Advertisement
🐻 SPOOKY BEAR 2026 WED OCT 28th - NOV 1stWEDNESDAY, OCTOBER 28
🎃 Monster Mash - Early Early Bear Event
7:00 PM | Boatslip Resort
Kick off Spooky Bear with Monster Mash, the collaborative fundraiser between the Northeast Alliance and the Northeast Ursamen! Join us for a night of Halloween fun and community!
Costume Contest | $10 Admission
Benefiting the AIDS Support Group of Cape Cod (ASGCC)
*Northeast Ursamen and Northeast Alliance Sponsored Event Presented in Collaboration with the Boatslip Resort*
Tickets - https://www.zeffy.com/en-US/ticketing/monster-mash-a-night-of-classic-frights
THURSDAY, OCTOBER 29
The Spooky Bear Early Bear Meet Up
8:00 PM - 10:00 PM | Gifford House - Porch Bar
The Ursamen are throwing a welcoming gathering for those who are coming into town early. Meet us at the Porch Bar at Gifford House and join the bears for a slice as we start Spook Bear off right.
*Northeast Ursamen Sponsored Event Presented in Collaboration with The Gifford House*
FRIDAY, OCTOBER 30
HallowQueen Burner Brunch
10:30 AM & 1:00 PM | Crown & Anchor
Get ready for a wickedly hilarious Halloween brunch packed with fierce live performances, comedy, camp, tricks, treats, and plenty of signature Tina Burner attitude. Come dressed to slay, grab your ghouls, order a cocktail, and kick off your Halloween weekend with a brunch that’s frighteningly fabulous.
Great food. Strong drinks. Killer drag.
First Seating - Doors open at 10:30 PM / Show starts at 11:00 PM
Second Seating - Doors open at 1:00 PM / Show starts at 1:30 PM
https://tryst.events/profile/crown-anchor-provincetown
Please note: Ticket price does not include food or beverages.
*Provincetown Partner Event - Part of the official Spooky Bear Schedule of Events*
Northeast Ursamen Meet & Greet
5:00 PM - 8:00 PM | Crown & Anchor - Wave Bar
The weekend officially gets underway! Meet up with bears from across the Northeast, catch up with friends, make some new ones, and get ready for a packed Spooky Bear weekend. Food provided.
*Northeast Ursamen Sponsored Event Presented in Collaboration with Crown & Anchor*
👻 Ptown Paranormal Ghost Tour
8:00 PM | Sanctum Paranormal 322 Commercial Street
Explore Provincetown's haunted side with Ptown Paranormal. Hear the stories, legends, and eerie history behind some of Ptown's most mysterious locations. Tours start at 322 Commercial Street.
*Provincetown Partner Event*
😈 Saints & Sinners
-Are you a Saint 😇 or a Sinner 😈?-
10:00 PM | Boatslip Resort
Once the sun goes down, the bears come out to play. Pick your side, dress the part, and join us for a late-night Spooky Bear party.
https://www.zeffy.com/en-US/ticketing/spooky-bear-2026-bingo-for-a-cause
*Northeast Ursamen Sponsored Event Presented in Collaboration with the Boatslip Resort*
SATURDAY, OCTOBER 31
Bears in the Dunes
9:30 AM | Art's Dune Tours 4 Standish Street
Start Halloween morning with the bears and enjoy one of Provincetown's most iconic landscapes. Meet at 4 Standish Street.
Call to reserve your spot! 508-487-1950
*Northeast Ursamen Sponsored Event Presented in Collaboration with Art's Dune Tours*
Spooky Bear Marketplace
10:00 AM - 2:30 PM | Boatslip Resort
Shop, browse, mingle, and support our vendors at the Spooky Bear Marketplace.
*Northeast Ursamen Sponsored Event Presented in Collaboration with the Boatslip Resort*
Spooky Bear Bingo
2:00 PM - 4:30 PM | Crown & Anchor
A Spooky Bear Favorite with your returning host Austin Tyler and Morgana deLuxe and special guest Felicity V. Lay. Enjoy some laughs from out great host and win some fabulous prizes from your favorite PTown businesses.
Tickets: https://www.zeffy.com/en-US/ticketing/spooky-bear-2026-bingo-for-a-cause
*Northeast Ursamen Sponsored Event Presented in Collaboration with Crown & Anchor*
🥃 The Prohibition Pawty
6:00 PM - 8:00 PM | The Key Hole - Psst... you didn't hear this from us.
Slip through the Key Hole and into our secret bear speakeasy. Grab a cocktail, mix and mingle, and enjoy a little Prohibition-era mischief before the night's festivities begin.
Tell them “Honey Pot” at the door!
*Northeast Ursamen Sponsored Event Presented in Collaboration with the Key Hole/Provincetown Inn*
👻 Ptown Paranormal Ghost Tour
8:00 PM | Sanctum Paranormal 322 Commercial Street
Explore Provincetown's haunted side with Ptown Paranormal. Hear the stories, legends, and eerie history behind some of Ptown's most mysterious locations.
*Provincetown Partner Event*
Death Becomes Them
9:00 PM - 1:00 AM | Crown & Anchor
A Roaring Twenties Halloween Costume Ball - This Halloween, death never looked so good.
Step into a decadent night of glamour, drag, dancing, and deliciously dark surprises at Death Becomes Them, a Roaring Twenties Halloween Costume Ball at the Crown & Anchor.
Featuring killer performances by Jan Sport & Tina Burner with music by Jake Glass and VJ Tom Yaz keeping the party alive all night long.
Dress to impress, because we’re searching for the most drop dead gorgeous look of the night. Enter the Costume Contest for your chance to take home the $500 Grand Prize.
https://tryst.events/e/death-becomes-them-spooky-bear
*Crown & Anchor Sponsored Event Presented in Collaboration with the Northeast Ursamen*
SUNDAY, NOVEMBER 1
👻 Ptown Paranormal Ghost Tour
7:00 PM | Sanctum Paranormal 322 Commercial Street
Explore Provincetown's haunted side with Ptown Paranormal. Hear the stories, legends, and eerie history behind some of Ptown's most mysterious locations.
*Provincetown Partner Event*
Spooky Bear would not be possible without the incredible support, collaboration, and hospitality of our Provincetown community. We extend our sincere appreciation to the Crown & Anchor, Boatslip Resort, Gifford House, the Office of Provincetown Tourism, the Provincetown Business Guild, Ptown Paranormal, Art's Dune Tours, Provincetown Inn, and the Northeast Alliance for helping us bring this weekend to life.
We're grateful to each of you for welcoming our community and helping make Spooky Bear a celebration of connection, friendship, fun, and everything we love about Provincetown.
🐻 Northeast Ursamen | Proud Hosts & Creators of Spooky Bear
Advertisement
Event venue
Provincetown, Massachusetts, United States
Tickets
Concerts, fests, parties, meetups — all the happenings, one place.