Title: Book the Best Hotels with POOL in Gloucester in 2025 | Expedia.ca [Gloucester Travel Guide](https://expedia.ca/Gloucester.dx8008)[Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d8008.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d8008.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d8008.Travel-Guide-Flights)[Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d8008.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d8008.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531389-gloucester.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Gloucester, MA from CA $104 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Gloucester Hotels with a Pool Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gloucester Hotels with a Pool ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20500/20461/091659d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/20500/20461/e0738d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20500/20461/8b8f5f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/30000/20500/20461/fd1c192e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean House Hotel at Bass Rocks Gloucester 9.2/10 Wonderful (766) " Beautiful views, good facilities and friendly staff!" CA $179 CA $233 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/f51f1751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/0b8a2c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/d1f063f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/ee0b330c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Lion Motel and Cottages Gloucester 9.0/10 Wonderful (427) "The staff was wonderful and so helpful. I’d stay here again." CA $241 CA $270 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Gloucester-Hotels-Sea-Lion-Motel-And-Cottages.h11236549.Hotel-Information) ![Rooftop pool](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b4aa533e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/4e48b32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/cfe2659b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/de90296d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beauport Hotel Gloucester Gloucester 9.6/10 Exceptional (885) "Loved everything, oceanside boujiness, friendly staff, great meals !" CA $280 CA $313 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11570000/11565800/11565771/85f86b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/12000000/11570000/11565800/11565771/a3317551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11570000/11565800/11565771/e96cfd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/12000000/11570000/11565800/11565771/a78a5aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantis Oceanfront Inn Gloucester 9.6/10 Exceptional (449) "Excellent staff…great location right on ocean front." CA $292 CA $326 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Gloucester-Hotels-Atlantis-Oceanfront-Inn.h11565771.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/1d8ac3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Balcony](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/ee97c670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ground Floor | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/1ec8815e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/2469a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vista Gloucester 9.4/10 Exceptional (408) "Great view of the ocean and sunrise. " CA $300 CA $335 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2475600/2475562/499bf4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2475600/2475562/ec99ca0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/3000000/2480000/2475600/2475562/4cf2be53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2475600/2475562/db962d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Hampshire Inn Seabrook 8.4/10 Very good (1005) "great location nice room" CA $136 CA $148 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Portsmouth-Hotels-Best-Western-Hampshire-Inn.h2475562.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15050000/15045900/15045810/085931ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15050000/15045900/15045810/8a11c7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15050000/15045900/15045810/b51339a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/16000000/15050000/15045900/15045810/1c4b2587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabrook Inn Seabrook 6.6/10 (1007) "A Nice quiet place to stop. Its conveniently located making it a nice place to stop on your route." CA $96 CA $104 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portsmouth-Hotels-Seabrook-Inn.h15045810.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/962c723d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/ab4f91b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/be633ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/558e4104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Briar Barn Inn Rowley 9.6/10 Exceptional (719) "Exceptionally clean, nicely designed and comfortable room. The lady who checked us in, Paula, went above and beyond her duties to ensure we were comfortable and satisfied with our stay……10/10!" CA $234 CA $301 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Rowley-Hotels-Briar-Barn-Inn.h31422984.Hotel-Information) ![1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538322/6fa7b4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538322/b1c0323c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538322/08861231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538322/c8a61175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garrison Inn Boutique Hotel Newburyport 9.4/10 Exceptional (405) "Love it here, perfect location and beautiful hotel!" CA $460 CA $514 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Newburyport-Hotels-Garrison-Inn-Boutique-Hotel.h3538322.