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A pink plush banquette curved around the corner of a dining room with windows retracted behind to show rooftop views.
Rooftop dining at its finest.
Douglas Friedman/Contessa

Where to Dine on Rooftops in and Around Boston

Don't just get outside — get up high and take in all the views Boston has to offer

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Rooftop dining at its finest.
| Douglas Friedman/Contessa

Outdoor dining season isn’t just about secret gardens and sidewalk dining. It’s for taking it high above the city’s sidewalks to soak in spectacular views at rooftop dining and drinking spots in and around Boston. From breweries with expansive patios to upscale lounges with birds-eye views, the Boston area has a lot on offer.

(Note that rooftop dining areas are typically weather-dependent and may close with little notice; it’s best to check directly with a restaurant for updates before heading over.)

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Felipe's Taqueria

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Get ready to dig into some tacos, burritos, and margaritas on the roof at one of Cambridge’s popular taquerias. Situated in the heart of Harvard Square, the Felipe’s rooftop is a summertime party fueled by tequila.

Charlestown’s Pier 6 offers full panoramic views of downtown Boston and plenty of deck space to enjoy a warm afternoon or an evening on the water. The restaurant’s raw bar brings oysters, scallop ceviche, and shrimp cocktail to the table, while bigger dishes like steak frites and fish and chips add heft to the menu.

The Lexington

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From the team behind Cambridge’s smash-hit restaurant Puritan & Company, the Lexington — several restaurants under one roof — includes an upper-level greenhouse-like bar and restaurant that spills out onto a roof deck; there’s also a cafe and an Italian restaurant downstairs. Whether you’re indoors or outdoors on the upper level, you can order from a comfort food-filled menu that includes dishes like a French onion grilled cheese sandwich, beer-battered fish tacos, and more.

Daedalus

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This 20-year-old Harvard Square mainstay attracts professors, students, and visitors to dine on its serene perch dotted with umbrellas. The menu has something for everyone — from veggie pasta to burgers and seafood risotto.

TopDeck at Cunard Tavern

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In East Boston, Cunard Tavern’s cozy roof deck offers skyline views and can be rented for private events. Keep an eye on Instagram for food and drink specials and other updates.

Sam Adams Boston Taproom

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Sam Adams expanded its empire a couple years ago, opening a multi-level taproom — complete with roof deck — steps from Faneuil Hall. The bustling downtown spot is family-friendly.

Lookout Rooftop at the Envoy Hotel

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Alongside stunning water and skyline views, the Envoy Hotel’s rooftop cocktail bar serves up chowder, churro fries, and little burger sliders with guacamole and pickled red onions.

Contessa

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Sink into the opulent Italian restaurant’s plush surroundings while basking in birds-eye views of Newbury Street. On days when the weather is nice, the team will retract the restaurant’s windows for breezy open-air dining.

Trillium Brewing Company

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Trillium’s sprawling Fort Point brewery and restaurant features a large, sunny roof deck (as well as ground-level courtyard dining). On the roof, open Friday through Sunday when weather permits, enjoy a variety of draft pours.

Legal Sea Foods

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With expansive waterfront views, Legal Harborside’s third floor offers rooftop dining, featuring sushi and other seafood dishes. Part of the space is open year-round, with glass walls and a fireplace keeping things cozy in the winter. The walls and retractable roof open up in the summer, along with additional patio space.

Dorchester Brewing Company

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Dorchester Brewing Company completed a big expansion recently, featuring — among other perks — a four-season rooftop greenhouse dubbed the Hopservatory, which has indoor and outdoor space. Drink beer, and grab some barbecue from in-house restaurant M&M BBQ.

Alba Restaurant and Zef Cicchetti & Raw Bar

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For rooftop dining in Quincy, head to the Mediterranean steakhouse Alba or its sibling and neighbor Zef Cicchetti & Raw Bar; they share a huge rooftop decorated with greenery (including a produce and herb garden), plenty of seating, and a bar.

Felipe's Taqueria

Get ready to dig into some tacos, burritos, and margaritas on the roof at one of Cambridge’s popular taquerias. Situated in the heart of Harvard Square, the Felipe’s rooftop is a summertime party fueled by tequila.

Pier 6

Charlestown’s Pier 6 offers full panoramic views of downtown Boston and plenty of deck space to enjoy a warm afternoon or an evening on the water. The restaurant’s raw bar brings oysters, scallop ceviche, and shrimp cocktail to the table, while bigger dishes like steak frites and fish and chips add heft to the menu.

The Lexington

From the team behind Cambridge’s smash-hit restaurant Puritan & Company, the Lexington — several restaurants under one roof — includes an upper-level greenhouse-like bar and restaurant that spills out onto a roof deck; there’s also a cafe and an Italian restaurant downstairs. Whether you’re indoors or outdoors on the upper level, you can order from a comfort food-filled menu that includes dishes like a French onion grilled cheese sandwich, beer-battered fish tacos, and more.

Daedalus

This 20-year-old Harvard Square mainstay attracts professors, students, and visitors to dine on its serene perch dotted with umbrellas. The menu has something for everyone — from veggie pasta to burgers and seafood risotto.

TopDeck at Cunard Tavern

In East Boston, Cunard Tavern’s cozy roof deck offers skyline views and can be rented for private events. Keep an eye on Instagram for food and drink specials and other updates.

Sam Adams Boston Taproom

Sam Adams expanded its empire a couple years ago, opening a multi-level taproom — complete with roof deck — steps from Faneuil Hall. The bustling downtown spot is family-friendly.

Lookout Rooftop at the Envoy Hotel

Alongside stunning water and skyline views, the Envoy Hotel’s rooftop cocktail bar serves up chowder, churro fries, and little burger sliders with guacamole and pickled red onions.

Contessa

Sink into the opulent Italian restaurant’s plush surroundings while basking in birds-eye views of Newbury Street. On days when the weather is nice, the team will retract the restaurant’s windows for breezy open-air dining.

Trillium Brewing Company

Trillium’s sprawling Fort Point brewery and restaurant features a large, sunny roof deck (as well as ground-level courtyard dining). On the roof, open Friday through Sunday when weather permits, enjoy a variety of draft pours.

Legal Sea Foods

With expansive waterfront views, Legal Harborside’s third floor offers rooftop dining, featuring sushi and other seafood dishes. Part of the space is open year-round, with glass walls and a fireplace keeping things cozy in the winter. The walls and retractable roof open up in the summer, along with additional patio space.

Dorchester Brewing Company

Dorchester Brewing Company completed a big expansion recently, featuring — among other perks — a four-season rooftop greenhouse dubbed the Hopservatory, which has indoor and outdoor space. Drink beer, and grab some barbecue from in-house restaurant M&M BBQ.

Alba Restaurant and Zef Cicchetti & Raw Bar

For rooftop dining in Quincy, head to the Mediterranean steakhouse Alba or its sibling and neighbor Zef Cicchetti & Raw Bar; they share a huge rooftop decorated with greenery (including a produce and herb garden), plenty of seating, and a bar.

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