5 Best Nightlife in Boston, Massachusetts

Caffe Vittoria

North End Fodor's choice

The glorious matriarch of North End cafés, glistening with marble-topped tables, mirrors, and shiny machines, lets you glimpse la dolce vita on Hanover Street as baristas pump steaming espresso machines from 7 am until midnight. Skip the frenzy at tourist trap Mike's Pastry next door; relax as you sip caffe latte or grappa and nibble authentic gelati and pastries–-tiramisu, sfogliatelle, cannoli. Cash only, per favore.

Drink

South Boston Fodor's choice

This area favorite lounge in a brick Fort Point Channel warehouse offers a short beer, wine, and food list, but no cocktail menu. Patrons rely on the highly knowledgeable bartenders to concoct libations on the spot according to drinkers' preferences. The space has an underground, modern speakeasy feel. Chat with the bartender to create your perfect drink; hint: if you like creative Manhattans, ask for a "Fort Point."

The Sevens Ale House

Beacon Hill Fodor's choice

Serving beer and wine, this classic dive bar is an easygoing alternative to Beacon Hill's tony stuffiness, with its dark tones, simple bar setup, well-peppered dartboard, perfectly poured pints, and decent wines. It's pleasantly untrendy.

Recommended Fodor's Video

Durgin-Park

Steeped in history and serving Yankee classics like roast beef rib and Indian pudding since 1828, Durgin-Park is mostly visited by tourists looking to see some old-time Boston character. Happy hour brings in Faneuil Hall 9-to-5ers looking for cheap beer and snacks, like the $3 hot dog and fries.

Lucky's Lounge

South Boston

This is a subterranean dive with gritty charisma. Live bands hit the stage Thursday to Sunday, including one of the hotspot's most popular events: Sinatra Sundays, where a live Sinatra Band takes the stage at 8 pm. The story goes: when its signboard wasn't ready for the 2001 opening, the owners shrugged, "Ah, so what?" and let the joint go incognito.