A Provincetown Halloween Tradition
Each October, Bears, Cubs, Chubs, Admirers, and all members of our collective community gather in Provincetown, MA for an unforgettable Spooky Bear Weekend! Hosted by the Northeast Ursamen, this annual celebration blends high-energy nightlife, festive gatherings, and casual meetups, making it the ultimate Halloween getaway.
With signature events at The Crown & Anchor and Boatslip, Spooky Bear offers a weekend packed with costume contests, themed parties, and plenty of opportunities to connect. Also sponsored in part by the Provincetown Tourism Fund, we bring the Bear community together for an event that is as welcoming as it is wild.
Full Schedule and Ticket Links Below - Keep Checking in for updates!
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Sign up to Volunteer with us by clicking HERE!
Thursday
4pm-7pm Spooky Bear Kick Off Disco Zombies Tea
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Where: The Boatslip
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Provincetown’s ultimate disco revival! Classic 70s and 80s dance hits remixed, remade and replayed by DJ Maryalice. Studio 54 meets Boogie Nights!
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ATTIRE: Sequins, satin, big hair, bell-bottoms, and bold accessories. Disco chic, gold dresses, or flashy jumpsuits—make it solid gold!
7pm-10pm Spooky Bear Meet Up
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Where: Porch Bar at Gifford House
The haunt begins! Join your fellow ghouls, goblins, and bears for the Suggested Donation of $10 to benefit the Aids Support Group of Cape Cod: Donate Now
Friday
4pm-9pm The Dead Dance
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Where: The Boatslip
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It's Halloweeeeeen!
Attire: It's Halloween. You know what to do.
6pm Spooky Bear Meet and Greet
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Where: Crown & Anchor Courtyard
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Mix, mingle, and make new bear besties under the autumn night sky. Casual, festive vibes; costumes and photos encouraged. A perfect warm-up before the evening’s events!
9pm Costume Ball
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Where: Crown & Anchor
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Saturday
10am-2:30pm Spooky Bear Marketplace
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Where: Boatslip
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Join us for the Spooky Bear Marketplace! Browse a lively mix of bear-made and bear-friendly goods—from art, apparel, leatherwork, pins, and patches to bath & body, baked treats, and spooky-season souvenirs. Meet local makers, snag limited-run merch, and stock up on gifts while supporting our community. All are welcome—come shop, say hi, and show some love to our incredible vendors!
1pm Dune Tour
​Soak in the magic of Provincetown’s dunes during Spooky Bear! Join Art’s Dune Tours for a guided ride across the otherworldly sands of the Cape Cod National Seashore—rolling dunes, shacks, and sweeping ocean views. Expect great photo ops, local history, and that crisp October sea air.
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Time: 1:00 PM (please arrive 15 minutes early)
Booking: By phone only — 508-487-1950 (ask for the Spooky Bear 1pm tour)
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Spots are limited—call to reserve!
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2pm Bingo for a Cause
Doors Open at 1:30pm
4pm-9pm Spooky Bear Tea
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Where: The Boatslip
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It's Spooky Bear Weekend's biggest Tea Dance. Special extended hours from 4p - 9p. Time enough for a couple of costume changes!
Attire: It's Halloween. You know what to do.
9pm Fat Slut: Spooky Bear Edition
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Where: The Crown & Anchor
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LA drag superstar Meatball brings her hit party FAT SLUT to Spooky Bear for the first time! Bears know how to party in the fattest and sluttiest possible way.
Featuring special guests, thick and juicy go go dancers and the world famous Sexy Food Eating Competition (with prizes!)
Sunday
11am and 1pm A Sanderson Sisters Brunch
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Where: The Crown & Anchor​​
Note: $25 admission and $25 Food and Beverage Minimum
This hauntingly good weekend wouldn’t be possible without our fearless and fabulous partners in fright! A monstrous thank-you to
the Crown & Anchor, the Boatslip, the Gifford House, Art’s Dune Tours, the Provincetown Business Guild, Ptown Paranormal, and
the Office of Provincetown Tourism for helping us summon the spirit of community (and maybe a few friendly ghosts).
Because of your dedication, Provincetown transforms into a playground for bears, boos, and all things bewitched.
Together, we make Spooky Bear come alive… every chillingly magical moment of it!