Spooky Bear Provincetown
MEGA EVENT

Spooky Bear Provincetown

Date TBA Last edition: 31 Oct 2024 – 03 Nov 2024 Provincetown, United States
Main Venue Commercial Street; Boatslip teas, Crown & Anchor costume ball
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About This Event

Spooky Bear, Provincetown's Halloween weekend for bears, is a production of the Northeast Ursamen, a nonprofit bear social club. It's held at the Boatslip and the Crown & Anchor, running from Thursday to Sunday around Halloween.

The 2024 edition, themed "Nightmares", took place from 31 October to 3 November. Tea dances were held at the Boatslip, and a meet-and-greet and vendor market also took place. A bingo night raised funds for the Provincetown Food Pantry. The Crown & Anchor hosted a costume ball with a contest, and the weekend wrapped up with a Sunday drag brunch. Tickets are required for the main parties.

For 2026, the Ursamen have posted a save-the-date, but as of now, the schedule and ticket links on ursamen.org are still pending. Third-party listings suggest it'll take place on Halloween weekend 2026. Before booking, it's best to confirm with the organisers.

Where to stay during Spooky Bear Provincetown

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Where to stay during Spooky Bear Provincetown
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Schedule & Sub-Events

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AUSTIN TYLER HORRORSHOW

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The Vault

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29 Oct · 20:00
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AUSTIN TYLER HORRORSHOW

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30 Oct · 10:00

Get ready for another spine-tingling season of THE AUSTIN TYLER HORRORSHOW at Waters Edge Cinema! Provincetown's favorite horror show returns wi...

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Spooky Bear Weekend at The Vault

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30 Oct · 16:00

PTown’s most famous leather bar, THE VAULT, promises a devilishly good time this Spooky Bear Weekend! 🖤 Music by DJ Chris Racine, see you there Oc...

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AUSTIN TYLER HORRORSHOW

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31 Oct · 10:00

Get ready for another spine-tingling season of THE AUSTIN TYLER HORRORSHOW at Waters Edge Cinema! Provincetown's favorite horror show returns wi...

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NOW THAT’S WHAT I CALL DRAG BRUNCH! HALLOWEEN HANGOVER

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01 Nov · 01:00

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TRYSTER ACT: A NOT SO HOLY BRUNCH 10:30AM SEATING

TRYSTER ACT: A NOT SO HOLY BRUNCH 10:30AM SEATING

Crown & Anchor
01 Nov · 05:30

TRYSTER ACT! A NOT SO HOLY BRUNCH Sunday brunch just got a little sinful. Good things are never late—they arrive right on time! We’re thrilled to a...

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TRYSTER ACT: BRUNCH OF THE DEAD 10:30AM – Spooky Bear

TRYSTER ACT: BRUNCH OF THE DEAD 10:30AM – Spooky Bear

01 Nov · 05:30

TRYSTER ACT! A NOT SO HOLY BRUNCH Sunday brunch just got a little sinful. Good things are never late—they arrive right on time! We’re thrilled to a...

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TRYSTER ACT: BRUNCH OF THE DEAD 10:30AM – Spooky Bear

TRYSTER ACT: BRUNCH OF THE DEAD 10:30AM – Spooky Bear

01 Nov · 05:30

TRYSTER ACT! A NOT SO HOLY BRUNCH Sunday brunch just got a little sinful. Good things are never late—they arrive right on time! We’re thrilled to a...

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Tryster Act Drag Brunch

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01 Nov · 05:30

TRYSTER ACT! A NOT SO HOLY BRUNCH Sunday brunch just got a little sinful. Good things are never late—they arrive right on time! We’re thrille...

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TRYSTER ACT: A NOT SO HOLY BRUNCH 1PM SEATING

TRYSTER ACT: A NOT SO HOLY BRUNCH 1PM SEATING

Crown & Anchor
01 Nov · 08:00

TRYSTER ACT! A NOT SO HOLY BRUNCH Sunday brunch just got a little sinful. Good things are never late—they arrive right on time! We’re thrilled to a...

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TRYSTER ACT: BRUNCH OF THE DEAD 1PM – Spooky Bear

TRYSTER ACT: BRUNCH OF THE DEAD 1PM – Spooky Bear

01 Nov · 08:00

TRYSTER ACT! A NOT SO HOLY BRUNCH Sunday brunch just got a little sinful. Good things are never late—they arrive right on time! We’re thrilled to a...

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AUSTIN TYLER HORRORSHOW

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01 Nov · 08:00

Get ready for another spine-tingling season of THE AUSTIN TYLER HORRORSHOW at Waters Edge Cinema! Provincetown's favorite horror show returns wi...

Read more
TRYSTER ACT: BRUNCH OF THE DEAD 1PM – Spooky Bear

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01 Nov · 08:00

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Brittany & Clint – Piano Bar

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01 Nov · 09:00

Two powerhouse voices. One unforgettable night. Experience the incredible vocals of Brittany Rolfs, a Broadway-caliber performer whose flawless pi...

