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Spend a frightfully fun Halloween & Spooky Bear weekend in Ptown October 30 - Nov 2, 2025

A quintessentially ghoulish New England Halloween awaits you as Provincetown hosts a monstrous medley of parties, dances, a haunted house, costume ball and more.

Plan Your Ptown Halloween!

2025 Spooky Bear Halloween Events

Solid Gold Tea Dance

All that glitters is gold. Break out the metallics, sequins, and shine for a Thursday deck party with DJ Maryalice. Beats drop at 4pm, come sparkle ‘til the sun goes down.
Thursday October 30th
4:00 pm7:00 pm
Boatslip
161 Commercial Street, Provincetown, MA 02657

Dog Tag Tea Dance

Dog Tag Tea Dance — Harness? Camo? Leather? Obviously. Time to suit up and serve. Grab your dog tag at the door and report for duty — Tea Dance is ON at 4 PM with big beats, bold looks, and a deck full of proud recruits.
Friday October 31st
4:00 pm7:00 pm
Boatslip
161 Commercial Street, Provincetown, MA 02657

Costume Ball: Spooky Bear 2025

Come one, come all to the Spooky Bear Disco’s Costume Ball! With ‘Spooky’ beats by JOSHUA RUIZ and BOOMER BANKS. Win CASH Prize for Best Costume! Prizes for 2nd and 3rd, too! Buy Online to save money and skip the line.
Friday October 31st
9:00 pm
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s Drag Brunch

Join us every Saturday at the Crown & Anchor for Anita Cocktail’s Drag Brunch! Enjoy a mouthwatering breakfast from Mrs. A’s Comfort Kitchen while being entertained by some of P-Town’s most hilarious and talented drag queens. Anita will have two guest Drag Queens every week! With fabulous performances, delicious drinks, and endless laughter, it’s the […]
Saturday November 1st
11:00 am
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s Drag Brunch

Join us every Saturday at the Crown & Anchor for Anita Cocktail’s Drag Brunch! Enjoy a mouthwatering breakfast from Mrs. A’s Comfort Kitchen while being entertained by some of P-Town’s most hilarious and talented drag queens. Anita will have two guest Drag Queens every week! With fabulous performances, delicious drinks, and endless laughter, it’s the […]
Saturday November 1st
1:00 pm
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s DRAG SHOW

Get ready for a sensational season as Anita Cocktail’s DRAG SHOW comes HOME to the Crown and Anchor! This must-attend event starts on June 14, 2025, captivating audiences every Saturday night until September 27, 2025. With a grand kickoff at 09:00 PM, prepare for a nights that shine a little brighter and every laugh a […]
Saturday November 1st
7:30 pm
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Fat Slut: Spooky Bear Edition

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!)
Saturday November 1st
9:00 pm
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Brolesque: Trick or Tease

Your favorite nightmares… undressed. This October, the boys of BROLESQUE bring their brand-new Halloween parody that’s equal parts spooky, sexy, and downright silly. The show mashes up iconic horror villains with striptease, campy comedy, outrageous audience games, and specialty sideshow thrills.
Saturday November 1st
9:00 pm
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Spookey: Helltown Burlesque

Starring Spookey and a weekly rotating cast of Provincetown’s top performers invite you on a Vaudeville journey with a sexy, modern twist. From singing to dancing, drag, pole dancing, and even aerial and circus acrobatics, this burlesque revue serves all genders, all bodies, and just the right amount of tease.
Saturday November 1st
9:00 pm
Post Office Cafe & Cabaret
303 Commercial Street, Provincetown, MA 02657

Solid Gold Tea Dance

All that glitters is gold. Break out the metallics, sequins, and shine for a Thursday deck party with DJ Maryalice. Beats drop at 4pm, come sparkle ‘til the sun goes down.
Sunday November 2nd
4:00 pm7:00 pm
Boatslip
161 Commercial Street, Provincetown, MA 02657
No event found!

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