Search Hotels with Indoor Pools in Cheshire

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Check availability on Cheshire Hotels with Indoor Pools

Our top choices for Cheshire hotels with an indoor pool

Exterior
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.6 out of 10, Excellent, (650)
"The staff at check in was so polite, efficient, and genuinely seemed like they cared we were at the hotel, I would give her a 10/10"
United States
Christine
The price is 3.185.204 ₫
3.662.985 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Springhill Suites by Marriott Hartford Cromwell
Indoor pool
Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
Milford
8.0 out of 10, Very good, (1003)
"Breakfast was fresh and good options."
United States
paulo
The price is 2.211.216 ₫
2.542.898 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Milford by IHG
Front of property – evening/night
Inn at Middletown

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (542)
"The Inn was very nice!"
United States
Traci
The price is 4.300.289 ₫
5.471.707 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Inn at Middletown
Exterior
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1008)
"The room was clean the staff was great "
United States
Nicholas
The price is 2.547.637 ₫
2.929.782 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Homewood Suites by Hilton Orange New Haven
Exterior
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very good, (1008)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is 3.056.216 ₫
3.514.648 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hyatt House Shelton
Property amenity
Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (705)
"Convenient location. The restaurants around the property were great. "
United States
Stephen
The price is 3.290.500 ₫
3.784.075 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Courtyard by Marriott Hartford Cromwell
Exterior
Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South
2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (768)
"Very clean hotel and the lobby felt very welcoming. The breakfast was great! "
United States
Amy
The price is 3.000.410 ₫
3.450.472 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Rocky Hill - Hartford South
Lobby
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (911)
"Great place stayed several times."
United States
Marlene D
The price is 2.527.104 ₫
2.906.170 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Fairfield Inn & Suites by Marriott Plainville
Exterior
Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1001)
"The hotel is so clean. Staff at front desk was very nice. The room itself was amazing "
United States
Celeste
The price is 3.432.123 ₫
3.946.942 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Homewood Suites by Hilton Southington, CT
Free daily buffet breakfast
Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.2 out of 10, Very good, (1000)
"Recently renovated, in good condition, pleasent staff"
United States
Donald
The price is 2.606.769 ₫
2.997.784 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites Meriden by IHG
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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Top Cheshire Hotel Reviews

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"Clean room -comfortable bed. no complaints "
Kelly 2-night trip
Posted 2 days ago
Hamden Hotel and Suites – Hamden New Haven

Frequently asked questions

What does Cheshire have to offer on top of hotels with indoor pools?
What more could you wish for than the shopping in Cheshire, plus accommodation with an indoor pool so you can recharge your batteries at any time?Don't miss the restaurants and dancing in Cheshire—prepare to be entertained from dusk 'til dawn.
What is there to do in Cheshire?
After a few relaxing laps in the pool, head out and visit some of the noteworthy attractions in and around Cheshire. Consider a trip to Barker Character, Comic and Cartoon Museum, Cheshire Hollow Farm and Maplecroft Plaza Shopping Center. A few other contenders are Drazen Orchards, Bartlem Park and Roaring Brook Park.
Why should I choose a hotel with an indoor pool for my stay in Cheshire?
You won't be sad if it starts raining during your weekend in Cheshire, as you can take a swim in the hotel pool. Especially given that most indoor pools are heated. If you're searching for accommodation to take the whole family to, pick one with an indoor pool.