Search Hotels with Pool in Chester

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Check availability on Chester Hotels with Pool

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Chester hotels with a pool

Seasonal outdoor pool
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is Rp1.306.110
Rp1.502.027 total
includes taxes & fees
29 Dec - 30 Dec
Clinton Motel
Seasonal outdoor pool, pool umbrellas, pool loungers
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (82)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is Rp4.081.594
Rp4.530.527 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Bevin House Bed & Breakfast
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is Rp1.122.417
Rp1.290.780 total
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1002)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is Rp5.174.205
Rp6.368.961 total
includes taxes & fees
29 Dec - 30 Dec
Saybrook Point Resort & Marina
Exterior
Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very good, (775)
"Great deal"
United States
Dan
The price is Rp1.337.926
Rp1.538.615 total
includes taxes & fees
1 Jan - 2 Jan 2026
Rodeway Inn Waterford - New London
Indoor pool
Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1001)
"Great place to stay"
United States
Craig
The price is Rp1.841.950
Rp2.118.243 total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express Branford-New Haven by IHG
Indoor pool
Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG
3.0 star property
New London
8.4 out of 10, Very good, (1003)
"Convenient hotel if you need to be in downtown New London"
United States
Alyssa
The price is Rp1.473.560
Rp1.694.594 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn New London - Mystic Area by IHG
Indoor pool
Hampton Inn Norwich

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1009)
"All the staff at the hotel were nice and accommodating!"
United States
Jodi
The price is Rp1.702.632
Rp1.958.027 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Norwich
2 indoor pools, open 6 AM to 10 PM, pool cabanas (surcharge)
Mohegan Sun

Mohegan Sun

Mohegan Sun
4.5 star property
Montville
9.2 out of 10, Wonderful, (2063)
"Great service and accommodations "
United States
Dennis
The price is Rp2.615.402
Rp3.425.525 total
includes taxes & fees
7 Jan - 8 Jan 2026
Mohegan Sun
Indoor pool
Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1004)
"Good Breakfast, nice atmosphere "
United States
Jessie
The price is Rp1.657.755
Rp1.906.418 total
includes taxes & fees
29 Dec - 30 Dec
Baymont by Wyndham Branford/New Haven
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

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"Room was very nice"
Mark 1-night trip
Posted 9 days ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Clarion Inn

Clarion Inn

10/10 Excellent
"Very clean and well kept "
Brian 3-night trip
Posted 9 days ago
Clarion Inn

Frequently asked questions

What are some accommodation options with pools in Chester?
Mohegan Sun: Resort, 15-minute walk from Mohegan Sun Casino. Features 19 restaurants, 2 indoor swimming pools and a full-service spa. Motel 6 New Haven - Branford, CT: Hotel located near Mohegan Sun Casino. Provides a snack bar/deli, an indoor pool and buffet. Hyatt Place Uncasville - Casino Area: Hotel located near Mohegan Sun Casino. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Microtel Inn & Suites by Wyndham Uncasville Casino Area: Hotel located near Mohegan Sun Casino. Features 2 restaurants, an indoor pool and free self parking. Hampton Inn Norwich: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Chester?
Take in the natural beauty with a stop at Connecticut River. Discover sights such as Norma Terris Theater, Connecticut Valley Railroad State Park Trail and Chester Creek Marina during your stay.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Chester in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 2°C.