Boston Common, fall, autumn
Photograph: Shutterstock / Jorge Salcedo
Photograph: Shutterstock / Jorge Salcedo

The 50 best things to do in Boston

Experience the absolute best of the city this fall with our epic guide to essential eats, drinks, culture, parks and more.

Jacqueline Cain
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October 2024: Looking for the best things to do as fall settles in Boston? The New England city shines this time of year with vibrant foliage, must-see museum exhibits and bountiful comfort food (best enjoyed by an atmospheric fireplace).

Fall in New England is iconic—but for many people, that means getting out of the city. Boston in October is downright dreamy, however, and there's tons of stuff to do—after you've gone apple picking at an orchard, of course. Students are back in full force and comedy clubs, college bars and music venues are at full strength. Our on-the-ground editor and writers traverse the metro area looking for the best of the best to curate this ultimate guide to things to do in Boston each month. So plan your itinerary and enjoy peak Boston this fall.

Time Out Market Boston
  • Time Out Market

Time Out is a global authority on where to eat right now, and we hand-pick restaurants to represent our cities at Time Out Market. The Fenway food hall and cultural market has more than a dozen dining options plus two bars showcasing local craft beer and seasonal cocktailsBut just like on our website, showcasing the best of the city under one roof goes beyond food and drink. Time Out Market Boston also hosts frequent events like pop-up markets, free fitness, drag brunch and more. Here's an updated list about what's going on this month.

Best things to do in Boston

What is it? The Greenway is a mile-long ribbon of botanical parks connecting Chinatown to the North End, and since its creation has also been one of the city's most dynamic, open-air showcases of public art.

Why go? Dewey Square's colorful new mural by artist Jeffrey Gibson was officially unveiled in September. Entitled your spirit whispering in my ear, it's a reminder to meet difficulties with faith, courage and strength.

Don’t miss: Just off the track outside the New England Aquarium, a new installation called Whale Song by artist Jean-Marie Appriou pays homage to the majestic sea animals. It will be on display in Central Wharf Plaza through August 2025.

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  • Things to do

What is it? If you want to really embrace spooky season, Witch City is the place to be. The tragic Salem Witch Trials of 1692 is unfortunately what put the city on the map. But nowadays, the quaint downtown and beautiful harbor offer plenty of ways to appreciate that history while having a scary-good time.

Why go? Less than one hour from Boston, Salem is known for hosting the largest celebration of Halloween in the world. The monthlong Haunted Happenings offer events for all ages, including a weekly Haunted Happenings Marketplace with local vendors every weekend from 10am–8pm.

Don't miss: Taking public transit to get there in October. City officials advise visitors to take the commuter rail or a ferry boat from Boston. There's also a brand-new water route between Hingham and Salem this October for folks coming from the South Shore, and there are free satellite parking lots and shuttles on the North Shore.

  • Things to do
  • Event spaces
  • West End

What is it? The home of the NBA Celtics and NHL Bruins, this is the city’s premier arena for big-name events.

Why go? The spirit of Boston sports runs deep throughout the venue, and this season is set to be electric with the Celtics raising Banner 18 to the rafters on opening night, October 22.

Don’t miss: Fuel up before a big game with a killer Italian meal in the neighboring North End.

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What is it? A National Historic Landmark and one of the best preserved landscapes designed by the famous Frederick Law Olmsted. 

Why go? With thousands of trees, shrubs and woody vines, this Jamaica Plain gem is recognized as one of the most comprehensive and well-documented botanical gardens worldwide. 

Don’t miss: Taking a stroll on a nice day to see some of the most striking displays of fall foliage in all of Boston.

What is it? A stroll along the Freedom Trail is a great way to take in local history and culture.

Why go? The Freedom Trail isn’t the only historical walking tour in town, it's the most famous for a reason. The self-guided, 2.5-mile tour provides a sightseeing starting point for newcomers, and locals always spot something new to appreciate along the way.

Don’t miss: After seeing Paul Revere's House, take a break and refuel with a slice of pizza from Galleria Umberto.

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7. Tour Fenway Park

What is it? The best part about Fenway Park is that it is a blast to visit, even if the Red Sox aren't playing. 

