Spooky Bear Weekend
Provincetown hosts a multi-day Halloween celebration featuring parties, dances, a haunted house, a costume ball, and other seasonal events across town. The weekend overlaps with Spooky Bear, an annual gathering produced by the Northeast Ursamen that includes costume contests, themed parties, and nightlife-focused meetups. Events are hosted at various local venues including the Crown & Anchor, The Yoga Joint, and local walking tour operators.
More Events in Provincetown During Spooky Bear Weekend
Solid Gold Tea Spooky Bear Weekend
Halloween Uniform Tea: Spooky Bear Weekend
Ravi Round The World: An Influencer in the Wild
Award-winning storyteller Ravi Roth brings his wildly popular cabaret to the Red Room stage—a theatrical fever dream equal parts Broadway confession booth and influencer memoir. From small-town Scranton to The New York Times, he unpacks the messy, musical, occasionally thirsty pursuit of love, validation, and viral moments across continents. Directed by Cheryl Stern with music direction by Michael Ferrara, expect powerhouse vocals, laugh-out-loud honesty, and the kind of vulnerability that only happens when the filter comes off.
Witch Perfect Show
An all live-singing comedy parody of the cult-classic Disney film Hocus Pocus, featuring Emmy-winning stars from RuPaul's Drag Race. Expect hits from Lady Gaga, Madonna, and Cher, plus Broadway standards and a show-stopping rendition of "I Put a Spell on You." Doors at 6:30 PM, show at 7:00 PM.
Tammie Brown's Halloween Spooktacular
Tammie Brown brings her annual Halloween tradition to the Red Room stage — a night of drag performance that's become a Provincetown fixture. Expect the irreverent energy and theatrical flair that made her a standout on RuPaul's Drag Race, all dressed up for the spookiest night of the year.
Spooky Cher
Thirsty Burlington—the legendary live-vocal Cher impersonator and Provincetown fixture for over 25 years—returns for one night only in full Halloween drag. Known for her uncanny visual likeness and powerhouse vocals, Thirsty's story inspired the indie musical film of the same name. Proceeds benefit Thirsty Burlington and her continued health journey. Door at 8:15 PM.
Spooky Bear Weekend Tea Dance
Possessed 7
Provincetown's biggest Halloween bash is back for its seventh year, and this time it's massive. Three clubs running simultaneously—the Graveyard, the Catacombs, and the Cornfield Drag Barn—plus a new VIP Balcony Lounge. Hosted by Tammie Brown and Jackie Cox, expect dancing, live DJs, themed pop-up performances, and a $1,000 cash prize for the best costume. Doors open at 9:45 PM; tickets start at $15 for early presale.
Solid Gold Tea Spooky Bear Wknd
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