Event Dates
From: Friday, July 18, 2025
To: Friday, July 18, 2025
Bear Week
Wiener Roast & Pool Party 2025
Provincetown’s Bear Week Weiner Roast is an annual tradition held at the Brass Key.
Bear Week Wiener Roast & Pool Party 2025
Provincetown’s Bear Week Weiner Roast is an annual tradition held at the Brass Key.
- Stay close to the party and PTown’s busy gay bars at the “Fabulous” rated Crowne Pointe Inn, offering guests spacious rooms, highly-rated breakfasts and perfect location.
The Event
- Friday July 18th, 2025 – Typically the final Friday night of PTown Bear Week.
- Brass Key Guest House plays host to the Bear Week Wiener Roast & Pool Party this year.
- Dance by the pool with the fittest bears and otters and enjoy live shows and guest DJs.
- The Brass Key has always thrown a HUGE party for Carnival, and this is the first time that they are hosting one for Bear Week.
- Spend the afternoon flirting with hundreds of Bear Week’s hottest men while mingling with guest hosts, both in and out of the Brass Key’s iconic pool.
The Big Weiner Contest
- The Winning Wiener will receive a $200 cash prize, a smokeless mini-grill courtesy of Tito’s – for your future wiener needs, and all the adoration one could desire from the Big Wiener judge (and, of course, the rest of the party too.)
- Contest participants must pre-register at check-in and wear special swimwear during the contest.
The Venue
- The Brass Key Guest House – Surrounding a terraced courtyard, this posh, adult-only guesthouse in 9 historic buildings (some dating to the 1790s) caters to gay men. It is a block from the shops and dining on Commercial Street.
- Freebies include continental breakfast, evening wine and cheese receptions, and drinks served by a heated infinity pool and hot tub. There’s also a spa, a rooftop deck, a cosy cocktail lounge and a DVD lending library.
Recommended Hotels in Provincetown
- Known for its vibrant atmosphere and rich LGBTQ+ history, PTown offers a range of gay bars, clubs, and events.
- Popular neighboring areas include Commercial Street, where you’ll find a bustling mix of shops, restaurants, and entertainment venues.
The following hotels have high ratings and are close to the gay scene of Commercial Street:
Recommended Hotels
Where to stay close to all the gay bars.
Our top 4 selections with the best rates.
Where we stay!
The Carpe Diem Guesthouse is our
home from home when in Provincetown.
Official Website
For further information and advice on
Bear Week Wiener Roast visit Facebook
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 Brass Key Pool Parties
Highlights from previous pool events at The Brass Key Guest House
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