Things to Do in Boston (2025)

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 on 2025.08.18
11 Places
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From legendary jazz to dumpling classes, brewery rooftops, and harbor-side distilling, this 2025-ready list spotlights independent spots locals swear by. Plan a day that feels like Boston—then go taste, listen, and paddle.

Trillium - Fort Point

Brewery · South Boston Waterfront

Boston’s homegrown brewery turned Seaport staple pairs hazy IPAs with an all-day taproom, seasonal patio, roof-deck pours, and a music-forward Headroom Hi‑Fi lounge. Often cited by local editors, it’s where modern Boston beer culture feels most alive.

https://trilliumbrewing.com/pages/faq

Wally's Cafe Jazz Club

Jazz club · Roxbury

Family‑run since 1947, this South End landmark is Boston’s grittiest, most authentic jazz room—long a training ground for Berklee and Conservatory musicians. Celebrated by Time Out and chronicled by the Boston Globe, it’s live, local, and up close every night.

https://wallyscafe.com/
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Comfort Kitchen

Restaurant · Dorchester

Set in a restored 1912 comfort station, this immigrant‑owned restaurant connects the African diaspora with New England seasons. Named to The New York Times’ 25 Best Restaurants in Boston and a James Beard Best New Restaurant nominee, it’s a neighborhood beacon.

https://www.comfortkitchenbos.com/

Neptune Oyster

Seafood restaurant · North End

A tiny North End raw bar with outsized influence: lobster rolls and impeccably shucked oysters draw lines, while the johnnycake wins critics. Featured by Condé Nast Traveler and a regular on Eater Boston’s essential lists, it rewards patience—bar seats are gold.

https://www.neptuneoyster.com/
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Santarpio's Pizza

Pizza restaurant · East Boston

An East Boston institution since 1903, this family operation serves char‑edged pies alongside signature lamb skewers and sausage. Celebrated by Eater Boston and an enduring Boston Magazine favorite, it’s old‑school flavor with serious neighborhood pride.

https://www.santarpiospizza.com/

Boston Public Market

Farmers' market · Downtown

A year‑round indoor market where every vendor sources from New England. Beyond great bites, you’ll find cooking classes, tastings, and tours—an easy way to meet local makers and taste the region in one stop.

https://bostonpublicmarket.org/visit/
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Mei Mei Dumplings - Factory, Cafe and Classroom

Cafe · South Boston

The woman‑owned evolution of a beloved food truck now teaches hands‑on dumpling classes and hosts events in South Boston. Led by a James Beard Award–winning cofounder and highlighted by Time Out and Eater, it’s delicious, educational fun.

https://meimeidumplings.com/cafe
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Dorchester Brewing Company

Brewery · Dorchester

Community‑minded and unabashedly local, this taproom offers a four‑season rooftop greenhouse with skyline views, M&M BBQ comfort food, and even the Museum of Bad Art. A favorite of local food writers for relaxed, neighborhood‑first vibes.

https://www.dorchesterbrewing.com/our-tap-room/
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Boston Harbor Distillery

Distillery · Dorchester

Founded by a pioneer of Boston’s craft‑drink scene, this waterfront distillery tours a historic 1800s mill while pouring small‑batch whiskey, gin, and more. Recognized by Boston Magazine and covered by Time Out, it’s a spirited slice of Dorchester history.

https://bostonharbordistillery.com/

Paddle Boston: Allston Brighton

Boat rental service · Allston

An independent outfitter that gets you onto the Charles for skyline sunset tours or easy paddles between Allston and Kendall Square. Locals recommend it for a different perspective on Boston—no experience required.

https://paddleboston.com/rentals/our-locations/boston-allston-brighton/
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Trident Booksellers & Cafe

Cafe · Back Bay

Independently owned since the 1980s, this Back Bay bookstore‑cafe is a community hub with poetry open mics, film nights, trivia, and author events. Beloved by locals, it’s perfect for lingering over pancakes and a new paperback.

https://tridentbookscafe.com/events
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