5 Haute Spots for Rooftop Sipping in Boston

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Summertime is all about hitting the rooftops and enjoying some sips in the sun. Here’s a look at five of the best places in Boston to do just that.

1 Lookout Rooftop and Bar

Tucked inside The Envoy Hotel over in the Seaport District is one of the newest additions to rooftop sipping. If you haven't been to Lookout Rooftop and Bar yet, consider this your formal invitation. With the predicted weather forecast this week looking bright and sunny, there is no better place to take in the beautiful skyline views of the city and Boston Harbor. Sip on a flirty cocktail like the vodka "Look, But Don't Touch" or have some fun with a tequila spiked "Come Play with Me."
70 Sleeper Street Boston, MA 02210

2 Legal Harborside

Over at Liberty Wharf, seafood lovers unite at Legal Harborside's third floor roof deck. There is a four-season rooftop lounge that opens up to beautiful skyline views of the city during the warmer months when the glass walls and ceilings are retracted. In the winter, you can still enjoy views of the harbor from inside the fully enclosed glass-walled space and warm up by the copper-clad fireplace. Order up a rum punch to go alongside a sampling of spicy Red Dragon tuna roll topped with wasabi mayo and tempura flakes.

3 [email protected]

Sipping and dipping is the name of the game at [email protected] Located in the Theater District, this unsuspecting newbie made a splash on the drinking scene with its rooftop pool. Here, you can rent a cabana to escape the sun and sip all day on fun cocktails like the Boston Common Cucumba or a Berry Vojito. If you come with a large group, be sure to try a pitcher of the rooftop red or wicked white sangria.
200 Stuart Street Boston, MA 02116

4 Rooftop Pool at The Colonnade Hotel

Locals know it best as the RTP (rooftop pool) at The Colonnade Hotel where you can chill out on a daybed during the afternoon hours while sitting by the pool and sipping on a craft cocktail. You can also rent a cabana and hang out here all day until the sun goes down over Back Bay. Lunch and snacks are provided from the hotel's on-site restaurant, Brasserie Jo.
120 Huntington Avenue Boston, MA 02116

5 Daedalus

There isn't a prettier rooftop bar than Daedalus' near Harvard Square. The former greenhouse has been converted into one of the most popular rooftop bars in town. Sip on a cocktail here after work or come for a leisurely Sunday brunch complete with mimosas and Bloody Marys. The lively rooftop features couches and tables where you can snack on pan seared crab cakes or Thai mussels while sipping on a glass of chardonnay.
45-1/2 Mount Auburn Street Cambridge, MA 02138
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