A stone tower with a metal gate, surrounded by trees and a stone wall.

Find Hotels with a Pool in Cheshire, CT

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Check availability on Cheshire Hotels with a Pool

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Cheshire hotels with a pool

Indoor pool

1. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Refreshing indoor pool haven with treadmills and fitness center for year-round aquatic escapes.
The price is ￥18,573
￥21,359 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Cheshire - Southington by IHG
Indoor pool, open 8:00 AM to 9:00 PM, sun loungers

2. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into aquatic bliss at this indoor pool retreat, where sun loungers await for ultimate relaxation.
The price is ￥23,103
￥26,569 total
includes taxes & fees
Aug 16 - Aug 17
Homewood Suites by Hilton Southington, CT
Indoor pool

3. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.
The price is ￥23,103
￥26,568 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Garden Inn Wallingford/Meriden
Indoor pool

4. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Splash into fun at this hotel with an indoor pool, fitness center, and nearby skiing trails.
The price is ￥25,286
￥29,078 total
includes taxes & fees
Aug 9 - Aug 10
Homewood Suites by Hilton Wallingford-Meriden
Indoor pool

5. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
3.0 star property
Hamden
9.4 out of 10, Exceptional, (491 reviews)
  • cleanliness
    Swim year-round in this hotel's inviting indoor pool, steps from comfy outdoor patios.
The price is ￥28,017
￥32,219 total
includes taxes & fees
Aug 9 - Aug 10
Residence Inn by Marriott New Haven Hamden
Indoor pool, sun loungers

6. Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Splash into year-round pool bliss at this Meriden hotel with sun loungers for maximum relaxation.
The price is ￥16,212
￥18,644 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Meriden by IHG
Seasonal outdoor pool

7. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,396 reviews)
  • cleanliness
    Immerse in the refreshing seasonal outdoor pool, a perfect summertime retreat with convenient morning to evening hours.
The price is ￥16,999
￥19,548 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Southington by IHG
Indoor pool

8. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
3.0 star property
Southington
8.6 out of 10, Excellent, (655 reviews)
  • cleanliness
    Indoor pool sanctuary offers year-round swimming at this fitness-focused hotel.
The price is ￥21,092
￥24,256 total
includes taxes & fees
Aug 16 - Aug 17
Residence Inn by Marriott Southington
Indoor pool

9. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Serene indoor saltwater pool retreat creates an oasis of relaxation with a nearby hot tub in this upscale Connecticut hotel.
The price is ￥25,685
￥29,538 total
includes taxes & fees
Aug 16 - Aug 17
DoubleTree by Hilton Hotel Bristol, Connecticut
Indoor pool

10. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Dive into refreshing luxury at an indoor pool retreat where wellness meets comfort and convenience.
The price is ￥16,483
￥18,956 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Plus New England Inn & Suites
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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Choose what matters most at hotels with a pool in Cheshire

Breakfast included
Hot tub

Top Cheshire Hotel Reviews

Hilton Garden Inn Milford

Hilton Garden Inn Milford

8/10 Good
"Very attractive, quiet, and comfortable."
John 1-night trip
Posted 2 hours ago
Hilton Garden Inn Milford

Frequently asked questions

What are some accommodations with pools in Cheshire?
Cheshire Welcome Inn: Hotel located near Lake Compounce. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Motel 6 New Haven - Branford, CT: Features full, a pool, and free self parking. Holiday Inn Express Southington by IHG: Features complimentary wired internet access, an indoor pool, and free self parking. Best Western Executive Hotel Of New Haven - West Haven: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Omni New Haven Hotel at Yale: Provides a snack bar/deli, an indoor pool, and complimentary wired internet access.
What is there to see and do in Cheshire?
Spend some time experiencing the great outdoors at Drazen Orchards and Bartlem Park. Discover sights such as Maplecroft Plaza Shopping Center, Barker Character, Comic and Cartoon Museum, and Roaring Brook Park during your stay. You'll also discover lots of options for restaurants in Cheshire.
When is the best time to book a hotel with a pool in Cheshire?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Cheshire in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 33°F.