Papa Bear Brunch with Josh Redman

Monday night institution hosted by Mizery — bingo cards, drag performances, great prizes, and a room full of people who know how to have a good time. No cover, 21+, and it's become one of the South End's most reliably fun weekly gatherings.

A Pride Month screening curated by Gay Sons and Mothers founder Rick Miller, featuring three short films exploring the relationship between mothers and their gay sons: Outed, 302 Singapore, and Mom, I Have Something To Tell You. Stick around for a talkback with Miller, drinks, and conversation after the films. $25 + fee.

Catch Barbara Pierre at Club Café's Napoleon Room for an evening of live cabaret and entertainment. This Tuesday night showcase features one of the area's standout performers in an intimate setting where the artistry is close enough to feel personal.

Lace up for a Tuesday evening run that's part fitness, part community — a group of runners gathering at Club Café before heading out together through Boston's streets. Whether you're training, socializing, or just looking for a reason to get moving with people who get it, this is low-pressure fun with a queer twist. Finish line includes drinks and good company.

The weekly trivia night that keeps regulars coming back — sharp questions, cheap drinks, and the kind of crowd that actually 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 night belongs to anyone who loves a good showtune — professionals, rising stars, aspiring singers, or just folks who know every word. Brian Patton on piano and vocals leads a no-cover open mic in the Napoleon Room, which means the stage is yours if you want it. Free, no pretense, just sing-alongs and the kind of crowd that actually gets excited when someone nails a Sondheim number.