Katie Connor – Sugar And Booze

Monday nights at Club Café belong to Drag Bingo — a weekly night of hilarious drag performances, multiple bingo games, and real prizes, all hosted by the fabulous Mizery. Grab a table with friends, order from the full dinner menu and cocktail list, and settle in for the kind of evening that makes you actually look forward to Mondays. Free entry, 21+, and the room fills up fast, so reservations are smart.

Tuesday nights at Club Café belong to the regulars who show up for free trivia, cheap drinks, and the questionable team names they've been workshopping since last week. Hosted by Jonny Minogue, this weekly trivia night is unpretentious and reliably fun — sharp questions, a solid prize pool, and a crowd that knows how to have a good time. Show up solo or bring your crew; either way, you'll find your people at the bar.

Wednesday nights belong to showtune lovers, aspiring singers, and anyone who just wants to belt out a Broadway number. Brian Patton—a seasoned pianist and vocalist—leads an open mic sing-along in the Napoleon Room with no cover charge. Professionals, rising stars, or folks who love a good musical moment: this is your stage.

Grab the mic and let loose every Wednesday night at Club Café, Boston's beloved neighborhood bar and performance venue. Whether you're a seasoned karaoke regular belting out power ballads or a first-timer stepping up to the stage, the crowd is supportive, the drinks are cheap, and the energy is unbeatable. It's the perfect midweek pick-me-up — come cheer on friends, discover your inner diva, and celebrate a room full of people who know how to have a good time.

Lady Carmen Brûlée brings the summer nights and pink ladies back to life with a drag concert take on the classic musical. One night only to relive Grease in all its theatrical glory—think high energy, nostalgia, and a performer who knows how to work a room. $25 gets you in the door; doors open at 6:30pm.

Thursday nights in the Napoleon Room belong to Andy Lantz and classically trained vocalist Frankie Campofelice, who spin a smooth blend of jazz standards, Broadway hits, and pop favorites from the 20s through the 60s. Arrive early for a full sit-down dinner and craft cocktails from your table, or just settle in with a drink and join the legendary open mic. No cover, tables fill fast—reserve ahead.