarium Whale Watch Fenway Park Tour Swan Boats of Boston Somerville Fluff Festival And more! Save on Attraction Admission Regular admission to a number of these Boston attractions are included on the Go Boston® pass. Choose as you go from dozens of top attractions and save up to 55% on combined admission vs paying at the gate. See all available passes, attractions & prices – Learn more. Please note, the special events taking place at these attractions may be separately ticketed and not included on the Go Boston pass. Searching for more events later in the fall? Check out our Boston Fall Events post for fun activities in October and November. St. Anthony’s Feast August 22-25, 2019 The North End Headlining the weekend before Labor Day is the very Boston-esque St. Anthony’s Feast. This has long been famous as the largest Italian religious festival in New England. It’s a huge affair that takes over much of the North End neighborhood: part parade, part pageantry, part ceremony, and all excitement. The actual procession begins at noon on Sunday. The Santa Lucia festival brings up the rear on Monday, a shorter but no less grand celebration. This is a must do for a local Labor Day experience -- be sure to add it to your itinerary. For a full schedule of events, consult the St. Anthony’s Feast website Getting In: Admission to St. Anthony's Feast is free. New England Aquarium Whale Watch Fenway Park Tour Hop-on Hop-off Bus Tour Go for a Bike Ride Swan Boats of Boston The Boston Children’s Museum While there are tons of great museums in the Boston area that appeal to the whole family, the Boston Children’s Museum is truly the perfect candidate for keeping the kids happy. You’ll find tons of interactive exhibits that focus on everything from science and environmental awareness to culture and the arts. The kids will enjoy playing while the learn - it's the best of both! Be sure to check their events calendar for any special exhibits or attractions that may occur during your visit. Getting In: Boston Children's Museum tickets are included on the Go Boston pass. All Hands to Mischief! at the USS Constitution Museum August 31 - September 3, 2019 Charlestown Navy Yard Come to the USS Constitution Museum this Labor Day weekend to learn about how sailors spent their spare time at sea. The hands-on, interactive activities are great for kids. You can practice writing with a quill pen, play your hand at a nineteenth century board game, and get a temporary nautical tattoo. If you're interested in Old Ironsides herself, consider a cruise like the USS Constitution Cruise which escorts you out to the ship in Boston's Inner Harbor and past other major sights like the Bunker Hill Monument and the Boston Tea Party boat. Getting In: Admission to the USS Constitution Museum is separately ticketed and is not included with the Go Boston pass. For more information about this attraction and to purchase tickets, visit the attraction website. USS Constitution Cruise tickets are included with the Go Boston pass. The Boston Arts Festival September 8 & 9, 2019, 11:00 am - 6:30 pm Christopher Columbus Park “Summer in the City” Movie Series Tuesday – Friday, all summer Boston Harbor Hotel What the Fluff? September 21, 2019 Union Square, Somerville This delightful event is perfect for visitors of all ages. Now in its 13th year, this fun festival celebrates all things fluff -- the delectable marshmallow treat that was invented right in Somerville back in 1917. The festival incorporates live music, toys and games for kids, beverages for adults, and tons of fluff-related food items. There's even a cooking contest for the best inventive fluff recipe. Deadline for submissions is September 18! Somerville is located just a little bit north west of Boston proper -- you can get to Union Square easily via bus. Getting In: Admission to the Fluff Festival is free. Remember to Save on Attraction Admission So there are a few examples of fun and exciting things to do in Boston during Labor Day Weekend and into September. There is so much to do in Boston that you're sure to have a great end to your summer vacation. Remember, some of these great attraction options are included on the Go Boston pass, where you can save up to 55% on combined admission vs paying at the gate. Please note, the Labor Day weekend events taking place at some of these attractions may be separately ticketed and not included with the Go Boston pass. We hope you consider visiting some of these attractions to help round out your summer vacation in Boston in style.
Katie Sagal
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Boston Memorial Day Weekend - 10+ Fun Things to Do in May

Memorial Day Weekend is the perfect opportunity to get away and log some family time in a brand new city. To celebrate this year, pay a visit to one of the most historic cities in America - Boston! Packed with activities and events, Boston is perfect for a family-friendly weekend away. If you’re looking for Boston Memorial Day Weekend ideas, check out some of these local activities and fun things do in Boston in May, including... Walk the Freedom Trail Visit iconic Fenway Park Picnic in the Boston Common Take a Trolley Tour around town and more... Save on Attraction Admission Regular admission to a number of these attractions are included on the Go Boston pass. Choose as you go from dozens of Boston attractions & activities and save up to 55% off combined admission vs paying at the gate. See all available passes and Boston attractions – learn more. Please note, some of these special May and Memorial Day weekend events may be separately ticketed and not included on the Go Boston pass. The Freedom Trail & Other Historical Attractions Check out the Art Scene Tour the City on a Trolley Tour Iconic Fenway Park Get Out on the Water Soak up some sun this Memorial Day and discover Boston's most beloved landmarks on the Charles Riverboat Cruise -- after all, you’re in the Bay State! A scenic sail along this popular Boston waterway will escort you past top sites, as well as local sailboats, rowers, and paddleboaters. Another fun option is the USS Constitution Cruise, a delightful cruise that showcases the famed 'Old Ironsides'. This 45-minute cruise also includes informative narration of the inner harbor and a survey of popular historical and contemporary landmarks visible from the water. If you'd rather enjoy the waterfront from land, there are tons of places to catch awesome views of the ocean. Rowe's Wharf is a great place to take in the salty air and is centrally located near downtown. Embark on a Whale Watch Stroll the Boston Common Take a Bike Ride Take a Brewery Tour There are few things that say the start of summer more than a good cold beer. Tour some of the area's best local breweries for a chance to sample the new seasonal brews. Some of our favorites include Sam Adams, Harpoon, Trillium and Night Shift. If you're more into cider, you'll be pleased to find out that Downeast Cider is opening an outdoor bar in Dewey Square, near South Station. The bar opens in late May through October and will be serving up cider, beer and wine every Monday, Wednesday, Friday, and of course at the weekend. Insider Tip: If you want a free glass with your brewery tour at Sam Adams, use your Go Boston pass! Please note that the tour itself is free. Getting In: Sam Adams Brewery glassware is included with the Go Boston pass. Shop the Sales Don't forget about the shopping! Memorial Day is a time for some of the best sales of the year and Boston has no shortage of great places to shop. Head to Newbury Street, the Prudential Center, or Cambridgeside Galleria for the best shopping in town. Don't forget about all of the small businesses across the city, either! Memorial Day Parade The Somerville Veterans Memorial Parade is usually on Memorial day in May. The parade begins at Somerville City Hall and continues down Highland Ave. through Davis Sq. with the conclusion at the intersection of Holland and Broadway in Teele Sq. Getting In: This Memorial Day Parade is free and open to the public. Boston Calling Music Festival One of the most popular local music festivals falls on Memorial Day - Boston Calling. Some of the most acclaimed artists in contemporary music will come to the Harvard Athletic Complex (in Cambridge) to play to the adoring masses. It's a favorite event with locals, so tickets can sometimes go fast. For more information about line-ups and to purchase tickets, visit the event website. Getting In: Boston Calling is separately ticketed and is not included with the Go Boston pass. Remember to Save on Attraction Admission There you go - plenty of fun ideas for things to do in Boston in May to help you plan your Memorial Day weekend itinerary. Remember, many of these great ideas are included on the Go Boston pass, where you can save up to 55% on combined admission vs paying at the gate. We really hope you consider adding a few of these popular options to your upcoming plans. Enjoy!
Katie Sagal

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