Part of the Gay Provincetown Guide — bars, events & things to do.
Thursday, October 29, 2026
Provincetown
Provincetown, MA, United StatesProvincetown's Halloween bear weekend — the last big hurrah of the season, when the bears return for tea dances, a costume ball, and one of the most creative Halloween crowds anywhere. Produced by the Northeast Ursamen, it takes over the Crown & Anchor, the Boatslip, and Commercial Street from Oct 29 to Nov 1. Marquee parties are ticketed.
Have feedback on this description? Let us knowThe circuit parties, afterhours and official events happening across Spooky Bear 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
WeeklyThu, 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.
Fri, Nov 20
5 PM - 10 PM
The Crown & Anchor, Provincetown
New England Leather Weekend 2026 in Provincetown — the Nov 20-22 leather title contest at the Crown & Anchor, the bars, and where to stay.
Let people know you're going, see who else is attending, and share the event with friends.
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