Title: Book the Best Hotels with POOL in Chester in 2025 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d5931.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d5931.Travel-Guide-VacationRentals)[Things to do in Chester](https://expedia.ca/Things-To-Do-In-Chester.d5931.Travel-Guide-Activities)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d5931.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d5931.Destination-Travel-Guides) ![Aerial photo Chester VA USA](https://images.trvl-media.com/place/5931/71469d5d-2c03-4c5f-a8c5-5f63ba9bd833.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Chester, VA - ![](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 Chester Hotels with a Pool Tonight [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-11-24&endDate=2025-11-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Hotels with a Pool ![Seasonal outdoor pool, open 10 AM to 6 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/500/437/9f7f3ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/500/437/ff3d0759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/500/437/0912b82c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/500/437/808ee420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suburban Studios Chester Chester 8.0/10 Very good (462) "Very ckean and sraff was great 3 restaurants within a 3 min walk" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $95 CA $110 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Richmond-Hotels-Suburban-Extended-Stay-Hotel-Chester-I-95.h437.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75960000/75958900/75958849/0ad92fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/76000000/75960000/75958900/75958849/54fa5b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75960000/75958900/75958849/1babd878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/76000000/75960000/75958900/75958849/f2f90e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Chester Chester 9.0/10 Wonderful (688) "Had wonderful quiet stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Latisha CA $168 CA $195 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Richmond-Hotels-SpringHill-Suites-By-Marriott-Chester.h75958849.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22400/22361/68d02b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22400/22361/a49c74a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/22400/22361/1aa7d8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22400/22361/cda40b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Chester - Richmond South Chester 7.4/10 Good (1001) "Old, smells moldy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawntae CA $114 CA $133 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Richmond-Hotels-Comfort-Inn-Chester-Richmond-South.h22361.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/860000/854600/854550/3b6b4342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/854600/854550/6c802137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/854600/854550/6b6c87c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/854600/854550/68628e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Richmond-Chester Chester 8.2/10 Very good (428) "Friendly staff….clean and quiet environment. Definitely would recommend and will stay again when in the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maurice CA $179 CA $215 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Richmond-Hotels-Homewood-Suites-Chester.h854550.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/1d8bc911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/00f05da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/cd622cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/7f15e77c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Chester, VA Chester 7.4/10 Good (1002) "Clean and easy to go around the surrounding area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liketress CA $121 CA $140 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h1768436.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/860000/858200/858121/0e878769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858200/858121/3ce89dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/858200/858121/e96df73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/858200/858121/93ea8c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Richmond Chester Chester 8.4/10 Very good (504) "Very accommodating staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlene CA $182 CA $212 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Richmond-Hotels-Courtyard-By-Marriott-Richmond-Chester.h858121.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/810000/802400/802310/7034b172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/810000/802400/802310/ede89815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/810000/802400/802310/0d47b31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/802400/802310/851fe71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Select Richmond/Chester Chester 8.2/10 Very good (1007) "Staff was very friendly. Breakfast was really good and had many options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika CA $167 CA $194 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondChester.h802310.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928008/49175fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tennis court](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928008/w3995h2667x0y0-cffc9a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928008/a1a289c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928008/822df074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Marriott Chester Chester 9.0/10 Wonderful (373) "The hotel was immaculate and the staff were amazing.I highly recommend a stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $167 CA $194 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Richmond-Hotels-Residence-Inn-Marriott-Chester.h2928008.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15700/15606/773bc8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15700/15606/767da3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15700/15606/4bd62464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15700/15606/8a40f015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Hotel and Suites Richmond West End by IHG Laurel 8.8/10 Excellent (394) "very clean and quiet hotel to stay and get rest" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ugur CA $131 CA $152 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Richmond-Hotels-Quality-Inn-West-End.h15606.