Why go? Public tours are offered year-round, wowing even non-baseball types by detailing the park's colorful history and intricate details.

Don't miss: Take a 60-minute guided tour of Fenway Park using Get Your Guide to see where Jimmy Fallon and Drew Barrymore filmed scenes for their 2005 romance, Fever Pitch.

  • Museums
  • Art and design
  • Harvard Sq

What is it? Harvard’s history and status has allowed it to cultivate one of the most impressive university art collections. 

Why go? Visitors are able to peruse highlights from the Ivy League institution's collection of roughly 250,000 piecesfrom Neolithic sculptures to 21st-century conceptual installations—under one Renzo Piano-designed glass roof. 

Don’t miss: Harvards Museum of Natural History, which houses the famous Ware Collection of Blaschka Glass Models of Plants.

Want to see more of Harvard? Book a tour

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What is it? Summer’s essential sweet is a year-round delicacy in Boston, with iconic and craveworthy creameries found in every neighborhood. Find your favorite by going cone-by-cone.

Why go? We have so many local institutions for frozen fare, like J.P. Licks with branches across the city, Christina’s in Inman Square, Toscanini's with two locations in and Picco in the South End, where you can enjoy gourmet pizza followed by homemade ice cream.

Don’t miss: Far Out Ice Cream at Time Out Market, which swirls fresh fruit into cool twists of soft serve.

  • Movie theaters
  • Independent

What is it? A blockbuster summer activity is seeing a movie under the stars. Sure, you can catch the biggest releases in air-conditioned comfort at one of Boston’s top cinemas (even one of the most beautiful cinemas in the world), but outdoor movie screenings are a fleeting seasonal pleasure.

Why go? With screenings hosted by local movie theaters, museums, parks and more—featuring everything but recent hits to classics—it brings art to the people across the metro area.

Don’t miss: The final Movie Monday of the season at Time Out Market: The Parent Trap on Monday, Sept. 9.

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  • Travel

What is it? A number of beautiful, breezy beaches in the city and beyond are worth checking out this summer.

Why go? Some of the best stretches of sand can be accessed by public transit. Crane Beach offers a shuttle bus from the Ipswich commuter rail station throughout the summer, while Singing Beach and Good Harbor Beach are also accessible by the commuter rail. Wollaston Beach, meanwhile, is the largest public beach along Boston Harbor and is on the Red Line.

Don’t miss: If you head to one of Southie's beaches, grab lunch from the beloved local institution Sullivan’s Castle Island, a snack shack selling fried seafood, lobster rolls and hot dogs.

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What is it? There are many ways to cruise around Boston Harbor, from expert-led boat tours to yachting experiences with dinner and drinks.

Why go? Many Bostonians agree, the city’s skyline is best viewed from Boston Harbor. Plus, have you sat in traffic lately? Some day trips are much better by boat. From Boston, you can take a ferry to Salem, Hingham or Provincetown.

Don’t miss: The classic harbor vessel Spirit of Boston recently got a top-to-bottom makeover with more modern fixtures and finishes. Check out Boston Harbor City Cruises for a variety of brunch, dinner and evening events on board this and other vessels.

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What is it? Boston is famous for its fresh seafood, so enjoying a dozen local oysters at one of the city’s top raw bars is a must.

Why go? Ever since the Union Oyster House opened in 1826, raw oysters have been integral to Boston’s culinary scene. Today, these briny bivalves appear on restaurant menus throughout the city. You'll find locally-sourced varieties including Wellfleet, Cotuit and Glidden Point as well as popular imports like Kumamotos. Oyster happy hours are a great way to sample these goodies at a lower price.

Don’t miss: Island Creek Oysters' farm is a destination-worthy day trip in Duxbury, about an hour south of Boston. The outdoor raw bar boasts views of the harbor where these delicious delicacies grow and thrive. 

  • Things to do
  • The Esplanade

What is it? A public park running parallel to the Charles River, this beautiful greenspace and trail network is a perfect place to get some fresh air.

Why go? The Esplanade attracts runners, cyclists or anyone looking to take a stroll. If you’re lucky, you can snag one of the highly coveted benches that are peppered throughout this pedestrian paradise. 

