From Lookout’s stunning views of the Seaport to Felipe’s Taquería’s cozy rooftop with twinkling lights and scrumptious tacos, these awesome Boston rooftops have it all! We’ve put together a list of rooftops you ought to check out, and to make it easier for you to find them, we’ve even mapped them out in a neat little map you can find at the end of this article.
1. Coppersmith Boston, South End
This vintage-inspired rooftop in the South End is perfect for low key drinks with friends. The rooftop serves a bevy of craft beers and home-made cocktails out of an awesome vintage Airstream. Cocktails also include large format carafes ($30/60) of margaritas, “Red Citrus Sangria” (Montepulciano, Peach Liquor, Dark Rum, Cinnamon,
Lemonade, Orange Juice, Topped with Soda) and “Peach Blossom Sangria” (Sauvignon Blanc, Kettle One Peach & Orange Blossom Vodka, Orange Liqueur, Lemon, Lime, topped with Soda).
Find Coppersmith at 40 W 3rd St, South Boston
2. Earl’s Kitchen + Bar, Prudential Center
This lovely rooftop garden at Prudential serves some excellent craft cocktails, including a Passion Fruit Moscow Mule with passion fruit, pineapple and tiki spice ($12.25). Pair it with one of their international comfort dishes and you’ve got yourself the recipe for a super chill night out with friends!
Find Earl’s at the Prudential Center on 800 Boylston St #107
3. Felipe’s Taqueria, Harvard Square
Enjoy some of Boston’s best Mexican food at Felipe’s in Harvard Square and get your fill of tacos, quesadillas and churros paired with a refreshing glass of frozen margarita or horchata! Their roof deck opens when the weather’s nice, so check the forecast before you go out.
Note: Felipe’s rooftop doesn’t take reservations, so you might have to wait in line for a bit!
Find Felipe’s at 21 Brattle St, Cambridge
4. Legal Harborside, Seaport
This breezy waterfront enclave is perfect for cozying up with a glass of wine and watching the sunset over the city. On their menu, you’ll also find some excellent seafood sharable plates and sushi.
Find Legal Harborside at 270 Northern Ave
5. Lookout At The Envoy, Seaport
Do you even live in Boston if you haven’t taken the designated sunset picture at Lookout? The Envoy’s rooftop bar is a total must on any Bostonian’s bucket list and it’s perfect for watching the sunset while sipping on your favorite cocktails. The Lookout Rooftop at The Envoy even made it one Bumble’s list of ‘The Best Date Night Spots in America!’
Find Lookout Rooftop and Bar at 70 Sleeper St
6. Pier 6, Charlestown
At Pier 6, you’ll be able to dig into a shrimp cocktail and some lobster rolls while watching the boats sail across the Boston Harbor. This serene waterfront enclave also offers some super interesting and enticing boozy concoctions including its “Percy Fawcett” ($15) with ocho blanco tequila, jalapeño infused, lemon, orange bitters, agave.
Find Pier 6 at 1 8th St, Charlestown
7. Rooftop at Revere, Back Bay
This 16,000-square-foot rooftop is one of the largest ones in the city. Sip on a “Boston Botanical Gardens” ($17)–with ketel one botanical peach & orange blossom vodka. The Revere Hotel’s Rooftop offers stunning 360-degree views of Downtown Boston. It’s closed for the winter but opens early 2023, one to add to the bucket list! They also have a beautiful, enclosed rooftop pool open to hotel guests and non-guests for a fee.
Find it at 200 Stuart St
8. Contessa, Back Bay
Perched atop the Newbury Boston, one of Boston’s most glamorous hotels, Contessa is an airy conservatory filled with luscious plants, cozy seating, delicious food, and lots of sunshine during the day. Its glass roof gives it an open-air feel even during the chilliest of weather, and when it’s warm outside, the retractable glass panel walls open for outdoor dining.
Find Contessa at 3 Newbury Street, Boston, MA 02116
9. The Sinclair, Harvard Square
This Harvard Square favorite serves excellent seasonal cocktails with a side of live performances. It’s perfect for a fun night out!
Find it at 52 Church St, Cambridge
10. Yotel’s Deck 12, Seaport
Sip on some excellent craft cocktails while you take in the gorgeous skyline views of Downtown Boston. While you’re at it dig into one of Deck 12’s many creative bar bites like truffled parmesan popcorn ($7) and poke tuna taco bites ($16)!
11. Lifted Rooftop and Pool at the Omni Boston Hotel
Seaport’s only rooftop pool, open year-round might we add, is the hottest addition to this modern neighborhood. The pool deck offers panoramic city views with crystal-clear glass encasement. Lifted is a fifth-floor urban oasis boasting skyline and rooftop pool views paired with a refreshingly whimsical menu. Come spend the whole day here and finish with dinner at the hotel’s French restaurant, Coquette.