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SOLID GOLD TEA - Spooky Bear Wknd

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01 Nov · 11:00

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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Showtunes

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01 Nov · 15:00

Calling all Broadway lovers! Spend your Sunday and Wednesday nights singing along to the biggest Broadway hits, classic movie musicals, and show-st...

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The Vault

The Vault

01 Nov · 15:00

THE VAULT: SPOOKY BEAR 2026 Step inside Provincetown’s most famous leather bar, THE VAULT, for a dark and devilishly good time this Spooky Bear ...

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Scarlett Strauss’ Booo-b Bash! – Spooky Bear

Scarlett Strauss’ Booo-b Bash! – Spooky Bear

01 Nov · 15:00

SCARLETT STRAUSS’ BOOO-B BASH! Fundraiser for Scarlett’s Boobs! Get ready for a night of boobs, boos, and booze! Join us for SCARLETT S...

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THE VAULT – Spooky Bear

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01 Nov · 15:00

THE VAULT: SPOOKY BEAR 2026 Step inside Provincetown’s most famous leather bar, THE VAULT, for a dark and devilishly good time this Spooky Bear Wee...

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Scarlett Strauss’ Booo-b Bash! – Spooky Bear

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01 Nov · 15:00

SCARLETT STRAUSS’ BOOO-B BASH! Fundraiser for Scarlett’s Boobs! Get ready for a night of boobs, boos, and booze! Join us for SCARLETT STRAUSS’ BOOO...

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THE VAULT – Spooky Bear

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01 Nov · 15:00

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Whale Walks

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02 Nov · 01:00

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Men’s Sharing Circle at Outermost Yoga

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02 Nov · 07:30

Join us for the Sharing Circle—a warm, reflective space for men to slow down, speak from the heart, and be truly heard. This is a chair-based pract...

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Crystal Free Group — Provincetown

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02 Nov · 19:00

Free weekly harm-reduction support for queer men seeking crystal meth recovery; abstinence isn't required

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QYA CRISTAL & The Bart Weisman Trio

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03 Nov · 11:00

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Monthly Membership Meetings

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03 Nov · 19:00

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Food & Wine Fest

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03 Nov · 19:00

Food & Wine Fest in Provincetown.

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04 Nov · 02:30

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Qya Cristal & The Bart Weisman Trio

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04 Nov · 08:30

Live Jazz trio with superstar singer QYA CRISTAL!

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04 Nov · 09:00

Mike Flanagan's Exp Wed at Tin Pan Alley with Mike on piano, Keb Hutchings on guitar, and Christian McCarthey on drums.

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Women's Week Provincetown

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04 Nov · 19:00

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Provincetown Food and Wine Festival

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04 Nov · 19:00

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MIXTAPE – James Jackson Jr.

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Monthly Trivia

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SAVOR Harbor Hotel

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06 Nov · 05:30

Wine, Taste, Fine Art. Featuring Fine Art Landscape Photography by Lance Colby Hatch. A curated selection of wines by Keplinger Wines. Small bites ...

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November FAWC Friday: Writer Avigayl Sharp and Artists Blake Daniels and Pieter Paul Pothoven

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06 Nov · 07:00

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Dog Tag Tea

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06 Nov · 11:00

Grab your gear and report for dance floor duty! Get your souvenir Dog Tag at the door. ATTIRE: Camo, combat cool, or dog tag chic!

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Alley Bears

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06 Nov · 19:00

Join the bears for their monthly bar night at the Alley Bar. The evening kicks off downstairs at 9pm with cocktails and conversation. Around 10pm, ...

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More than a HINT of LEATHER

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06 Nov · 19:00

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Drag Brunch at Post Office Café

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06 Nov · 19:00

A festival drag brunch brings queer performance to the weekend’s food and wine programming

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🎭 NATIONAL THEATRE LIVE: GOLDEN BOY

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HEATED RIVAL-TEA

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07 Nov · 11:00

Come dressed to play in jerseys and jocks. Resident DJ Maryalice runs the scoreboard.

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Bears, Brews & Boys

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07 Nov · 19:00

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Last Tea! Tea Dance at The Boatslip

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07 Nov · 19:00

Close out the festival weekend with an afternoon tea dance featuring music and dancing

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FILM ART SERIES – A.I. Artificial Intelligence

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Bear Tea - Meet MA Bear 2027!

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08 Nov · 11:00

Join us for Bear Tea, a monthly gathering held every third Sunday at Club Café. From 4 to 10 p.m., enjoy a relaxed afternoon with fellow bears. Tak...

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Videos

The NYC Bear Who Found His British Prince Charming on Scruff

The NYC Bear Who Found His British Prince Charming on Scruff

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