21 Broad St.
Boston, MA 02109
Located between State Street and Central Street in Boston’s Financial District, Market is a lounge and New American-style dining establishment that picks up some serious business on late nights and weekends as a social hotspot for its upscale business clientele. Market hosts lots of after-work cocktails and mixers within its multiple levels, including a popular hangout spot on the roof deck. Dancing and DJ sets are also the norm here at Market.
250 Hanover St.
Boston, MA 02113
Ristorante Fiore is known for its upscale atmosphere and classic Italian cuisine, with a wait to be expected for normal dinner service, never mind a table out under the stars. Still, the wait is worth it for Ristorante Fiore’s wonderfully decorated roof deck dining, as it simply packs a romantic and atmospheric punch. Friendly, energetic service and Ristorante Fiore’s foodie-approved take on comforting Italian makes this place a deck dining no brainer.
Related: Boston’s Best Spring Salads
Poe’s Kitchen at the Rattlesnake Bar
384 Boylston St.
Boston, MA 02116
Poe’s Kitchen at the Rattlesnake Bar specializes in elevated comfort food classics; the sort of stick-to-your-ribs pub and family table fare that evokes memories of childhood and mom’s kitchen. This inviting culinary idea is somehow made even more delicious when the food is enjoyed on the rooftop dining area here at the Rattlesnake, a spot which gives diners a great view of Boylston Street and the city’s Back Bay area. Sure, the atmosphere within the bar itself is cool and relaxed, but in the summer, it’s all about the roof.
Atlantic Beer Garden
146 Seaport Blvd.
Boston, MA 02110
For the average Bostonian diner, the idea of eating out on the city’s southern-centered Waterfront area is a pleasant one in and of itself, but add in the possibility of enjoying that spectacular ocean view on a roof deck of a beer garden? Well, that is clearly a good time in store for all. This is particularly true here at the Atlantic Beer Garden on Northern Avenue, which is a place many Southie citizens come to after work for a cocktail or to enjoy a few beers with friends. Weekends are particularly loud and busy here at the Atlantic Beer Garden, proving that good word travels fast about that spectacular rooftop view.
1270 Boylston St.
Boston, MA 02215
Looking for a fantastic rooftop view of Fenway? Look no further than the aptly titled Baseball Tavern on Boylston Street, as this local favorite ensures its view of the iconic baseball park are some of the city’s best. The deck here at the Baseball Tavern is closely watched by staff to ensure that it never overcrowds, while the dive bar atmosphere, cheap eats and cold beer keep this local watering hole’s down home reputation intact amongst the townies. Red Sox fans should definitely check this place out to soak up all of the cultural atmosphere.
George Pacheco has been writing professionally about arts and entertainment for over a decade. A graduate of the University of Massachusetts Dartmouth, George currently resides in a humble New England home with his wife, cat and massive music and film collection. His work can be found at Examiner.com.