Don’t miss: The waning days of Night Shift's Esplanade beer garden, which typically stays open through October.

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  • Museums
  • Art and design

What is it? The former estate of Massachusetts merchant Julian de Cordova hosts the regions premier outdoor sculpture park.

Why go? West of the city in the leafy suburb of Lincoln, the 35-acre deCordova Museum & Sculpture Park attracts art lovers year-round. Even during the dog days of summer, it's the perfect place to get some fresh air while checking out world-class art. The ever-changing indoor exhibits provide shelter from the sometimes-fickle elements.

Don’t miss: Yoga sessions, moonlight sculpture tours, live music and more special outdoor events this summer.

What is it? New outdoor dining options, new menus and new views abound in Boston this season.

Why go? While the tried and true best patios in Boston, rooftop spots and outdoor bars are always a good bet on sunny days and pleasant nights, there are several new-ish spots with outdoor dining that should be on your radar. 

Don’t miss: Black Cat @ Vee Vee, a collab between chef Valentine Howell, a 2023 James Beard award-nominee and Jamaica Plain neighborhood favorite, Vee Vee. While still maintaining its cozy vibe, the restaurant and patio has a totally new menu with Afro/Latin Caribbean flair—think: rotating tacos, shrimp tostada, elotes, pineapple buñuelo and more. 

 

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What is it? America’s oldest public park and first botanical garden (established 1634 and 1837, respectively). The dual jewels of the Emerald Necklace perfectly reflect the vision of the venerated landscape architect Frederick Law Olmsted. 

Why go? Splash around the Frog Pond, play softball or tennis, or simply lounge with a book on the 50-acre Boston Common. Across Charles Street, the Public Garden boasts pathways for promenading, formal flower beds and a petite lagoon fringed with weeping willows. 

Don’t miss: The seasonally operated Swan Boats (introduced in 1877), which kids adore.

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What is it? Whale watching isn’t just for school field trips. Hop on one of the boats departing Boston Harbor daily and rediscover how awesome it actually is to get that close to one of the largest mammals on Earth.

Why go? The waters surrounding Boston offer some of the best whale watching opportunities in the U.S. Bring a sweater, park yourself at the hull of the boat for the day and keep your eyes on the water. 

Don’t miss: Don’t make the rookie mistake of shunning sun protection while on the water, else youll resemble one of our famous New England lobsters.

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  • Things to do
  • The Esplanade

What is it? The Charles River, which runs from Boston Harbor out towards Hopkinton.

Why go? Our city loves that dirty water, especially now that isn't quite as dirty anymore. On warm days, the Charles is flowing with activity, with everyone from the Harvard Crew Team to casual kayakers putting their watercrafts into the river. 

Don’t miss: If you want a piece of the aquatic action and don’t own a boat, rentals are available from organizations like Charles River Canoe & Kayak and Community Boating Boston

  • Travel

What is it? Serious hikers may travel to the White Mountains or the Appalachian Trail, but when you just need a little bit of nature, there are plenty of quality hikes near Boston.

Why go? Whether it’s rambling through scenic wooded preserves or exploring waterfront trails, these Boston hikes are perfect for walking off the chaos of downtown.

Don't miss: Just a few minutes outside of Boston proper is the 7,000-acre Blue Hills Reservation with 125 miles of pristine hiking trails. Climb to the top of Great Blue Hill and enjoy an unmatched view of the Hub's skyline.

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What is it? Hot or cold on a humble toasted bun or more modern and upscale like Eventide Fenway’s brown-butter lobster roll on a soft Chinese-style bun, decadent lobster can be found on menus across town any time of the year.

Why go? Nothing’s better than a buttery lobster roll in the summertime. 

Don’t miss: For a low-key, no-frills lobster roll experience, head to Belle Isle Seafood just outside the city in quiet Winthrop. 

  • Attractions
  • Zoo and aquariums
  • Waterfront

What is it? New England’s largest aquarium and one of Boston’s most popular attractions.

Why go? More than 80 African, rockhopper and little blue penguins live in the New England Aquarium’s first-floor display. Watch them go wild during feeding time in front of the Giant Ocean Tank, a massive coral reef exhibit that's home to a myriad of other marine creatures, including sharks and loggerhead sea turtles. The building is designed in such a way that the penguins can be seen from multiple vantage points. 

