Event Dates
From: Thursday, October 31, 2024
To: Sunday, November 3, 2024
Ptown is bear-y spooky for Halloween, with an eclectic schedule of spooky events, costume parties and epic tea dances.
Spooky Bear Halloween in Provincetown 2024
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 Halloween parties and events, here are the official theme nights and gatherings not to be missed: Note in 2024 the event starts on the Thursday (Halloween Night) and runs right through to the first weekend in November, so the typical schedule will change:
Thursday – Halloween Night
- Awaiting schedules
Friday
- Events kick off on Friday with the Spooky Bear Tea Dance at the Boatslip from 4pm to 7pm at the Boatslip for an Autumn Tea Dance with a difference.
- Spooky bears meet at the Crown & Anchor 6pm to 8pm followed by a theme party. With two dance rooms and a $500 cash prize for the best costume, this party is going to be legendary!
- 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
- 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 2pm – The Northeast Ursamen Presents Spooky Bear Bingo! 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.
- World Famous Tea Dance at the Boatslip – 4 pm – “Spooky Tea Dance”
- 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 Paramount Club which is transformed into one of the spookiest, bear-friendly venues in PTown, with DJ Chris Racine.
Sunday
- Spooky Bear Drag Brunch, 11 am and 1 am sitting – The Crown and Anchor.
- Solid Gold Tea Dance from 11am to 1pm – The Boatslip.
Recommended Hotels in Provincetown
The following hotels 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
Where to stay close to all the gay bars
Our top 4 selections with the best rates.
Carpe Diem Guesthouse is our home
from home when we are in Provincetown.
For further information and advice on
Spooky Bear Halloween in Ptown Website
Provincetown itself has two main drags, Commercial Street and Bradford Street. P’town can be divided into three sections, the quiet and peaceful West End, the bustling downtown center, and the East End, which has a number of galleries and guesthouses.
7 Cook St, Provincetown, MA 02657
Located in the heart of Provincetown’s art gallery district, the historic Inn at Cook Street was originally built in 1836. It features unique, individually decorated guest rooms and serves a daily hot breakfast.
Each guest room is decorated with original local artwork and offers antique furnishings. A flat-screen TV and en suite bathroom are included.
12 Winthrop Street Provincetown, MA 02657
This Cape Cod Bed and Breakfast is centrally located in the heart of Provincetown and boasts 3 outdoor decks. Whale watching from the pier is less than 10 minutes’ walk away.
The Beaconlight Guest House features rooms with an en suite bathroom, a flat-screen TV with DVD player, and a refrigerator. The rooms are furnished with bright colors and inviting décor, and offer plush bathrobes.
102 Bradford Street Provincetown, MA 02657
This historic Provincetown hotel, located in the heart of Provincetown, Massachussets, boasts a large courtyard and gardens as well as free WiFi access. Pilgrim Monument is 290 m away.
Every room at The Provincetown Hotel at Gabriel’s features a a cable TV. Many rooms have a fireplace. They are uniquely decorated in warm colours, plush bedding, and wood furnishings. Select rooms offer a private balcony.
176 Commercial St Provincetown, MA 02657
This Provincetown property features rooms equipped with refrigerators and free Wi-Fi. The Pilgrim Monument and Park are within a 10-minute walk of the property.
Rooms are uniquely decorated and with large windows and balconies at the Anchor Inn Beach House. The rooms have antique-style furnishings and white bedding.
Provincetown, MA
This apartment will provide you with a satellite TV and DVD player, air conditioning and a living room. The kitchenette has a microwave, a fridge and an oven, as well as coffee machine. A patio and free WiFi.
Provincetown, MA
All units have a satellite TV. There is also a kitchen, equipped with a dishwasher, microwave and fridge are also offered, as well as a coffee machine. There is a private bathroom with free toiletries in every unit.
Provincetown, MA
The holiday home has 4 bedrooms, a TV with satellite channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 4 bathrooms with a bath. Private parking and free WiFi.
Provincetown, MA
This home offers it all! Just steps to the best spots downtown and direct access to a beautiful bay beach. This air-conditioned holiday home has 4 bedrooms, a cable TV, and a kitchen with a microwave and a fridge.
6 Masonic Place Provincetown, MA 02657
Provincetown's Oldest and Most Popular Gay Bar in Town Featuring The Little Bar, a jukebox bar with fireplace, The Macho Bar, a leather cruise bar, and The Dance Club
Historic District, 186 Commercial St, Provincetown, MA 02657
Gay bar with Friendly staff, great company and good music with shows
359 Commercial St, Provincetown, MA 02657, United States
Walk through a long courtyard and pass some stores to find this modern, minimalist gay bar overlooking the beach, the place to be for the sunset
293 Commercial St, Provincetown, MA 02657, United States
Fun gay bar with lots to do like Pool Tables, Ping Pong, Air Hockey, Darts
161 Commercial St Provincetown, MA 02657
Internationally renowned destination for LGBTQ+ travelers and home to the world famous Tea Dance. Located on the water in the West End of town on Commercial Street
247 Commercial St Provincetown, MA 02657
The Crown & Anchor features six unique bar venues including the town's largest nightclub (Paramount), the town's only video bar (Wave), a cabaret venue, a poolside bar with heated pool, a piano bar and an ever-popular leather bar (The Vault). The Crown also features the Central House at the Crown—a year-round restaurant offering lunch and dinner
9 Carver St, Provincetown, MA 02657
The Porchside Lounge is the friendliest meeting place in Provincetown! Join friends for a game of pool, challenge yourself to a video game or relax at one of the indoor lounge areas or outdoor porch bars. Enjoy good conversation, renew old acquaintances and make new friends!
10 Carver Street Provincetown, MA 02657
Chill Lounge located on the corner of Carver Street Upscale and sophisticated gay bar
177 Commercial St Provincetown, MA 02657
Per dinner drinks are always good here, so is the food
Amazing waterfront outdoor deck dinning with a 180 degree view of Provincetown Harbor. Fresh seafood, American continental, weekly specials, late nigh bar
207 Commercial Street Provincetown, MA 02657
Gay bar with a beautiful waterfront deck bar boasts magnificent views, creative cocktails, and an exceedingly comfortable atmosphere.and with a nice patio overlooking the water
149 Commercial Street Provincetown, MA 02657
A relaxed little gay bar mixed ages
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We have chosen hotels in Provincetown that keep you close to all the shops, restaurants & bars
Halloween by – Droning Provincetown