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 […] 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, […] 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. […] 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 […] 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, […] 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 […] 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 […] 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 […] 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 […] 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 […] read more»
1997 Best Lounge

Frank’s Steakhouse

Sadly, the rediscovery of the cocktail culture has perverted the once noble activity of drinking, reducing it to a runway show for an unfortunate breed […] read more»