Don’t miss: Be sure to say hi to the harbor seals in their enclosure outside, which is free and open to the public.

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  • Pizza
  • Somerville
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What is it? Candlepin bowling is uniquely New England—the pins are tall and much thinner than those of standard 10-pin, and balls are closer to softball-sized. A local favorite for playing this regional game is the lovingly maintained Sacco’s Bowl Haven, which dates back to 1939 and now sits inside a pizza restaurant in Somerville.

Why go? This nowling alley has the added perk amazing thin-crust pizza and a great selection of local craft beer.

Don’t miss: Reservations are accepted Monday-Thursday, or on weekends for groups of eight or more only. Call ahead or expect to wait.

  • Eating

What is it? Merai just opened in Brookline from the team behind Boston Thai food favorites, Mahaniyom.

Why go? The cozy pub showcases a fusion of Thai flavors and global techniques, set in an unpretentious neighborhood cocktail bar.

Don't miss: The housemade "hot dog," a pork sausage in a butty bun with the flavors of the spicy-basil stir-fry known as krapow.

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  • Things to do

What is it? What better way to take advantage of the warmer weather than to head outdoors for a city picnic?

Why go? You don't need a reservation—just grab a blanket, pack up your meal (and maybe a sneaky bottle of wine) and find your way to one of the most peaceful picnic spots in Boston.

Don't miss: A hidden gem in Dorchester, Pope John Paul II Park Reservation (aka Pope Park) is a 66-acre Massachusetts state park bordering the Neponset River with easy walking trails, picnic tables and water views.

  • Clubs

What is it? There are many opportunities to laugh your socks off this summer at one of Boston's veteran comedy clubs and other venues. The Improv Asylum in the North End has a loyal following, especially when it comes to the more risque late-night shows.

Why go? Some of America’s most popular contemporary comedians like Conan O’Brien and Bill Burr honed their craft in Greater Boston.

Don't miss: I Mostly Blame Myself, a NYC-based improv comedy troupe, has its first-ever show in Boston on July 13 at the Lyric Stage.

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  • Things to do

What is it? A little slice of Las Vegas in New England, Encore Boston Harbor is a mega-casino resort just outside the city in Everett.

Why go? The 210,000-square-foot complex—which cost nearly $3 billion to build—includes 15 high-end dining and lounge venues, an ultra-premium spa and more than 600 guests rooms for the ultimate staycation. 

Don't miss: The four-season, six-acre Harborwalk features pedestrian and bike paths, a picnic park, a gazebo, viewing decks, waterfront dining and lush green space with magnificent floral displays.

  • Attractions
  • Zoo and aquariums
  • Roxbury

What is it? The citys quaint zoo is a kid-friendly local favorite.

Why go? As fascinating as animals seem on the TV screen, they’re far more impressive in real life. The zoo—whose mission is to inspire people to protect and sustain endangered species—is home to zebras, gorillas, giraffes and a host of other exotic animals that you definitely wouldn’t normally see in the wilds of New England. 

Don’t miss: Franklin Park Zoo recently welcomed a baby Hartmann’s mountain zebra, the first of this zebra species to be born in Boston; as well as a new yellow-billed stork chick and a wattled crane chick.

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  • Attractions
  • Libraries, archives and foundations
  • Back Bay

What is it? The BPL contains approximately 19 million volumes and electronic resources, making it the second-largest public library in the U.S.—coming right behind the Library of Congress.

Why go? At nearly 1 million square feet, the main branch in Copley Square impresses in a way that few libraries can. The original structure, designed by Charles McKim and completed in 1895, now serves as the research library, while an extension (opened in 1972) functions as the general library. Talks, performances and tours delight culture vultures from near and far.

Don’t miss: At the center of the library is a cloistered courtyard, one of the citys most beautiful, tranquil places to read a book.

Want to see more in the area? Book a tour

What is it? Jamaica Pond, part of the Emerald Necklace of parks, is a picturesque, glacial kettle hole and the perfect place for an afternoon sail or stroll.

