Title: TOP Hotels with Pools in Chesapeake Bay for 2025 - Chesapeake Bay Hotels with a Pool | Expedia.co.uk [Chesapeake Bay Travel Guide](https://expedia.co.uk/Chesapeake-Bay.dx6056980)[Hotels in Chesapeake Bay](https://expedia.co.uk/Chesapeake-Bay-Hotels.d6056980.Travel-Guide-Hotels)[Holiday Rentals in Chesapeake Bay](https://expedia.co.uk/Chesapeake-Bay-Holiday-Rentals.d6056980.Travel-Guide-HolidayRentals)[Flights to Chesapeake Bay](https://expedia.co.uk/Cheap-Flights-To-Chesapeake-Bay.d6056980.Travel-Guide-Flights)[Things to do in Chesapeake Bay](https://expedia.co.uk/Things-To-Do-In-Chesapeake-Bay.d6056980.Travel-Guide-Activities)[Chesapeake Bay Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesapeake-Bay.d6056980.Car-Hire-Guide)[Chesapeake Bay Holidays](https://expedia.co.uk/Chesapeake-Bay.d6056980.Holidays-City-Breaks) ![Virginia featuring a skyscraper, a garden and a statue or sculpture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33013-Town-Point-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Chesapeake Bay ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![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 Chesapeake Bay Hotels with Pool Tonight [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6056980&startDate=2025-09-20&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Sept - 22 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6056980&startDate=2025-09-21&endDate=2025-09-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6056980&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6056980&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake Bay Hotels with Pool ## Our top choices for Chesapeake Bay hotels with a pool ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40600/40512/e9bb53fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Lapidus) | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/50000/40600/40512/7afadfa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed | Bathroom | Combined shower/bathtub, rainfall showerhead, eco-friendly toiletries](https://images.trvl-media.com/lodging/1000000/50000/40600/40512/f4d58edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40600/40512/f0644cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Washington Plaza Hotel Downtown Washington D.C. 8.8/10 Excellent (4655) "Hotel was perfect " £94 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Washington-Hotels-Washington-Plaza.h40512.Hotel-Information) ![Seasonal outdoor pool, free pool cabanas](https://images.trvl-media.com/lodging/1000000/20000/19400/19400/ad16f4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19400/ee27fb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/19400/19400/8305aef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19400/55e7656a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capitol Skyline Hotel Southwest 8.0/10 Very good (1000) [](https://www.expedia.co.uk/Washington-Hotels-Capitol-Skyline.h19400.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/f6ae164f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/0fd6d9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/8cd2f5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club The Historic Powhatan Williamsburg Williamsburg 9.0/10 Wonderful (3069) "Loved staying here !" £79 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Williamsburg-Hotels-The-Historic-Powhatan-Resort-By-Diamond-Resorts.h864071.Hotel-Information) ![Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/30000/25300/25292/f87570e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25300/25292/fbe8fc58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch served; Regional cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/30000/25300/25292/ef213be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/30000/25300/25292/54d2856b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Shoreham Hotel Northwest 8.8/10 Excellent (2123) "Beautiful hotel that feels historic but modern! " £129 includes taxes & fees 3 Oct - 4 Oct [](https://www.expedia.co.uk/Washington-Hotels-Omni-Shoreham-Hotel.h25292.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/43300/43282/d0949374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/43300/43282/0bfd1a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/50000/43300/43282/db23ac04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/43300/43282/11ed3a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Virginia Beach At The Beach Northeast Virginia Beach 7.8/10 Good (1017) "It was great bring within walking distance of restaurants. " £56 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Virginia-Beach-Hotels-Days-Inn-By-Wyndham-Virginia-Beach-At-The-Beach.h43282.Hotel-Information) ![2 indoor pools, outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/a34fb98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/6df441de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/ad2a824f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach bar](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/b6b50f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Ocean Beach Club Virginia Beach Northeast Virginia Beach 8.4/10 Very good (1122) "Love the rooms and pools" £105 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18300/18214/fd19db23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/18300/18214/8d6190c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/18300/18214/d937976c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | Pillow-top beds, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/18300/18214/606d01b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Williamsburg Williamsburg 8.2/10 Very good (655) "Had a great stay!!!" £85 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Williamsburg-Hotels-Wingate-By-Wyndham-Williamsburg.h18214.Hotel-Information) ![2 outdoor pools, open 8 