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

Find Hotels with a Pool in Cheshire, CT from CA $116

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Check availability on Cheshire Hotels with a Pool

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

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, (900 reviews)
"Quaint roadside motel"
United States
Jessica
The price is CA $125
CA $143 total
includes taxes & fees
Nov 2 - Nov 3
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

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Clean room and breakfast"
Habiba 1-night trip
Posted less than an hour ago
Hyatt Place Milford / New Haven

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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