Best rooftop bars in Boston
This Theater District hotel boasts one of the liveliest rooftop scenes in the city, an amalgam of stylishly dressed waitstaff, equally well-outfitted guests, and a smorgasbord of tropical drinks and shareable munchies. Lounge on a reserved couch or chill by the indoor, glass-enclosed pool. The seventh-floor perch offers a beautifully distracting, 270-degree vantage point from which to gaze down upon the busy streets below. After 5pm, the rooftop is free and open to all; non-hotel guests can purchase day passes prior to 5pm.
When you want to show off the city’s most dynamic neighborhood to an outsider, take them to Legal Harborside’s roof deck. The plush lounge seating offers a serious upgrade on run-of-the-mill patio seats, though everyone’s too busy gawking at the spectacular harbor views to notice. An impressive wine list and seafood-focused menu provide everything needed for a warm weather soirée (namely, sparkling rosé and oysters).
Majestically perched atop the Seaport’s Envoy Hotel, this expansive, eighth-story spot places a premium on luxurious comfort, thanks to stylish lounge seating and top-shelf cocktails. The skyline and sunset views alone are worth the queues at both the elevator and the bar; expect to wait when visiting after-work or before a concert at the nearby Blue Hills Bank Pavillion.
Home to one of the city’s most famous rooftop hangouts, this Back Bay hotel has revamped its 12th-floor oasis numerous times over the years. A mix of hotel guests and local scenesters rub lotion-covered shoulders while cooling off during Boston’s summer months. Private cabanas cater to the truly indulgent, while most patrons head to the bar to order a frozen cocktail alongside swordfish tacos or a lobster roll. Closed to the public on weekends, the rooftop is open to non-hotel guests (for a fee) on weekdays.
Located on a marina in the Navy Yard, Charlestown’s most popular outdoor drinking and dining spot provides intimate views of Old Ironsides. A colorful mix of locals gaze out on to the city's skyline while nibbling on selections from a crowd-pleasing, seafood-heavy menu. A straightforward assortment of drink options is on hand to help patrons imagine they're on the Cape.
Housed in a former greenhouse on the outskirts of Harvard Square, Daedalus has been a longtime favorite of Cantabrigians seeking open-air environs. The roof deck is serene and spacious, a perfect spot for after-work drinks or a hungover brunch. Large umbrellas protect the sun-phobic, while ceiling fans cool down the covered tables; flower boxes add a bit of color to the mix. A solid beer and cocktail list combined with a (normally) calm crowd adds up to a dependable standby.
Southie's premier roofdeck is one of the city’s biggest; the 3,000-square-foot space is outfitted with a vintage Airstream trailer-turned-bar. A youthful, social crowd packs the rustic picnic tables to sip on local craft beers and well-made cocktails. An assortment of globally-minded comfort fare and flavorful, straight-from-the-smoker barbecue satiaties the masses. When there's a big game, the crowds duck inside to follow the action on a pair of 160-inch projector screens.
An oldie but goodie in the heart of the North End, Fiore’s rooftop bar feels like a European café crossed with a small sports bar. Wrought-iron seating and an exposed-brick bar add to the atmosphere. Over at the sit-down tables, an enormous wine list joins forces with a classic Italian menu, though a glass of prosecco and a margherita pizza are all you need to complement the breezy atmosphere.
Sox fans looking for an old-school, pre- or post-game hangout pack this mainstay's breezy rooftop patio whenever the weather allows. A mini-replica of the Green Monster anchors a deck that also includes Adirondack chairs, flatscreens and a tucked-away bar hidden beneath an overhang. A simple menu of apps and sandwiches keeps energy levels high. Canopies for daytime shade give way to allow glorious views of Fenway Park after dark.
See the best rooftop bars in America
Elevate your drinking game at our favorite rooftop bars across the country, from elegant aeries to bare-bones patios