Title: Book the Best Hotels with POOL in Gwynn in 2025 | Expedia.ca [Hotels in Gwynn](https://expedia.ca/Gwynn-Hotels.d6325101.Travel-Guide-Hotels)[Vacation Rentals in Gwynn](https://expedia.ca/Gwynn-Vacation-Rentals.d6325101.Travel-Guide-VacationRentals)[Gwynn Car Rentals](https://expedia.ca/Car-Rentals-In-Gwynn.d6325101.Car-Rental-Guide)[Gwynn Vacation Packages](https://expedia.ca/Gwynn.d6325101.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Gwynn, VA ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Gwynn Hotels with a Pool Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gwynn Hotels with a Pool ## Top Gwynn Hotel Reviews ![Hampton Inn Gloucester](//images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/24cbd909_y.jpg) ### Hampton Inn Gloucester 10/10 Excellent "Everything was clean and just as said. My second stay bc of family and will be back." [](https://expedia.ca/Gloucester-Hotels-Hampton-Inn-Gloucester.h1916863.Hotel-Information) ![Holiday Inn Express Gloucester by IHG](//images.trvl-media.com/lodging/1000000/470000/462100/462015/fd1da4fc_y.jpg) ### Holiday Inn Express Gloucester by IHG 10/10 Excellent "Check in customer service" [](https://expedia.ca/Gloucester-Hotels-Holiday-Inn-Express-Gloucester.h462015.Hotel-Information) ![Best Western Kilmarnock Hotel](//images.trvl-media.com/lodging/1000000/900000/898400/898350/881910ae_y.jpg) ### Best Western Kilmarnock Hotel 10/10 Excellent "Our stay was nice. Breakfast was nice." [](https://expedia.ca/Kilmarnock-Hotels-Best-Western-Kilmarnock-Hotel.h898350.Hotel-Information) ![The Tides Inn](//images.trvl-media.com/lodging/1000000/890000/880400/880319/cdba7342_y.jpg) ### The Tides Inn 10/10 Excellent "Absolutely love it here. My “reset” destination " [](https://expedia.ca/Irvington-Hotels-The-Tides-Inn.h880319.Hotel-Information) ![Whispering Pines by Hotel O Whitestone VA](//images.trvl-media.com/lodging/4000000/3910000/3907800/3907766/ecd18e18_y.jpg) ### Whispering Pines by Hotel O Whitestone VA 10/10 Excellent "Excellent location, super accommodating managing staff" [](https://expedia.ca/White-Stone-Hotels-The-Whispering-Pines-Motel-Whitestone.h3907766.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Gwynn? > [Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water](https://www.expedia.ca/Gwynn-Hotels-Gwynns-Island-Cottage-ON-THE-BAY-Book-Your-Fall-Stay-Now.h29626665.Hotel-Information): Features buffet, a seasonal outdoor pool, and free self parking. [Holiday Inn Express Gloucester by IHG](https://www.expedia.ca/Gloucester-Hotels-Holiday-Inn-Express-Gloucester.h462015.Hotel-Information): Offers a snack bar/deli, an indoor pool, and buffet. [Hampton Inn Gloucester](https://www.expedia.ca/Gloucester-Hotels-Hampton-Inn-Gloucester.h1916863.Hotel-Information): Provides full, an outdoor pool, and free self parking. [Best Western Kilmarnock Hotel](https://www.expedia.ca/Kilmarnock-Hotels-Best-Western-Kilmarnock-Hotel.h898350.Hotel-Information): Features a private beach, a seasonal outdoor pool, and 2 restaurants. [Warner Hall](https://www.expedia.ca/Gloucester-Hotels-Warner-Hall.h112645371.Hotel-Information): Features complimentary wireless internet access, a pool, and kitchens. ### What is there to see and do in Gwynn? > Take a walk along the waterfront at White Stone Beach and Bethel Beach. Discover sights such as Gwynn's Island Musuem during your stay. ### When is the best time to book a hotel with a pool in Gwynn? > You may want to consider an accommodation that has an outdoor pool if you will be visiting Gwynn in the hottest months of July, August, or June when the average temp is 76°F. 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