Pretty in Pink

Piano Bar

Gifford House

An evening of live piano and vocals at Gifford House's intimate Porch Bar — Britanny and Clint bring the kind of singalong energy that turns a Thursday night into something special. Perfect for catching up with friends while the music keeps the room warm and connected.

Dance Party

Gifford House

Thursday nights belong to the himbos at Club Purgatory, the basement dance floor at Gifford House. William Francis brings the DJ energy every week this season, drawing a crowd ready to channel their inner himbo, hit the dance floor, and soak up the cruisy, unpretentious late-night vibe. Doors open at 10pm — one of Provincetown's most reliably fun recurring nights.

Community Focused

Shipwreck Lounge

A spooky weekend getaway in Provincetown featuring Adam Berry, running October 9–12, 2026. This haunting adventure combines accommodation at the Brass Key Guesthouse with special programming and events designed to make your fall escape unforgettable. Perfect for those looking to celebrate Halloween season in one of the Northeast's most vibrant queer destinations.

Broadway

Post Office Cafe & Cabaret

Four years in, this Provincetown drag spectacular is still one of the most fun nights on the Post Office stage. Delta Miles, Qya Cristál, and Roxy Pops deliver live vocals, three-part harmonies, quick-change costumes, and comedy that lands, running through hits from Lady Marmalade and Respect to Broadway favorites like Over the Rainbow and the Moulin Rouge Diamonds Medley. Whether it's your first time or your fifth, expect big voices, bigger laughs, and classic Ptown glamour.

Comedy

Red Room

Poppy Champlin is a Rhode Island Comedy Hall of Fame inductee and Ladies of Laughter 2024 winner who's logged serious time on Showtime, Oprah, and Joan Rivers. Her observational comedy tackles tough subjects with the kind of fearless humor that makes you laugh at life's most formidable moments. She's a regular in Provincetown and a producer of The Queer Qomedy Queens tour, now in its twelfth year. Expect stand-up that's sharp, character-driven, and genuinely funny.

Piano Bar

Gifford House

Two powerhouse pianists take over the keys for an evening of showtunes, pop hits, and the kind of sing-along energy that makes a piano bar actually worth your time. This is the night to show up early, stake your spot, and let the room's collective voice carry you through.