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/810000/800800/800754/f4787023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/810000/800800/800754/4c3592d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800754/0fae69ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/810000/800800/800754/05bec85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle Cay Resort Northeast Virginia Beach 8.0/10 Very good (1001) "Great place to stay. Close to local restaurants and entertainment. " [](https://www.expedia.co.uk/Virginia-Beach-Hotels-Turtle-Cay-Resort.h800754.Hotel-Information) ![Outdoor pool, open 10:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/70089697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/165fc5e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/692708eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/3602b36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel Colonial Williamsburg 8.8/10 Excellent (1569) "Had a great stay. Would stay again! " £114 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Williamsburg-Hotels-Woodlands-Hotel-Suites-A-Colonial-Williamsburg-Hotel.h806310.Hotel-Information) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/1000000/10000/800/714/1531a78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/800/714/0b9af489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, City View | View from room](https://images.trvl-media.com/lodging/1000000/10000/800/714/b3d11a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/10000/800/714/da717717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ven at Embassy Row, Washington, D.C., a Tribute Portfolio Hotel Northwest 8.8/10 Excellent (671) "Excellent staff and property" £140 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Washington-Hotels-The-Ven-At-Embassy-Row.h714.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.co.uk/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05®ionId=6056980&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake Bay Hotel Reviews ![Washington Plaza Hotel](//images.trvl-media.com/lodging/1000000/50000/40600/40512/e9bb53fb_y.jpg) ### Washington Plaza Hotel 10/10 Excellent "The staff is exceptionally accommodating. I was impressed with the lengths they went to in order to ensure that our stay was comfortable and that our needs were met. The room was clean and accessible. " [](https://expedia.co.uk/Washington-Hotels-Washington-Plaza.h40512.Hotel-Information) ![Hilton Vacation Club The Historic Powhatan Williamsburg](//images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg) ### Hilton Vacation Club The Historic Powhatan Williamsburg 10/10 Excellent "Stayed here multiple times and I’m never disappointed " [](https://expedia.co.uk/Williamsburg-Hotels-The-Historic-Powhatan-Resort-By-Diamond-Resorts.h864071.Hotel-Information) ![Sheraton Pentagon City Hotel](//images.trvl-media.com/lodging/1000000/20000/15100/15009/4c98766e_y.jpg) ### Sheraton Pentagon City Hotel 10/10 Excellent "Clean " [](https://expedia.co.uk/Washington-Hotels-Sheraton-Pentagon-City-Hotel.h15009.Hotel-Information) ![Hamilton Hotel Washington DC](//images.trvl-media.com/lodging/1000000/50000/42000/41943/25e12c74_y.jpg) ### Hamilton Hotel Washington DC 10/10 Excellent "The room and facility were very clean." [](https://expedia.co.uk/Washington-Hotels-Hamilton-Hotel-Washington-DC.h41943.Hotel-Information) ![Holiday Inn Washington Capitol - Natl Mall by IHG](//images.trvl-media.com/lodging/1000000/20000/16800/16778/w3834h2165x6y0-acb86477_y.jpg) ### Holiday Inn Washington Capitol - Natl Mall by IHG 10/10 Excellent "Great price for the value." [](https://expedia.co.uk/Washington-Hotels-Holiday-Inn-Washington-Capitol-Natl-Mall.h16778.Hotel-Information) ![Hilton Garden Inn Washington DC/U.S. Capitol](//images.trvl-media.com/lodging/5000000/4150000/4146300/4146275/5cf443a7_y.jpg) ### Hilton Garden Inn Washington DC/U.S. Capitol 10/10 Excellent "Easy access in the heart of the city, happy with the valet parking" [](https://expedia.co.uk/Washington-Hotels-Hilton-Garden-Inn-Washington-DCUS-Capitol.h4146275.Hotel-Information) ![YOTEL Washington DC](//images.trvl-media.com/lodging/1000000/20000/10600/10576/04246907_y.jpg) ### YOTEL Washington DC 10/10 Excellent "For our first time it was the perfect location. My girlfriend enjoyed every moment, and we’ll be back soon!" [](https://expedia.co.uk/Washington-Hotels-YOTEL-Washington-DC-Formerly-Liaison.h10576.Hotel-Information) ![State Plaza Hotel](//images.trvl-media.com/lodging/1000000/20000/11300/11234/352ccd63_y.jpg) ### State Plaza Hotel 10/10 Excellent "I like the layout of the rooms and how accessible everything is." [](https://expedia.co.uk/Washington-Hotels-State-Plaza-Hotel.h11234.Hotel-Information) ![AC Hotel by Marriott Arlington National Landing](//images.trvl-media.com/lodging/1000000/10000/1100/1096/54614341_y.jpg) ### AC Hotel by Marriott Arlington National Landing 10/10 Excellent "It was clean and quiet." 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[Island Car Rentals Rental Cars in Assateague Island](https://www.expedia.co.uk/Island-Car-Rentals-Car-Rentals-In-Assateague-Island.d553248635976198150-c1132.Car-Rental-Guide-Suppliers) - [Mini Car Hire in Tidewater Region](https://www.expedia.co.uk/Mini-Car-Rentals-In-Tidewater-Region.d553248635975748741-tMini.Car-Rental-Guide-Class) - [Ok Mobility Rental Cars in Assateague Island National Seashore](https://www.expedia.co.uk/OK-Mobility-Car-Rentals-In-Assateague-Island-National-Seashore.d6075482-c1057.Car-Rental-Guide-Suppliers) - [Priceless Car Rental Rental Cars in Hampton Roads](https://www.expedia.co.uk/Priceless-Car-Rental-Car-Rentals-In-Hampton-Roads.d553248635976475364-c1060.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Assateague Island National Seashore](https://www.expedia.co.uk/Rent-A-Wreck-Car-Rentals-In-Assateague-Island-National-Seashore.d6075482-c33.Car-Rental-Guide-Suppliers) - [Thrifty NZ Rental Cars in Hampton Roads](https://www.expedia.co.uk/Thrifty-NZ-Car-Rentals-In-Hampton-Roads.d553248635976475364-c1119.Car-Rental-Guide-Suppliers) - 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