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
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Cheshire hotels with a pool

A landscaped garden with a large rock, yellow flowers, and a weeping willow tree.

1. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (901 reviews)
"Quaint roadside motel"
United States
Jessica
The price is AED 327
AED 376 total
includes taxes & fees
10 Nov - 11 Nov
Cheshire Welcome Inn
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Clean room"
William 4-night trip
Posted less than an hour ago
Best Western Executive Hotel Of New Haven - West Haven
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"Overall we had a great experience definitely booking again"
ALICE 1-night trip
Posted 10 hours ago
Hampton Inn & Suites Hartford/East Hartford

Frequently asked questions

What are some accommodations with pools in Cheshire?
Cheshire Welcome Inn: Features a snack bar/deli, a seasonal outdoor pool, and buffet. The Capitol Hotel: Hotel located near PeoplesBank Arena. Offers buffet, an indoor pool, and complimentary wired internet access. New Haven Hotel: Offers full, a pool, and free self parking. Holiday Inn Express Southington by IHG: Provides a snack bar/deli, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Hartford/East Hartford: Hotel located near PeoplesBank Arena. Features buffet, a seasonal outdoor pool, and free self parking.
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, Cheshire Hollow Farm, and Barker Character, Comic and Cartoon Museum 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.

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