When you really want to take advantage of the warm weather in the city, head to one of the many rooftop bars and restaurants in Boston. Spread throughout the city, each offers its own special views, food, drinks, and atmosphere. You will not be disappointed with these 13 spots:
Located right in Liberty Wharf on the Boston Waterfront, you will find Legal Seafood’s Legal Harborside. Featuring three floors of space for dining and drinks, this 20,000 square foot restaurant and bar is the place to go for all your favorite seafood dishes. Best of all, the third level boasts their promenade deck, featuring a retractable glass roof and walls, so you can hit up the roof deck, no matter what the weather brings. Here you’ll find a smaller menu than the rest of the restaurant with sushi and other shareable plates and small bites. If you have a group, try out one of their sushi party boats, and have your phone ready for an Instagram. Other popular menu items are the Harborside Tempura Lobster Roll, Clam Chowder and the signature Legal Harborside Sangria. This rooftop bar is popular for tourists and locals alike, so plan to head there right before the post-work crowd arrives for prime seating.
In South Boston, known by locals as “Southie,” new restaurants and bars pop up regularly and Coppersmith has become one of the best spots to enjoy food and drink outdoors. It’s a converted warehouse with food trucks right inside that serve delicious bites to go with their full menu of comfort food specialties, ranging from a South Carolina Pulled Pork sandwich to Korean Short Ribs and more. When the weather is warm, the garage-style doors are opened to let in the fresh air and that’s when people flock to the roof deck for sunshine, cocktails and corn hole games. There’s limited seating on the roof deck, but plenty of standing room to hang out while you wait for a table – just grab a drink and a bite from the raw bar menu at the Airstream trailer.
YOTEL Boston's Sky Lounge
Brand new to Boston’s Seaport neighborhood as of June 2017, YOTEL Boston’s Sky Lounge is one of the city’s few year-round rooftop bars and the highest in the Seaport. From 12 floors up, you’ll get to take in Boston Harbor and the city skyline, all while enjoying craft cocktails, local beer, wine and small bites, such as cheesesteak spring rolls, BBQ pork sliders or butternut squash and herb ricotta flatbread. They also offer weekly entertainment – think fun events like “Fashion Friday” – and have DJs every Saturday.
The Envoy Hotel’s Lookout Rooftop & Bar
Also in Boston’s Seaport District and a year-round bar with a view, the Lookout Rooftop & Bar quickly became a must for drinks with a view when it opened. In the summer months, you’ll find both travelers and locals flocking to this spot and you can take our word for it that the scenery won’t disappoint. But what makes this bar unique is what goes on when the temps drop and winter hits. That’s when they bring out six illuminated, heated igloos that fit up to 10 people, each with an adjustable heater, fleece blankets and even a button to request a drink so you can stay nice and cozy. While you’re up there, try the popular Mulled Toddy, Senior Mint or Rose Fitz drinks. While the rooftop serves drinks only, you won’t want to miss a meal at the hotel’s restaurant, Outlook Kitchen and Bar, on the ground floor.
Take a walk through the charming neighborhood of Charlestown and you’ll come to Pier 6 along the waterfront with stunning views of the city. This is a popular restaurant for brunch and fresh, local seafood, complete with delicious drinks. The roof deck is one of the best spots to sit and enjoy a nice meal. For dinner, try their acclaimed lobster roll or Pier 6 bolognese. If you’re in the historic North End during the day or plan to head anywhere downtown post-dinner, hop on a water taxi that will drop you off or pick you up right by the restaurant.
Right by Fenway Park, Baseball Tavern is the best place for pre- or post-Red Sox partying. Get there early to grab a spot on game day, where you’ll be able to see and hear the energy from the park and also catch the game on their outdoor TVs. Grab some beers and classic bar fare even when the Sox aren’t playing on one of their three floors. They even have pool tables and video games as well.
Right in Harvard Square in Cambridge, Daedalus is a place loved for the option to dine and drink on the roof deck, with views of the area. There are even heat lamps for the not-so- sunny days, so keep that in mind on your visit. They serve lunch daily, brunch both days of the weekend, and dinner and drinks 7 days a week until 10:30 pm.
Boston College students and Allston/Brighton locals can’t get enough of the cheap beers and happy hour food specials at Cityside. Located right in Cleveland Circle, they also have a roof deck, worth a spot on the list. A perfect spot for a sandwich and a beer, Cityside is a casual restaurant and bar to take advantage of summer weather.
The Taj Boston
On the 17th floor of this luxury hotel, you’ll find beautiful views of key Boston landmarks and neighborhoods: the Public Garden, State House, Charles River, Back Bay and even Fenway Park. This rooftop bar is only open to the public seasonally for monthly pop-up lounges, so be sure to check their website and plan accordingly rather than popping in, as you’ll also need a ticket. Regardless of which event you attend, it’s almost a guarantee that rosé, sangria and other cocktails and spirits will be served, along with a custom menu of light bites to enjoy.
This outdoor rooftop lounge, located on top of the Revere Hotel, is one of the trendier summer spots in the city. Rooftop@Revere overlooks Boston’s Back Bay neighborhood. During the day, guests swim in the indoor heated pool and relax in the cabanas and couches. At night, it’s a great spot to have a drink and fresh, local bites, such as a lobster roll. Before visiting, keep in mind that the Rooftop@Revere is open during the warm weather months, typically starting in May, so double check it’s open before you go if it’s around that time or the end of summer.
Set in the North End, where you’ll find the best Italian food in the city, is Ristorante Fiore, which has been a popular place to dine out for many years. The family-owned restaurant prides itself on its seasonally-inspired, classic Italian menu, which takes everything you’d have on Sunday dinner at an Italian household and takes it to the next level. Sit up on the roof deck overlooking Hanover Street, enjoy your meal and cap it off with an espresso martini and dessert.
Rooftop Pool at the Colonnade Hotel
This is a popular destination for taking a dip with a cocktail during summer days, with its beautiful pool and even better view. But even as the evening hits, you’ll find people flocking to this roof deck for delicious cocktails – think Not Your Mother’s Lemonade and the Hibiscus Julep – and food ranging from various sliders and appetizers, to Boston’s famous Regina Pizzeria pizza, straight from the North End.
Over the Charles at the DoubleTree Suites by Hilton Hotel Boston – Cambridge
On this rooftop lounge, you’ll get the best of both worlds when it comes to views. To one side, the beautiful city of Boston, and on the other, the Cambridge Skyline. It’s an open patio with comfortable seating where you’ll find everything from a nice cold beer to other seasonal beverages, along with bar bites that include menu items such as oysters, housemade chips and onion dip, salads and more. If you’re in town visiting Harvard, you’ll be walking distance or a quick drive from this bar. Over the Charles opened May 31 for summer and they have a special Fourth of July viewing event that you won’t want to miss, so plan to book tickets for that early if you’ll be in the city over the holiday.
Right in Financial District, Market offers a variety of rooms to hang out in, as well as a roof deck. Formerly known as Black Rhino, it is a prime spot for after work drinks or even to spend weekend nights. Though you won’t find notable views like some of the other options that made this list, they do offer a unique rooftop atmosphere for enjoying the warm weather, with food and drinks.