Title: Book the Best Hotels with POOL in Gloucester in 2026 | Expedia.ca [Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d55727.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d55727.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d55727.Travel-Guide-Flights)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d55727.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d55727.Destination-Travel-Guides) ![The George P. Coleman Memorial Bridge (known locally as simply the Coleman Bridge) is a double swing bridge that spans the York River between Yorktown and Gloucester Point, Virginia.](https://images.trvl-media.com/place/55727/f083fad9-9365-4975-b407-029a614e0e8e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Gloucester, VA from CA $89 - ![](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 [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-12-18&endDate=2025-12-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gloucester hotels with a pool ![Indoor pool, open 10 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/c71901d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/00cb80e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two queens studio sofabed non smoking | Minibar](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/eebde044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/998346e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Gloucester [](https://www.expedia.ca/Gloucester-Hotels-Hampton-Inn-Gloucester.h1916863.Hotel-Information) Gloucester 9.2/10 Wonderful (733) "Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $134 CA $149 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Gloucester-Hotels-Hampton-Inn-Gloucester.h1916863.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/462100/462015/3369c977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/470000/462100/462015/d1c51d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/462100/462015/9268e789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/470000/462100/462015/795e840d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Gloucester by IHG [](https://www.expedia.ca/Gloucester-Hotels-Holiday-Inn-Express-Gloucester.h462015.Hotel-Information) Gloucester 7.2/10 Good (663) "Clean room staff all good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $131 CA $145 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Gloucester-Hotels-Holiday-Inn-Express-Gloucester.h462015.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/56000/55998/a241ae5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/56000/55998/a63e802f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/56000/55998/c76536e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/1000000/60000/56000/55998/2d4c91d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Williamsburg-Richmond Rd. [](https://www.expedia.ca/Williamsburg-Hotels-Hampton-Inn-Suites-Williamsburg-Richmond-Rd.h55998.Hotel-Information) Williamsburg 9.2/10 Wonderful (1006) "Great hotel with clean, spacious rooms and a good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery CA $86 CA $99 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Hampton-Inn-Suites-Williamsburg-Richmond-Rd.h55998.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/70000/61200/61186/f0f28a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/70000/61200/61186/4ef920ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/61200/61186/396fa824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/61200/61186/d9298278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Williamsbrg Busch Gardens Area by IHG [](https://www.expedia.ca/Williamsburg-Hotels-Holiday-Inn-Express-Williamsbrg-Busch-Gardens-Area.h61186.Hotel-Information) Williamsburg 9.2/10 Wonderful (1195) "Very clean , quiet rooms.. very comfortable beds.. good breakfast.. I will stay there again when in the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jack CA $78 CA $95 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Holiday-Inn-Express-Williamsbrg-Busch-Gardens-Area.h61186.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8100/8021/w3840h2557x0y3-4637a6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8021/w3837h2554x3y4-c1e7440f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8100/8021/w3837h2557x3y3-4adf043e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8021/w3837h2557x3y3-44f45d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Williamsburg Historic Area [](https://www.expedia.ca/Williamsburg-Hotels-Spark-By-Hilton-Williamsburg-Historic-Area.h8021.Hotel-Information) Williamsburg 8.8/10 Excellent (69) "Super convenient to local attractions. Clean and welcoming. Only downside was there was no body wash in the shower, so I had to use shampoo." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $77 CA $89 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Spark-By-Hilton-Williamsburg-Historic-Area.h8021.Hotel-Information) ![Indoor pool, 2 outdoor pools, open 7 AM to 11 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/60000/58700/58664/289ecf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/60000/58700/58664/13a680bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/58700/58664/44a586b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/60000/58700/58664/cc94c808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Manor Club at Ford's Colony [](https://www.expedia.ca/Williamsburg-Hotels-Marriotts-Manor-Club-At-Fords-Colony.h58664.Hotel-Information) Williamsburg 9.2/10 Wonderful (1000) "Spotless, roomy, would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $102 CA $117 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Marriotts-Manor-Club-At-Fords-Colony.h58664.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13700/13601/086d3517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/20000/13700/13601/eb9d2f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13700/13601/aede8cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13700/13601/ad038341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Williamsburg Gateway [](https://www.expedia.ca/Williamsburg-Hotels-Comfort-Inn-Williamsburg-Gateway.h13601.Hotel-Information) Williamsburg 9.2/10 Wonderful (1214) "Great stay....friendly staff, clean room, clean property, good breakfast and good hot coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clayton CA $84 CA $97 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Comfort-Inn-Williamsburg-Gateway.h13601.