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/127100/127019/8a02127a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/127100/127019/31a878d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/127100/127019/09058086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/130000/127100/127019/6c2bad3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Petersburg Fort Lee Petersburg 9.0/10 Wonderful (327) "The breakfast was excellent, staff was helpful and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $146 CA $163 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Petersburg-Hotels-Hampton-Inn-Petersburg-Ft-Lee.h127019.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=2025-12-07&endDate=2025-12-08®ionId=5931&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_5931) ## Top Chester Hotel Reviews ![Homewood Suites by Hilton Richmond-Chester](https://images.trvl-media.com/lodging/1000000/860000/854600/854550/6c802137_y.jpg) ### Homewood Suites by Hilton Richmond-Chester 10/10 Excellent "DUE TO ICE THERE WAS NO STAFF.One person on shift day and night.Crazy!!" [](https://expedia.ca/Richmond-Hotels-Homewood-Suites-Chester.h854550.Hotel-Information) ![Linden Row Inn](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8_y.jpg) ### Linden Row Inn 10/10 Excellent "The room was comfortable and clean. Our stay was perfect before our participation in the Richmond marathon! Thank you!" [](https://expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![Hyatt Place Richmond Airport](https://images.trvl-media.com/lodging/3000000/2390000/2385400/2385332/58ccc3ab_y.jpg) ### Hyatt Place Richmond Airport 10/10 Excellent "Yes" [](https://expedia.ca/Richmond-Hotels-Hyatt-Place-Richmond-Airport.h2385332.Hotel-Information) ![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg) ### Regency Inn Richmond 10/10 Excellent "Good staff ! Nice hotel " [](https://expedia.ca/Richmond-Hotels-Regency-Inn-Richmond.h13851.Hotel-Information) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "Amazing place - phenomenal staff. Clearly made us feel like royalty. Will absolutely return!" [](https://expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Best Western Premier Richmond City Gateway](https://images.trvl-media.com/lodging/1000000/20000/10300/10271/826922f7_y.jpg) ### Best Western Premier Richmond City Gateway 10/10 Excellent "We had a super quick and easy check in. Our first room had a strong smoke odor and we asked to be moved, the manager quickly changed our room and it was so much better and no odors. Cleanliness was great. No complaints for a quick weekend! " [](https://expedia.ca/Richmond-Hotels-Best-Western-Premier-Richmond-City-Gateway.h10271.Hotel-Information) ![Hyatt Select Richmond/Chester](https://images.trvl-media.com/lodging/1000000/810000/802400/802310/0d47b31d_y.jpg) ### Hyatt Select Richmond/Chester 10/10 Excellent "Yes" [](https://expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondChester.h802310.Hotel-Information) ![Holiday Inn Hotel and Suites Richmond West End by IHG](https://images.trvl-media.com/lodging/1000000/20000/15700/15606/767da3fd_y.jpg) ### Holiday Inn Hotel and Suites Richmond West End by IHG 10/10 Excellent "staff was very helpful and friendly. Rooms and common areas were always clean." [](https://expedia.ca/Richmond-Hotels-Quality-Inn-West-End.h15606.Hotel-Information) ![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "The room was very clean and comfortable, which made for a pleasant stay. I really enjoyed the indoor pool—it was a great feature. The only thing I wish the hotel had was a hot tub, as that would have made the experience even better. Overall, a good stay and I’d consider coming back." [](https://expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Chester? > [Red Roof Inn Chester](https://www.expedia.ca/Richmond-Hotels-Red-Roof-Inn-Chester.h67269723.Hotel-Information): Offers a snack bar/deli, a seasonal outdoor pool, and full. [Hyatt Select Richmond/Chester](https://www.expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondChester.h802310.Hotel-Information): Features buffet, an indoor pool, and complimentary wired internet access. [Fairfield Inn By Marriott Richmond Chester](https://www.expedia.ca/Richmond-Hotels-Fairfield-Inn-By-Marriott-Richmond-Chester.h43071.Hotel-Information): Hotel, 2-minute walk from Virginia Commonwealth University. Features 2 restaurants, an indoor pool, and 2 bars. [Homewood Suites by Hilton Richmond-Chester](https://www.expedia.ca/Richmond-Hotels-Homewood-Suites-Chester.h854550.Hotel-Information): Hotel, 6-minute walk from Broad Street. Offers a 24-hour fitness center, an indoor pool, and LCD televisions. [Graduate by Hilton Richmond](https://www.expedia.ca/Richmond-Hotels-Graduate-Richmond.h17725982.Hotel-Information): Features complimentary wired internet access, a seasonal outdoor pool, and free self parking. ### What is there to see and do in Chester? > Spend some time experiencing the great outdoors at James River and Henricus Historical Park. During your stay, check out sights such as Iron Bridge Sports Park, Dutch Gap Conservation Area, and Appomattox River. Travelers love Chester for its array of dining options. ### When is the best time to book a hotel with a pool in Chester? > You may want to consider an accommodation that has an outdoor pool if you're planning to visit Chester in the warmest months of July, August, or June when the average temperature is 76°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 43°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Bellwood](https://www.expedia.ca/3Star-Bellwood-Richmond-Hotels.s30-n553248634999265085-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Colonial Heights](https://www.expedia.ca/3Star-Colonial-Heights-Hotels.s30-0-d7355.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Fawnbrook](https://www.expedia.ca/3Star-Fawnbrook-Richmond-Hotels.s30-n782537948411133952-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Deerbourne](https://www.expedia.ca/5Star-Deerbourne-Richmond-Hotels.s50-n782537921261125632-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Jeff Davis](https://www.expedia.ca/5Star-Jeff-Davis-Richmond-Hotels.s50-n782538036833964032-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bellwood](https://www.expedia.ca/Bellwood-Richmond-Hotels-Adults-Only-Resorts.0-n553248634999265085-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Guest Houses in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Guest-Houses.d7355-aaGuestHouses.Travel-Guide-Accommodation) - [Business Hotels in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Hotels-Business-Hotel.0-0-d7355-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Hotels-Cheap-Hotels.0-0-d7355-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Hotels-Couples-Resorts-Hotels.0-0-d7355-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Hotels-Family-Hotel.0-0-d7355-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Hotels-Hotels-With-Bar.0-0-d7355-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Colonial Heights](https://www.expedia.ca/Colonial-Heights-Hotels-Hotels-With-Hot-Tubs.0-0-d7355-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - 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