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Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Outdoor pool
Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG
3.0 star property
Laurel
8.8 out of 10, Excellent, (417)
"very clean and quiet hotel to stay and get rest"
United States
Ugur
The price is ฿2,863
฿3,329 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Hotel and Suites Richmond West End by IHG
Seasonal outdoor pool, open 10 AM to 6 PM, pool loungers
Suburban Studios Chester

Suburban Studios Chester

Suburban Studios Chester
2.0 star property
Chester
8.0 out of 10, Very good, (468)
"Clean, convenient "
United States
Frida
The price is ฿1,872
฿2,176 total
includes taxes & fees
31 Dec - 1 Jan 2026
Suburban Studios Chester
Restaurant
Holiday Inn Express Hotel & Suites Petersburg-Dinwiddie by IHG

Holiday Inn Express Hotel & Suites Petersburg-Dinwiddie by IHG

Holiday Inn Express Hotel & Suites Petersburg-Dinwiddie by IHG
2.5 star property
Petersburg
8.4 out of 10, Very good, (551)
"Staff was very friendly and helpful. The room was clean and spacious."
United States
Jennifer
The price is ฿3,240
฿3,671 total
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn Express Hotel & Suites Petersburg-Dinwiddie by IHG
Indoor pool
Holiday Inn Express and Suites - Petersburg - Fort Lee by IHG

Holiday Inn Express and Suites - Petersburg - Fort Lee by IHG

Holiday Inn Express and Suites - Petersburg - Fort Lee by IHG
2.5 star property
Petersburg
8.0 out of 10, Very good, (1000)
"Great place to visit 😀 "
United States
Mackenson
The price is ฿2,926
฿3,286 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express and Suites - Petersburg - Fort Lee by IHG
Indoor pool
SpringHill Suites Chester

SpringHill Suites Chester

SpringHill Suites Chester
2.5 star property
Chester
9.0 out of 10, Wonderful, (697)
"We always stay at this hotel because of the comfortable beds , cleanest and safe area. "
United States
CHERYLE
The price is ฿3,744
฿4,353 total
includes taxes & fees
22 Dec - 23 Dec
SpringHill Suites Chester
Indoor pool
Residence Inn Marriott Chester

Residence Inn Marriott Chester

Residence Inn Marriott Chester
3.0 star property
Chester
9.0 out of 10, Wonderful, (375)
"The hotel was immaculate and the staff were amazing.I highly recommend a stay here. "
United States
Mary
The price is ฿3,936
฿4,576 total
includes taxes & fees
3 Jan - 4 Jan 2026
Residence Inn Marriott Chester
Indoor pool
Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA
3.0 star property
Chester
7.4 out of 10, Good, (1001)
"Everything is close by shopping, and restaurants."
United States
Mellissa
The price is ฿2,647
฿3,078 total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Chester, VA
Indoor pool
Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester
3.0 star property
Chester
8.4 out of 10, Very good, (508)
"Very accommodating staff"
United States
Carlene
The price is ฿3,450
฿4,011 total
includes taxes & fees
29 Dec - 30 Dec
Courtyard by Marriott Richmond Chester
Seasonal outdoor pool
Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South
2.5 star property
Chester
7.4 out of 10, Good, (1002)
"Old, smells moldy"
United States
Shawntae
The price is ฿2,831
฿3,292 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn Chester - Richmond South
Seasonal outdoor pool
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester
3.0 star property
Chester
8.4 out of 10, Very good, (1003)
"I had a pleasant stay"
United States
Ashley
The price is ฿3,712
฿4,317 total
includes taxes & fees
24 Dec - 25 Dec
Hyatt Select Richmond/Chester
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.
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Hotels with pools and free breakfast in Chester

Lobby
Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester
3.0 star property
Chester
8.4 out of 10, Very good, (508)
The price is ฿3,450
฿4,011 total
includes taxes & fees
29 Dec - 30 Dec
Courtyard by Marriott Richmond Chester
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

Top Chester Hotel Reviews

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

10/10 Excellent
"Quick & Easy check in… Staff was wonderful… Extremely nice & welcoming… Didn’t really care for the Breakfast "
Demetrice 2-night trip
Posted 5 days ago
Hyatt Select Richmond/Chester

Frequently asked questions

What are some accommodation options with pools in Chester?
Hyatt Select Richmond/Chester: Features a snack bar/deli, a seasonal outdoor pool and full. Fairfield Inn By Marriott Richmond Chester: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Candlewood Suites Chester Richmond by IHG: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Red Roof Inn Chester: Hotel, 6-minute walk from Broad Street. Provides a 24-hour fitness centre, an indoor pool and LCD televisions. Country Inn & Suites by Radisson, Chester, VA: Hotel, 2-minute walk from Virginia Commonwealth University. Features 2 restaurants, an indoor pool and 2 bars.
What is there to see and do in Chester?
Spend some time experiencing the great outdoors at James River and Appomattox River. During your stay, visit sights such as Iron Bridge Sports Park, The Lazy Daisy and Parker's Battery Park. Travellers 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 accommodation that has an outdoor pool if you'll be visiting Chester in the warmest months of July, August or June, when the average temperature is 25°C. Accommodation 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 6°C.