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/28485cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/81687963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/c39569b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/43b88b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rockport Inn And Suites Rockport 8.6/10 Excellent (1494) "Great location and clean room" CA $176 CA $197 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rockport-Hotels-Rockport-Inn-And-Suites.h2803719.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=8008&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Gloucester Hotel Reviews ![Rockport Inn And Suites](//images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/1c83e728_y.jpg) ### Rockport Inn And Suites 10/10 Excellent "We stayed 1night, nice place" [](https://expedia.ca/Rockport-Hotels-Rockport-Inn-And-Suites.h2803719.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](//images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg) ### Comfort Inn & Suites Logan International Airport 10/10 Excellent "It’s very good " [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![DoubleTree by Hilton Boston North Shore](//images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8_y.jpg) ### DoubleTree by Hilton Boston North Shore 10/10 Excellent "My family and I were visiting from Long Island. We didn't get to the area until 9 PM at night. We had a reservation at another hotel nearby. The room was appalling. So much so that I would not let my family stay there. In a pinch, I went to the Double Tree by Hilton Boston North Shore. At the registration desk I was greeted by Wendy who cheerfully worked her magic and found us a great room that accommodated our needs, even though the hotel was just about at capacity. Huge shout out to Wendy! We will be staying here the next time we are in the area!!!!" [](https://expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![Sonesta Select Boston Danvers](//images.trvl-media.com/lodging/1000000/10000/8200/8176/daad2b04_y.jpg) ### Sonesta Select Boston Danvers 10/10 Excellent "Good location , lots of parking Staff great One downside we were on second floor and could hear everything in room above us Squeaky bed lots of footsteps Overall great stay while visiting Endicott College for family weekend" [](https://expedia.ca/Boston-Hotels-Sonesta-Select-Boston-Danvers.h8176.Hotel-Information) ![Motel 6 Danvers, MA - Boston North](//images.trvl-media.com/lodging/1000000/50000/40500/40456/e8ac8fd5_y.jpg) ### Motel 6 Danvers, MA - Boston North 10/10 Excellent "Nicole was the best....... Parking was easy ." [](https://expedia.ca/Boston-Hotels-Motel-6-Danvers.h40456.Hotel-Information) ![Lakeside Inn](//images.trvl-media.com/lodging/1000000/30000/20400/20351/8c770017_y.jpg) ### Lakeside Inn 10/10 Excellent "My only complaint is my bathroom door would not latch and you have to use you entire body to open the door to enter. " [](https://expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) ![Hampton Inn Boston/Peabody](//images.trvl-media.com/lodging/1000000/210000/203600/203598/a2ed3664_y.jpg) ### Hampton Inn Boston/Peabody 10/10 Excellent "Staff was professional and the breakfast was very good." [](https://expedia.ca/Boston-Hotels-Hampton-Inn-BostonPeabody.h203598.Hotel-Information) ![The Vista](//images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/1d8ac3d9_y.jpg) ### The Vista 10/10 Excellent "Clean, great water view" [](https://expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information) ![The Hotel at Cape Ann Marina](//images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/ce1a512d_y.jpg) ### The Hotel at Cape Ann Marina 10/10 Excellent "We loved our stay at the Hotel at Cape Ann Marina. It was nice being able to stay in and have dinner and drinks at the restaurant. Beautiful views of the marina. Great selection of a hot breakfast and fresh fruits. Would definitely recommend this hotel." [](https://expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Gloucester? > [The Vista](https://www.expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information): Hotel, 9-minute walk from Good Harbor Beach. Features continental, an outdoor pool, and free self parking. [Ocean House Hotel at Bass Rocks](https://www.expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information): Hotel located near Good Harbor Beach. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. [Beauport Hotel Gloucester](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information): Hotel located near Good Harbor Beach. Provides a rooftop terrace, a pool, and a snack bar/deli. ### What is there to see and do in Gloucester? > Surround yourself with nature at Pavilion Beach and Half Moon Beach. During your stay, check out sights such as Capt Bill & Sons Whale Watch, Cape Ann Museum, and Maritime Gloucester. Visitors to Gloucester speak highly of the natural attractions, including the beautiful ocean views. ### When is the best time to book a hotel with a pool in Gloucester? > Taking into account the local weather in Gloucester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall. ### What's the best way to travel around Gloucester? > Knowing the transportation options in Gloucester can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Gloucester Station or West Gloucester Station. 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[Hammond Castle](https://www.expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction) - [North Shore Vacations](https://www.expedia.ca/North-Shore.d6047672.Destination-Travel-Guides) - [Car rentals near North Shore](https://www.expedia.ca/Car-Rentals-In-North-Shore.d6047672.Car-Rental-Guide) - [Book Hotels with a Pool in Gloucester on Expedia.com](https://www.expedia.com/Gloucester-Hotels-Hotel-With-Pool.0-0-d8008-tHotelwithPool.Travel-Guide-Filter-Hotels)