Spooky Bear Halloween in Ptown 2021

Spooky Bear Halloween in Provincetown 2021

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

The gay, gay resort at the tip of Cape Cod celebrates its annual Spooky Bear Weekend and balmy temperatures (for October) take place on 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 were out in force.

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.  Don’t miss the HalloWOOF party presented by Daddy Ersin’s RAM party on Friday Night at Paramount.

Provincetown Spookybear  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

• Meet and Greet Crown & Anchor 6pm to 9pm
  Once you get settled into your accommodations, head on over to The Vault 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.
• Ghost Tour, Beginning at The Coffee Pot Restaurant, from 8pm
  Bears? Ghosts? Bear Ghosts? Join The Northeast Ursamen as they kick off Spooky Bear Weekend with a spooktacular ghost tour of the historically haunted Provincetown.
• Hallowoof
  The RAM Party from NYC comes to town with the hottest guys in the sexiest and spookiest costumes with guest DJs and a hot vibe. Find out more about HalloWoof Provincetown.

Saturday

• 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!
• Trivia at Spooky Bear, Crown & Anchor 12pm to 2pm
  The Northeast Ursamen Presents Trivia at Spooky Bear! 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, Arrival 3:15pm-3:30pm, Departure 4:00pm, Tour: ~2.25 hours
  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.

Where to stay?

Finding the right place to stay can sometimes be difficult as the beat places book out fast, especially the ones close to the gay bars and clubs, as you can see from the map there are not many that will keep you in the heart of all the fun:

Here are the hotels we recommend that have good reviews and keep you close to all the action

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