Event Dates
From: Thursday, October 30, 2025
To: Sunday, November 2, 2025
Spooky Bear Halloween in Ptown 2025
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 2025
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
- Next Edition – Thursday 30th October 2025 – Sunday 2nd November, 2025.
- 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, Spooky Bear has a separate program with official theme nights and gatherings not to be missed:
- Awaiting full program of events, but expect the following:
Thursday
- Halloween Tea Dance: Kick off the weekend with dancing and socializing at The Boatslip, 4pm.
- Halloween Bar Crawl: Explore various bars in Provincetown, time TBD
Friday
- The Haunted Tea Dance: Dance to spooky tunes at The Boatslip, 4pm.
- Official Spooky Bear Meet and Greet: Get to know fellow attendees at the Crown & Anchor, 6pm.
- Dance Party: Dance the night away at The Crown & Anchor, 9pm-1am.
Saturday
- Spooky Bear Marketplace: Shop various vendors at The Boatslip, 10am-2:30pm.
- Art’s Dune Tours: Explore the dunes, $33 per person – Call Art’s Dune Tours directly, 1pm-3pm.
- Bingo for a Cause!: Fundraiser for the Provincetown Food Pantry at The Crown & Anchor, 2pm-4:30pm.
- Spooky Bear Tea Dance: Continue the weekend festivities with more dancing at The Boatslip, 4pm-9pm.
- Nightmares Costume Ball and Costume Contest: Compete for cash prizes in your best costume at Crown & Anchor, 9pm-1am.
Sunday
- Drag Brunch: Enjoy a spooky-themed brunch at the Crown & Anchor restaurant, 11am and 1pm seatings.
- Solid Gold Tea Dance: End your Spookybear experience with a final dance at the Boatslip Resort, 4pm-7pm.
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
Recommended Hotels
Where to stay close to all the gay bars
Our top 4 selections with the best rates.
Where we stay!
Carpe Diem Guesthouse is our home
from home when we are in Provincetown.
Official Website
For further information and advice on
Spooky Bear Halloween in Ptown Website
Gay Map of Provincetown
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
Recommended Hotels in Provincetown By Booking
Book with confidence. Get the best Prices from our partner Booking.com
We have chosen hotels in Provincetown that keep you close to all the shops, restaurants & bars
Anchor Inn Beach
4 Star, Luxury
- 4 Star – Unique Decor, Large Windows and Balconies
- Close to the gay district
- Refrigerators, antique-style
- Provincetown property with uniquely decorated rooms, refrigerators, Wi-Fi, close to Pilgrim Monument and Park.
Beaconlight House
4 Star, Readers Choice
- 4 Star – Outdoor Hot Tub, Flower Gardens
- Close to the gay district
- En suite bathroom, flat-screen TV
- Features en suite bathrooms, flat-screen TVs with DVD players, refrigerators, outdoor hot tub, and flower gardens.
Inn at Cook Street
4 Star, Great Value
- 4 Star – In The Heart of Art Gallery District
- Close to the gay district
- Unique decorations, flat-screen TV
- In Provincetown’s art gallery district, historic inn with individually decorated rooms, daily hot breakfast.
Hotel at Gabriel’s
4 Star, Location
- 4 Star – Large Courtyard and Gardens
- Close to the gay district
- Cable TV, fireplace, balcony
- In central Provincetown, offers free WiFi, rooms with cable TVs, fireplaces, warm colors, and plush bedding.
Video Spooky Bear Halloween in Provincetown
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