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Photograph: Courtesy CC/Flickr/Dig Boston Machine

The best Boston gay bars

The best Boston gay bars offer friendly vibes, fun times, drag shows, dance parties and more.

By Linda Laban and Time Out Boston Staff

The LGBTQ scene in Boston is hardly world-renowned, but it's certainly not staid or buttoned-up. Massachusetts was the first state to legalize gay marriage, and Boston prides itself on its tolerance. The city has some longstanding gay bars and clubs, first-class drag cabaret, and some pro-LGBTQ bars and restaurants with gay-themed nights. Some of these venues cater to a very specific type, say leather or lesbian, others are simply welcoming to all. If none of these lively options strike your fancy, check out our guides to the best dive bars, Irish pubs, sports bars in Boston.

RECOMMENDED: See the full list of the best bars in Boston

Best Boston gay bars

Club Café, Restaurants and cafes, Boston
Photograph: Jen Grygiel

1. Club Café

Bars Back Bay

For more than 30 years, this Back Bay nightclub and restaurant has welcomed all comers, and remains a major player on the local LGBTQ scene. The Napoleon Room features excellent cabaret, including the popular weekly Broadway sing-along on Wednesday nights. The Moonshine Room is the place to go for Drag Bingo and other fun diversions. The restaurant, with its distinctive conservatory overlooking Columbus Avenue, serves, lunch, dinner, and Sunday brunch.

Jacque's Cabaret, Music and nightlife, Boston
Photograph: Sean M. Johnson

2. Jacque’s Cabaret

Bars Bay Village

Small in size; big on entertainment: Seven nights a week, drag and cabaret queens strut their stuff to a boisterous, mixed crowd. (There are two shows on Saturdays; table reservations are recommended.) Tucked alongside cute row houses at the back of Tremont and Stuart Streets, in the heart of Bay Village, Jacque’s has a decadent, insider-ish quality to it, and it’s an intimate small club, too. Because Jacque’s is in a residential neighborhood—a very tolerant one, clearly—there’s a midnight curfew. But don’t worry; you will have packed a lot of living into the night already.

Photograph: Michael Ascanio Peguero

3. Dbar

4 out of 5 stars
Bars Gastropubs Dorchester

Firstly, Dbar boasts amazing food and drinks from the team behind Boston Chops and Deuxave. It’s a former Irish Bar in Dorchester that was revamped as a tastefully hip restaurant with fun, friendly LBGTQ-themed entertainment including Showtune Tuesdays sing-along, Pop Rocks Karaoke every Friday featuring VJ Ryan Grow, and Magnum Saturdays, an LBGTQ dance party.

The Eagle
Photograph: Michael Ascanio Peguero

4. The Eagle

Bars Dive bars South End

This veteran bar’s name is, of course, an invitation signaling a pro-gay scene originating with the biker, leather, and kink clubs. While bikers and leather lads congregate, there’s no strict dress code and, really, it’s Boston’s gay equivalent to Cheers: a solid, reliable bar that is as unpretentious as it is unbending in its pro-macho, clubhouse shabby chic. There’s a pool table, and bar food is served. All sorts of iconic memorabilia decorates the place, including a photo of movie character Ted, the hilariously foul-mouthed Boston teddy bear.

Cathedral Station
Photograph: Courtesy Cathedral Station

5. Cathedral Station

Bars Sports Bars South End

This casual gay sports bar is straight inclusive, creating a friendly atmosphere to hangout with friends and family. Enjoy cocktails and a bar-themed menu that includes everybody’s favorites: wings, fish tacos, and veggie spring rolls, that kind of thing. Brunch is served on Sundays. There’s pool and darts on offer and Saturday nights feature a VJ for entertainment. The spacious patio is a hit in warmer months. And, of course, you can catch all the big games throughout the week.

Trophy Room
Photograph: Courtesy Trophy Room

6. Trophy Room

This neighborhood favorite in the South End (26 Chandler St) has a friendly atmosphere, elevated pub fare, and fabulous events. It’s a more low-key kind of place, but weekends feature events like Glam Brunch Bingo and Drag Race All-Stars. Enjoy saucy signature cocktails like Trophy Husband and Second Wife.

Photograph: Courtesy CC/Flickr/Dig Boston

7. Machine

Nightlife Alternative nightlife Fenway/Kenmore

Machine is a Boston mainstay, a gay dance club with a street-level bar, fetchingly named The Ramrod. DJs spin six nights a week in the club; the bar area offers musical entertainment on weekend nights and diversions such as RuPaul’s Drag Race viewing during the week. Unlike many 21+ joints, Machine has 18+ dance nights which attract a younger crowd.

Midway Café
Photograph: Courtesy Creative Commons/Flickr/drauh

8. Midway Café

Bars Dive bars Jamaica Plain

This veteran JP bar and nightspot hosts nightly live bands and dance nights, including its longstanding Queeraoke every Thursday (lovingly known as Dyke Nite). This no-nonsense, dive-y hole in the wall is inclusive—and all are welcome regardless of what night of the week it is—but there’s no mistaking who rules the dance floor on Dyke Nite.

Bella Luna Restaurant & The Milky Way Lounge, Bars, Boston
Photograph: Sara Skolnick

9. Bella Luna Restaurant & The Milky Way Lounge

Restaurants American Jamaica Plain

The heart of Jamaica Plain’s entertainment scene has at least three LBGTQ events each week, including Dirty Water Saloon Line Dancing for Queer Folks and Allies, every Tuesday. On the first Thursday of the month, If You Can Feel it, You Can Speak it open mic night invites the LGBTQI community to get up and speak, or perform. On Fridays it’s all about the dance floor with La Boum Queer Dance Party hosted by DJ Stella. Of course, Bella Luna is known for its yummy Italian food and great drinks, too.

The Alley
Photograph: Courtesy The Alley

10. The Alley Bar

Bars Downtown

The Alley is situated right in Downtown Crossing, near what is unofficially Boston’s wild weekend drinking district. This longstanding bear-centric bar offers dance nights, karaoke, trivia nights, and pool in a casual sports bar-type atmosphere. Open from mid-afternoon until the wee hours, this hangout offers a good selection of craft beers, bar bites, and, when in season, weekly communal RuPauls Drag Race viewing parties.


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