At the tip of Cape Cod lies the coastal town of Provincetown. It’s situated on the eastern coast of the USA. The resort town is particularly popular amongst the LGBTQ+ crowd, owing to its famous Pride festivities and long history and culture of acceptance. While PTown’s charm may last year-round, it is during the summer months when the city really comes to life. The city’s annual carnival, held in August, is so popular that its 3,000 population swell to over 60,000 during this period. If you come to visit during this time, you’d definitely want to stay in a hotel with pool, where you can take a dip and escape the summer heat whenever you want. Check out our list of the best hotels with pool in Provincetown, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on February 15, 2025.
Why Trust Trip101?
✅ Over 50,000 articles reviewed and published by our experienced team
✅ Over 50 years of combined experience researching, writing and reviewing travel articles
✅ Over 40,000 hours spent on research and fact-checking from credible sources (last year’s data)
✅ Optimizing content from data-driven insights collected directly from users on our platform
✅ Focus on authentic and up-to-date information by collaborating with local guides, global travelers and other industry experts
✅ Long-standing partnerships with credible brands like Airbnb, Booking.com, Agoda, Expedia, GetYourGuide, Viator, RVShare and more
✅ Full disclosure on any partnerships or sponsored content
Trip101’s team of writers, editors, and content managers oversees the publication of all travel content, including destination guides, accommodation recommendations, and travel tips. They have extensive experience in the travel industry and no content, written or visual, gets published without a review. Many of our team’s work has also been featured in Travel+Leisure, National Today, The Indian Express, The Telegraph (India), Robb Report, The Adventure Handbook, Tripoto, Korea Tourism Organization, and Korean Ministry of Culture, Sports and Tourism. Some of them are also members of professional organizations like the Society of American Travel Writers and the International Travel Writers and Photographers Alliance.
Each member of the team follows Trip101's methodology and strict editorial guidelines to ensure accuracy, authenticity, and relevance.
1. Provincetown Inn (from USD 194)
One of the oldest hotels in the city, Provincetown Inn was established in 1920s. The original building of the hotel, situated at the very end of Commercial Street, was refurbished after World War II to add the second floor. The artificial peninsula, where the motel section and the pool can be found, was constructed in 1950s. Today, the hotel is famous for its historic murals, painted in 1966 by Don Aikens, a local artist. Due to its unique structure, the hotel Provincetown Inn boasts a 270-degree view of the ocean. The hotel’s pool is the largest in the town and was uniquely built in the shape of a pilgrim’s hat.
Provincetown Inn
39.55 km (24.6 mi) from Pilgrim Memorial State Park
2. Harbor Hotel Provincetown (from USD 173)
Harbor Hotel Provincetown is located on the eastern side of Commercial Street, about 1.6 mi (2.6 km) away from Pilgrim Monument. This modern and chic hotel has all of the amenities that you can think of — WiFi access, an outdoor patio, a fire pit, board games, and scooter, bicycle and e-bike rentals. The hotel is perfect if you’re traveling with your family and they even have pet-friendly rooms. The hotel’s pool is open until October 12 each year. It’s quite large and you can find a lot of chaise and seating area along with a poolside bar, where you can order cocktails or frozen drinks to freshen up.
Harbor Hotel Provincetown This is a Proud Certified property where you can be extra sure of a welcoming stay.
42.89 km (26.7 mi) from Pilgrim Memorial State Park
3. Surfside Hotel and Suites (from USD 233)
Located right on Commercial Street, this oceanfront hotel is perfect if you want to be based relatively close to the center of Provincetown, but not right in the middle of all the hustle and bustle. Surfside Hotel and Suites is less than one mile (1.6 km) away from both the MacMillan Pier and the Pilgrim Monument. The hotel offers a stunning view of Cape Cod Bay and has direct access to the beach. The pool, meanwhile, can be found right across the street from the main building, just beside the hotel’s beach club. It’s a great spot to sunbathe on the pool chaise while enjoying a frozen margarita.
Surfside Hotel and Suites
41.86 km (26.1 mi) from Pilgrim Memorial State Park
4. Cape Colony Inn (from USD 90)
This family- and pet-friendly hotel is located on Bradford Street, just a couple of minutes away from the beach and Commercial Street. Cape Colony Inn offer comfortable rooms with modern furnishing and appliances such as refrigerator, microwave and air conditioning. The hotel also has an on-site barbecue facility, volleyball court, and a fire pit. The large pool is located right by the entrance to the property and is heated, making it convenient during the colder months.
Cape Colony Inn
42.05 km (26.2 mi) from Pilgrim Memorial State Park
5. Crowne Pointe Historic Inn Adults Only (from USD 163)
Crowne Pointe Hotel and Spa is located right in the heart of Provincetown. The hotel is housed in the beautifully restored 140-year-old mansion that used to belong to Cape Cod Sea Captain. It’s even believed that the Sea Captain never truly left the mansion, and “friendly” encounters are common stories amongst visitors and staff alike. The hotel is a popular wedding venue for its beautiful building and decor. It also features a spa with a sauna, steam room, hot tub, and outdoor massage room. The hotel’s pool, while quite small, is beautifully set in a secluded area of the property, surrounded by plants and flowers; truly an oasis in the heart of Provincetown.
Crowne Pointe Historic Inn Adults Only
40.34 km (25.1 mi) from Pilgrim Memorial State Park
6. The Seaglass Inn & Spa (from USD 155)
Delicious, plentiful breakfast options with hot items, fresh pastries, and friendly staff.
Fair pricing and outstanding value for spacious, cozy rooms and free hot breakfast.
Quiet, tranquil location close to town and beaches, with easy access to attractions.
Immaculate grounds, inviting pool area, and free electric shuttle service.
If you are looking for a quieter stay, this hotel is definitely a great option for you. Nestled on a hilltop, on the western end of the city, The Seaglass Inn & Spa is sheltered from the busy center of Provincetown, yet still close enough to the main attractions. It is located about 1.1 mi (1.7 km) away from MacMillan Pier and about 1.6 mi (2.6 km) from Herring Cove beach. The hotel sits on 4 acres (1.6 ha) of beautifully manicured garden, and the kidney-shaped pool can be found right in the middle of it. It is a perfect place for a stay with family, where kids can roam around in the garden safely, as the pool area is securely surrounded by low hedges and fences.
The Seaglass Inn & Spa
39.58 km (24.6 mi) from Pilgrim Memorial State Park
7. Dyer Hotel (from USD 174)
The 8 Dyer Hotel is located on the narrow Dyer street, right in the center of Provincetown. It is within walking distance from all of the major attractions, art galleries, and of course, the beach. If you’d like to do some sightseeing, you can also have the hotel arrange a bike hire for you. It is an adult-only property and is owned by a chef. The hotel pool, although relatively small, is arguably one of the prettiest in town. You also have the option to use the indoor hot tub instead, especially during the colder months.
8 Dyer Hotel
Address: 8 Dyer Street
41.05 km (25.6 mi) from Pilgrim Memorial State Park
America's oldest art colony
Aside from being famous for its festivities, Provincetown is also known for its art. It’s even dubbed as “America’s oldest art colony,” with a thriving contemporary art scene. And seeing the surrounding coastal beauty of the region, no wonder it became such a magnet for artists. Whether you’re interested in art, nightlife or natural beauty, Provincetown has something for everyone. So, what are you waiting for? Plan your vacation to PTown right away!
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
