Part of the Gay Provincetown Guide — bars, events & things to do.
Friday, November 20, 2026
The Crown & Anchor, Provincetown
New England Leather Weekend is Provincetown's off-season leather-community gathering (Nov 20-22, 2026), anchored by the New England Leather Contest at the Crown & Anchor plus mixers, daytime hangouts, a vendor mart, and after-parties. All are welcome. A cozy, close-knit weekend at the tip of Cape Cod.
Have feedback on this description? Let us knowThe circuit parties, afterhours and official events happening across New England Leather Weekend in Provincetown — dates, venues and tickets.
Drag brunches, circuit nights & every party worth knowing in Provincetown — in your inbox every week.
Fri, Sep 25
7:30 PM - 8:45 PM
Pilgrim House Provincetown, Provincetown
Weekly
Thu, Oct 29
12 PM - 6 PM
Provincetown
Spooky Bear 2026 — Provincetown's Halloween bear weekend, Oct 29–Nov 1. Tea dances, the costume ball, drag brunch, the best bear bars, and where to stay.
Thu, Oct 29
4 PM - 7 PM
Boatslip Resort & Beach Club, Provincetown
The kick-off tea dance at the Boatslip opens Spooky Bear weekend in Provincetown. Thu Oct 29, 2026.
Sat, Oct 31
4 PM - 7 PM
Boatslip Resort & Beach Club, Provincetown
The Halloween tea dance at the Boatslip during Spooky Bear weekend in Provincetown. Sat Oct 31, 2026.
Sat, Oct 31
9 PM - 1 AM
The Crown & Anchor Hotel & Bars, Provincetown
Spooky Bear's Halloween costume ball at the Crown & Anchor, with a contest and cash prizes. Sat Oct 31, 2026.
Sun, Nov 1
12 PM - 3 PM
The Crown & Anchor Hotel & Bars, Provincetown
The Sunday drag brunch closes Spooky Bear weekend in Provincetown. Sun Nov 1, 2026.
Let people know you're going, see who else is attending, and share the event with friends.
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