Townie Masquerade Ball Halloween 2026

Community Focused

A free conversation about how drugs affect the brain, brought together by and for women in the community. This is the kind of real talk that matters — grounded, informed, and designed for people who want to understand the science without the judgment.

Drag Kings

Drag king showcase at Gifford House in Provincetown, Saturday, October 17, 2026. Expect a night of swagger, sequins and stage presence from the kings taking over Wilde Playhouse at 7:30 PM. Start on the Porch Bar with a cocktail, then wander upstairs when the lights go down and let the kings take it from there.

Piano Bar

Lily May Harrington takes over the piano at the Porch Bar in Gifford House, Provincetown's historic queer institution, on Saturday night. Order a cocktail, claim a seat near the keys, and let the songs take the night wherever they want to go. It starts at 8pm, and it's the easy kind of evening that somehow turns into a long one.

Piano Bar

An evening of live piano at Gifford House's intimate performance space—the kind of night where a skilled pianist takes requests, the crowd leans in, and the whole room feels like it's in on something special. Perfect for anyone who loves showtunes, standards, or just the magic of live music in a room full of people who actually listen.

underwear

Provincetown's favorite underwear party takes over Club Purgatory every Saturday night. Strip down, dance hard, and feel the energy of a packed floor with DJ Father Figure spinning all night long. Clothing check starts at 9pm in the Wilde Theater upstairs before the party moves downstairs to the dance floor, running until close. Unapologetically sexy, fun-first, and uninhibited — it's the night that keeps everyone coming back week after week.

Piano Bar

An evening of live piano at Gifford House's intimate performance space — the kind of night where the music fills the room and everyone's paying attention. James Jackson Jr. at the keys means sophisticated standards, show tunes, and the sort of musicianship that reminds you why a good piano bar never goes out of style.