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/43d63249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/c2064567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/2a4a0458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/57582cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingsmill Resort [](https://www.expedia.ca/Williamsburg-Hotels-Kingsmill-Resort.h25624.Hotel-Information) Kingsmill 8.8/10 Excellent (1005) "Room was wonderful and breakfast was great!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Detra CA $145 CA $233 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Kingsmill-Resort.h25624.Hotel-Information) ![Seasonal outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1050000/1044200/1044190/9f866bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1050000/1044200/1044190/df7295a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1050000/1044200/1044190/88dcfa26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1050000/1044200/1044190/d6d9af14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Historic Williamsburg Resort [](https://www.expedia.ca/Williamsburg-Hotels-Westgate-Historic-Williamsburg-Resort.h1044190.Hotel-Information) Midtown 8.6/10 Excellent (1001) "Near to key Colonial Williamsburg sites." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $92 CA $129 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Williamsburg-Hotels-Westgate-Historic-Williamsburg-Resort.h1044190.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/f4539bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/bcfb77dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/d7b014b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/f7391776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Airport [](https://www.expedia.ca/Newport-News-Hotels-Comfort-Suites-Airport.h1475139.Hotel-Information) Central Newport News 8.8/10 Excellent (1009) "clean room, friendly staff, and breakfast choices were excellent ad the food tasted good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $110 CA $128 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newport-News-Hotels-Comfort-Suites-Airport.h1475139.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=2025-12-31&endDate=2026-01-01®ionId=55727&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Gloucester Hotel Reviews ![Vacation Village At Williamsburg](https://images.trvl-media.com/lodging/1000000/1000000/994900/994848/cfc6b534_y.jpg) ### Vacation Village At Williamsburg 10/10 Excellent "Clean room" [](https://expedia.ca/Williamsburg-Hotels-Vacation-Village-At-Williamsburg.h994848.Hotel-Information) ![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg) ### Hilton Vacation Club The Historic Powhatan Williamsburg 10/10 Excellent "Everything " [](https://expedia.ca/Williamsburg-Hotels-The-Historic-Powhatan-Resort-By-Diamond-Resorts.h864071.Hotel-Information) ![Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/165fc5e4_y.jpg) ### Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Williamsburg-Hotels-Woodlands-Hotel-Suites-A-Colonial-Williamsburg-Hotel.h806310.Hotel-Information) ![Hilton Vacation Club Greensprings Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/3f11083f_y.jpg) ### Hilton Vacation Club Greensprings Williamsburg 10/10 Excellent "The rooms were large, clean and well stocked. Would stay again. " [](https://expedia.ca/Williamsburg-Hotels-Greensprings-Vacation-Resort.h863025.Hotel-Information) ![Comfort Suites Airport](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/b0999b75_y.jpg) ### Comfort Suites Airport 10/10 Excellent "clean room, friendly staff, and breakfast choices were excellent ad the food tasted good" [](https://expedia.ca/Newport-News-Hotels-Comfort-Suites-Airport.h1475139.Hotel-Information) ![Comfort Inn Newport News - Hampton I-64](https://images.trvl-media.com/lodging/1000000/20000/10200/10111/01f0ccae_y.jpg) ### Comfort Inn Newport News - Hampton I-64 10/10 Excellent "100%Excelent" [](https://expedia.ca/Newport-News-Hotels-Comfort-Inn-Newport-News-Hampton-I-64.h10111.Hotel-Information) ![Comfort Inn & Suites Hampton near Coliseum](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545185/8b180fc8_y.jpg) ### Comfort Inn & Suites Hampton near Coliseum 10/10 Excellent "Front desk guy was super nice " [](https://expedia.ca/Newport-News-Hotels-Country-Inn-Suites-By-Radisson.h1545185.Hotel-Information) ![Comfort Suites Williamsburg Historic Area](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348062/447fb90c_y.jpg) ### Comfort Suites Williamsburg Historic Area 10/10 Excellent "Great location, nice hotel. Thanks" [](https://expedia.ca/Williamsburg-Hotels-Comfort-Suites-Williamsburg-Historic-Area.h3348062.Hotel-Information) ![Howard Johnson by Wyndham Williamsburg](https://images.trvl-media.com/lodging/2000000/1560000/1553500/1553494/b40d600d_y.jpg) ### Howard Johnson by Wyndham Williamsburg 10/10 Excellent "This hotel is the best value in the area. I will stay here again next time I come." [](https://expedia.ca/Williamsburg-Hotels-Howard-Johnson-By-Wyndham-Williamsburg.h1553494.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Gloucester? ### What is there to see and do in Gloucester? ### When is the best time to book a hotel with a pool in Gloucester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Apartments in Ark ](https://www.expedia.ca/Ark-Apartments.d553248635975849815-aaApartments.Travel-Guide-Accommodation) - [Ark Hotels ](https://www.expedia.ca/Ark-Hotels.d553248635975849815.Travel-Guide-Hotels) - [Motels in Ark ](https://www.expedia.ca/Ark-Motels.d553248635975849815-aaMotels.Travel-Guide-Accommodation) - [Bena Hotels ](https://www.expedia.ca/Bena-Hotels.d553248635975849971.Travel-Guide-Hotels) - [Farmstay in Blakes ](https://www.expedia.ca/Blakes-Agritourism.d3000355023-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Blakes ](https://www.expedia.ca/Blakes-Apartments.d3000355023-aaApartments.Travel-Guide-Accommodation) - 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