Best of Boston

BEST Lounge

2011 BEST Lounge

Lucky’s Lounge

South Boston

A lounge used to be a place where you could mingle with strangers and tie one on at any time of day. Now it’s usually just home to overdressed scenesters and overpriced drinks. But Lucky’s is a throwback to the… read more»

2008 BEST Lounge

The Enormous Room


The bouncer’s low-key; the door, unmarked. In fact, nearly everything about Central Square’s paradoxically named Enormous Room—including the plush furnishings and easy-on-the-ears music (old-school funk, Euro electro)—is deeply chill: The cover rarely tops $5, the staff is the easygoing kind,… read more»

2007 BEST Lounge

Middlesex Lounge


The vibe, the feel—that’s what you’re looking for when you’re with friends and dressed for a Night Out. It’s also what the Middlesex does best. The intimate space is minimalist sublimity, with low-slung lights casting shadows in exactly the right… read more»

2006 BEST Lounge

Foundation Lounge


We’ve never understood the phrase “so hip it hurts.” A bikini wax—now that hurts. But a night spent amid lacquered wood and PYTs, drinking mango martinis while dipping into small plates of Japanese zensai and nodding along to high-rent house… read more»

2004 BEST Lounge

Lucky’s Lounge

South Boston

Lucky’s easy-to-miss subterranean location in the Fort Point area and its lack of signage do little to thin the crowds that pack the retro hangout, looking to swill cocktails and sway to live music on weekend nights. But unlike the… read more»

2003 BEST Lounge



If Bogart and Bacall could hop off the screen of the Brattle Theatre, they’d make a beeline for this sexy Harvard Square gin joint around the corner. There in the inky darkness they’d snuggle into wraparound black vinyl couches, order… read more»

2002 BEST Lounge

The Enormous Room


After centuries of sit-up-straight rigidity, it is now possible for Bostonians to lie back, sip on high-octane martinis, nibble on North African goodies, and maybe steal a kiss or two. Upstairs from his Central Square restaurant, Central Kitchen, E-Room’s chef-owner… read more»

2000 BEST Lounge

The Milky Way

Jamaica Plain

The Milky Way looks the picture of a suburban basement lounge—if only a basement could be this cool. Tucked beneath Bella Luna restaurant in J.P.’s Hyde Square, the space is a study in shabby chic. Mismatched chairs, dim lighting, pool… read more»

1999 BEST Lounge

B-Side Lounge


Take one part funky restaurant and one part festive bar scene. Sprinkle it with urban hipsters, geeky academics, and East Cambridge natives. Shake gently to the beat of Sinatra or maybe a little Esquivel. Chill to taste. read more»

1998 BEST Lounge

Wonder Bar


Who needs comfort food when you have comfort drink? Lurking beneath the floorboards of the stiff-backed, black-attired glam scene at the Wonder Bar is a comfortable lounge downstairs. It has enveloping booths and sofas and a TV playing sports du… read more»