Spooky Bear Halloween 2022 Guide to Must Do Events!

Northeast Ursamen Meet & Greet
Friday Oct 28
6pm – 8pm
Meet and Greet in the Dive Bar at the Crown & Anchor. Come meet some of the members of the Northeast Ursamen at Spooky Bear! Drinks and appetizers will be available!
Grimm’s Beary Tales: Heroes and Villains Party
Friday Oct 28
9pm – 1am
Grimm’s Beary Tales: Heroes and Villains Party – Are you good or bad? Show us your best looks for Spooky Bear at The Paramount Club with DJ Chris Racine. With 2 rooms of dancing, live performances, and ghoulish go-go’s we look forward to seeing your best look with $500 cash for best costume! Get your tickets now and avoid the line!
Bear Mart at Spooky Bear 2022
Saturday Oct 29
10am – 3pm
The Bear Mart boasts 12-15 vendors each year including photography, ceramics, sculptures, t-shirts, and a make your own harness station! Spooky Bear T-Shirts will also be on sale by the Northeast Ursamen! The Boatslip Resort and Beach Club will be open so you can enjoy a cocktail while you shop! Come see all that it has to offer this year! Each of our vendors has committed to making a donation to the Provincetown Soup Kitchen.
4pm – The World Famous Tea Dance at the Boatslip Resort and Beach Club.
Don’t miss out ALL WEEKEND the Spooky Bear Tea Dance!
Dune Tour with Art’s Dune Tours
Saturday Oct 29
1pm
Dune Tour with Art’s Dune Tours: Enjoy the beauty of the dunes in Ptown with experienced tour guides! $33 per person. Call Art’s Dune Tours to book: 508-487-1950 and for more information, check out their website: https://www.artsdunetours.com/
Bingo for a Cause!
Saturday Oct 29
4pm – 6pm
Bingo for a Cause! Located in the Paramount Room at the Crown & Anchor. Northeast Ursamen will be raising money for Q Plus, our beneficiary for the Spooky Weekend so come play some bingo for some fabulous prizes! $25 online or at the door, and buys your first card! $2 for each additional bingo card! Every dollar counts!
Grimm’s Beary Tales: Costume Ball and Costume Contest
Saturday Oct 29
9pm – 1am
Grimm’s Beary Tales: Costume Ball and Costume Contest in the Paramount Room at the Crown & Anchor! Sign up for the contest as you enter the Paramount! Cash prize of $1000 to the winner! Which Beary Tales character will win the grand prize at Spooky Bear Weekend?
Spooky Bear Drag Brunch
Sunday Oct 30
11am & 1pm
There is a never ending schedule of fun events. ptownie wants to make sure you know about all our favorites!
Crown & Anchor
247 Commercial Street
508-487-1430





Art House with Provincetown Town Hall
260 Commercial Street
800-838-3006

Red Room
258 Commercial Street
508-487-4870

2 floors of dancing, drinks, and pop up performances! Costume contest withn a grand prize of $1,000 CASH.



Pilgrim House
336 Commercial Street
508-487-6424

It’s Tammie Brown’s Halloween Spectacular at Pilgrim House, Spooky Bear Weekend.

Get your Mimosa on early! The Landing Bar Opens at 10 AM on Sunday!
Indulge in BRUNCH, BOOZE & BLASPHEMY with our rotating cast of Sinful, Sassy Soul Sisters at the House of Pilgrim!
Post Office Cafe & Cabaret
303 Commercial Street
508-487-0087





The Club
193A Commercial Street
508-487-1527

Governor Bradford
312 Commercial Street
508-487-2781

One Show Only of the biggest parties of the season and featuring 25 local and celebrity guests! There’s only ONE real Halloween Night at The Governor Bradford! Tix at The Bradford starting October 15.
Your stop for a full schedule of Provincetown events, programs, shows, parties, and more!: Provincetown Event Calendar
More Recent Provincetown News


