Spooky Bear Halloween in Ptown 2022

Spooky Bear Halloween in Provincetown 2022

Ptown is bear-y spooky for Halloween, with an eclectic schedule of sexy parties, street entertainment and events fit for every kind of zombie, angel, demon, daddy — and bear.

• Provincetown is the fastest selling destination out of 180 cities on our site. Even the off-season Autumn and Winter events have become popular, so please, don’t delay, book your hotel as soon as possible. Several of the parties take place at The Crown and Anchor hotel and entertainment complex.

The Event

• The gay resort at the tip of Cape Cod celebrates its annual Spooky Bear Weekend and balmy temperatures (for October) during the last weekend in October.
• From lumberjacks to Dalmatians, Cub scouts to Care Bears, unicorns to Wonder Women, to a Krispy Kreme man with his own special frosting, the harnesses, singlets, and sexy men are out in force all weekend long.
• Halloween Weekend in Provincetown includes spooky parties, haunted dances, events for families, a haunted house and even a costume ball.
• Amp up your costumes for the wackiest, scariest, and most salacious Halloween fun that only Provincetown offers.
• For the best places to stay, plan, dine and cruise, check out our gay guide to Provincetown.

Provincetown Spooky Bear  Schedule

While many of the town’s businesses host special parties and events, here are the official theme nights and gatherings not to be missed:

Friday 28th Oct, 2022

• Spooky Bear Tea Dance at the Boatslip from 4pm to 7pm – Enjoy the start of “Grimm’s Beary Tales” themed events at the Boatslip for an Autumn Tea Dance with a difference.
• Meet and Greet Crown & Anchor 6pm to 9pm – Once you get settled into your accommodations, head on over to Wave Bar at The Crown & Anchor! Enjoy delicious food and have a drink while you mix and mingle with with the Ursamen and the bears you’ll be spending the weekend with.
• Heroes and Villains Dance Party Crown & Anchor from 9pm to 1am. – Spandex, latex and lots of capes await as the sexiest heroes and devilishly handsome villains do battle on the dancefloor.
• Book your stay at the Carpe Diem Guest House, rated “Superb” by our readers and located right by Commercial St, close to all the pride activities.

Saturday 29th Oct, 2022

• Bear Mart, Boatslip Resort, 10am to 3pm – Visit the Bear Mart at Spooky Bear. Vendors will be selling their goodies and you can even purchase a Spooky Bear T-shirt! Each vendor will be making a donation to the Provincetown Soup Kitchen. It should prove to be a beary good time!
• Spooky Bear Bingo, Crown & Anchor 12pm to 2pm – The Northeast Ursamen Presents Spooky Bear Bigo! Come join in for some spooky trivia and compete for some fun prizes! $10 to play per person! Team play is encouraged but not required.
• Sunset Dune Tour, 1pm to 3pm – Join the bears for an exciting tour of the Provincetown sand dunes while the sun sets! Art’s Dune Tours will show you the famous Dunes of Ptown. On top of the tour you’ll also get a warm bowl of either Clam Chowder or Portuguese Kale Soup
• Costume Ball, Crown & Anchor 9pm-1am – Dress to impress in your spookiest costume for the annual Spooky Bear Halloween ball. The event takes place at the Crown and Anchor which is transformed into one of the spookiest, bear-friendly venues in PTown.

Sunday 30th Oct, 2022

• Spooky Bear Closing Tea Dance from 11am to 1pm – Venue to be confirmed.

Trending Hotels in Provincetown

The following hotels are currently trending with our readers. All are close to the bear events and just a short walk from Commercial Street, the epicentre of gay life in Provincetown.

Gabriel’s at the Ashbrooke Inn,    Anchor Inn Beach House,    Beaconlight Guest House,   Inn at Cook Street