Plus: There’s a complimentary (weather-dependent) seasonal water taxi directly to the equally scenic East Boston sister spot, ReelHouse.ġ 8th St., Boston (Charlestown), 61,. Downstairs, there’s an outdoor bar, with rosé magnums and cocktails like the Captain’s Mistress, a refreshing sparkler with tequila, Aperol, grapefruit juice, rhubarb bitters, and cava.
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Brian Samuels Photography Pier 6ĭine in full view of the historic Charlestown Navy Yard and the USS Constitution on the roof deck, or on the huge, first-floor patio. It pulls out plenty of heaters to stay open during the winter, too.Ħ5 Seaport Blvd. Perched a dozen floors high at the Seaport’s Yotel, a hotel brand that offers trendy urban travelers budget-conscious rates for cruise-ship-cabin-sized rooms, Deck 12 is a small but stylish lounge that welcomes overnight guests and any other wandering soul seeking al fresco dinner, drinks, or weekend brunch.
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In all instances, the people-pleasing New American eats and drinks, from sangria to some dessert-friendly Scotch and ports, remains a reliable social lubricant.Ĥ5.5 Mt. At this point, it has one of the oldest rooftop dining scenes in the area, still full of garrulous grad students who either sound like they’re on double dates or as though they’re practicing for debate club. In Harvard Square, a neighborhood that has transformed dramatically over the last decade, enduring hangouts like the 20 year-old Daedalus take on a kind of mythic quality now. Currently open Thursdays through Sundays only, the deck has slim square-footage-so reserve a table in advance if you want to soak up the wharf-side breezes while wolfing down a corn salad-tossed lobster roll with a craft brew.Ģ4 Orleans St., East Boston, 61,. It feels like you’re cocktailing atop a shipping container at Cunard Tavern’s so-called TopDeck in East Boston, a great place to see a spring or summer sunset over the western horizon. As the first foray into Massachusetts from Major Food Group-a well, major food group with two-dozen swanky restaurants in major cities around the world-Contessa has enclosed the rooftop space with retractable glass panels and roofing, so it can serve as a four-season dining destination too.ġ Newbury St., Boston, 88, .Ĭunard Tavern in East Boston Brian Phillips Photography Cunard Tavern ContessaĪnother upcoming addition to Boston’s rooftop-dining options, Contessa is a Northern Italian-inspired restaurant slated to open in June at the Newbury Boston, the Public Garden-side luxury hotel that recently replaced the Taj. If you’d like to spread out a bit more, you can also reserve a cabana-outfitted with chaise lounges, a TV, and mini-fridge-for up to six guests.ġ20 Huntington Ave., Boston, 61,.
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Reopening for the season on May 28, the Colonnade’s super-popular rooftop pool deck, a fine place to suck down fruit cocktails before taking a cooling dip, allows non-hotel guests to visit for a $45 per guest fee, plus a $20 minimum on food and drink. Enjoy your anthropological studies with something from Cityside’s “Hangover Cures 101” menu of brunch cocktails, including a boozy iced coffee with peanut butter whisky and Reese’s Pieces candies.ġ960 Beacon St., Brighton, 61,. A popular watering hole for Boston College grad students and their Brighton neighbors since ’85, Cityside is a friendly, straightforward city tavern with great people-watching, thanks to its roof deck overlooking Cleveland Circle and the comings and goings of the Green Line’s C trains.