Why go? Courageous Sailing offers sailing instruction and a new fleet of kayaks and standup paddleboards out of the Jamaica Pond Boathouse. 

Don't miss: The Summer Sundays in the Park series features free, family-friendly evening concerts and movies.

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What is it? One of the coolest streets in the world, Boston’s premier retail strip is perfect for both shopping and people-watching.

Why go? Between Arlington Street and Massachusetts Avenue, there are eight blocks of beautiful brick townhouses housing ultra-luxe designers, chic boutiques and international chains. With a never-ending assortment of galleries, salons, cafés, bars and eateries to explore, you can easily spend an entire afternoon browsing, relaxing and indulging here.

Don’t miss: Le Mari, a new, chef-owned restaurant with a patio opening this summer on Newbury Street.

Need some guidance? Book a tour

  • Museums
  • Art and design
  • Mission Hill

What is it? Modeled on a Venetian palace and mostly untouched from the eccentric collector's time in Boston, the former home of American art collector Isabella Stewart Gardner is a sightseeing gem.

Why go? The museum's most famous treasures remain exactly where Gardner had arranged them, including the empty frames that once held priceless works of art stolen during the infamous 1990 theft. The museum also boasts a flower-filled courtyard that blooms all year long.

Don’t miss: Enjoy free admission on your birthday; anyone with the first name Isabella gets in for free as well.

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  • Attractions
  • Libraries, archives and foundations
  • Fenway/Kenmore

What is it? Located inside the Mary Baker Eddy Library, the Mapparium is essentially a three-story model of the globe built to scale. 

Why go? This colorful sphere runs 30 feet in diameter and can be crossed by means of a glass bridge bisecting its interior. Inside, sound bounces off the rooms rounded walls, amplifying it ten-fold, so keep in mind that there are no secrets in the sphere—no matter how softly you may whisper.

Don’t miss: The 608 stained-glass panels recreate the world as it was in the mid-1930s, when the project was completed. So keep keen eyes on those outdated borders.

Save money on tickets with a Go Boston Pass

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What is it? Head to an outdoor bar in Boston where you can enjoy sun and fun.

Why go? From cheery terraces to waterfront views, these outdoor bars in Boston offer al fresco drinks and a good dose of fresh air. 

Don't miss: Some spots like SRV offer cozy outdoor space to enjoy both excellent drinks and delicious food.

What is it? Boston is blessed with so many historic buidlings open to the public, such as the Old State House and Faneuil Hall. 

Why go? Learn more about the city'sand the country'srich history, in some cases for free.

Don’t miss: Walking the entire Freedom Trail, so you can enjoy the outdoors while seeing national landmarks.

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What is it? Meals on wheels park themselves near the city's busiest picnic spots, like Copley Square, Government Center or the Rose Kennedy Greenway. 

Why go? From gourmet grilled cheeses to ice cream cookie sandwiches, Boston's fleet of wheeled restaurants have a range of fast, fun bites for on-the-go eating.

Don't miss: If you have your heart set on food from a specific vehicle, check social media to see if the company has shared its daily route.

  • Food court

What is it? The food hall trend is exploding in Boston, with a wealth of food halls popping up around the city.

Why go? Spanning numerous cuisines all in one spot, food halls are a great  choice when you’re dining with a group—there’s something for everyone. They make for a great anytime meeting spot; just show up and see what kind of mood you’re in.

Don't Miss: Eataly is a haven for Italian food enthusiasts. The Boston Public Market has fresh produce in addition to prepared foods. And Time Out Market Boston showcases the best of the city under one roof.

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  • Art
  • Galleries
  • South End

What is it? The citys premier artistic hub, SoWa Artists Guild at 450 Harrison Ave. is a veritable hive of creative activity. 

Why go? Many artists open their doors a few times a month for open studio events, where they greet South End residents and visitors. First Fridays (5-9pm) is the flagship event, where more than 200 artists, galleries, shops and showrooms welcome the public for an evening of art, wine, cheese and mingling each month.

Don’t miss: On Sundays, get your fill of art as well as locally grown produce and artisan-made goods at the SoWa Open Market.

  • Museums
  • History
  • Dorchester
  • price 2 of 4

What is it? Located behind UMass Boston’s Dorchester campus, the JFK Presidential Library and Museum occupies a dramatic concrete-and-glass monolith by architect I.M. Pei.

Why go? The multimedia journey through the former president’s life continues to fascinate, as do temporary exhibits and special events that focus on politics, culture and current events. On the ground floor, the stunning atrium commands panoramic views of the sea and the city. Downstairs, the museum contains an extensive display of memorabilia, as well as a series of temporary shows. 

Don’t miss: Wednesday evenings from 5-8pm through August 14, the museum is open free of charge with special themes and make-and-take opportunities.

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What is it? As one of Bostons most densely-packed and unique neighborhoods, Chinatown thrills gourmands with its array of authentic eateries. 

Why go? Many of the citys best Chinese restaurants can be found in Chinatown. Rather than sticking to one spot and eating a single big meal, walk around the area and slowly snack along the way. Some ideas: Stamp your culinary passport at Taiwan Cafe, where you can sample a selection of dumplings and more. At Peach Farm, you can select seafood straight from the tanks.

Don’t miss: Exotic hand-pulled noodles at Gene’s Chinese Flatbread Cafe.

Want to see more of the area? Book a walking tour.  

What is it? Boston’s best clubs might not compare to the nightlife in Miami or Vegas, but there are plenty of popular options for late-night fun.

Why go? With hot spots such as Royale, Venu and Icon, the Theatre District hostss biggest concentration of nightclubs. Newcomers like The Grand, Big Night Live and Mystique offer more elevated late-night options similar to those you'd find in other cities. A far cry from the Top 40 club-banging hotspots on the other side of the river, Central Square has an eclectic assortment of places to shake it like there's no tomorrow. Popular options include house DJ nights at Middlesex Lounge and eclectic throwback parties at Phoenix Landing.

Don’t miss: If toe-tapping along to live jazz is more your speed, check out Grace by Nia for soul food and some smooth music. 

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  • Pubs

What is it? Boston’s collection of cozy, welcoming Irish pubs like The Burren and The Druid all but guarantee a lively night of craic

Why go? In a city chock full of proud Irish expats and Irish-Americans, it’s little wonder why Boston is brimming with an excess of quality pubs. To get the full experience, head in on a spirited trivia night, or during a live performance of authentic Irish music.

Don’t miss: For a centrally-located option with nightly live tunes, look no further than the Black Rose.

  • Things to do
  • South Boston

What is it? A neighborhood tradition, where local yuppies finish the weekend strong with long, boozy brunches. 

Why go? In more recent years, South Boston has become known for its high concentration of young professionals who are always down for a good time. Sundays are no exception, and nearby restaurants cater to the crowds with creative brunch specials, buckets of bubbles and lots of beer. Kick off your Sunday Funday festivities at popular brunch spots like Lincoln, The Broadway and Loco. True troopers continue their day drinking at bars like Stats and Lucky’s Lounge. 

Don’t miss: Hydrating, especially if you’re over the age of 25 and have work on Monday morning. 

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  • Things to do

What is it? Not all of the best things in life come for free. But gratis enjoyments can be found all around Boston, a city known for its high cost of living.

Why go? A simple stroll throughout Boston makes for a pretty great cheap date, owing to the city’s ample history, architecture, museums, green spaces and exciting performances.

Don't miss: The city's museums are world-class, even more attractive on their various free days.

What is it? For a city that’s often limited by its strict, booze-related blue laws, we sure have a fine collection of breweries. 

Why go? Historically, Boston's most recognizable brewer was Samuel Adams, the Revolutionary and “maltster” for whom the city's biggest beer brand is clearly named. Tourists are encouraged to visit the Samuel Adams Brewery in Jamaica Plain, but also need to explore the Hub's booming craft brew scene. Join locals in tasting small-batch, farmhouse-style ales at Fort Point’s Trillium Brewing Company, or experimental suds at Somerville’s Aeronaut Brewing Company, founded by a science-focused trio with MIT connections.

Don’t miss: Any of the lively, beer-fueled festivities at the Harpoon Brewery.

Best restaurants in Boston by cuisine

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