Cheshire Hotel Guide - Hotels with Pool in Cheshire, Connecticut

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Check availability on Cheshire Hotels with Pool

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

Our top choices for Cheshire hotels with a pool

Free WiFi

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.8 out of 10, Exceptional, (22 reviews)
The price is €133
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn & Suites By Hilton North Haven
Pool

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (224 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
The price is €181
includes taxes & fees
1 Jun - 2 Jun
Home2 Suites by Hilton Bristol
Courtyard

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (85 reviews)
  • cleanliness
    Scenic Victorian hideaway with a sparkling seasonal pool and 24-hour access for summer splashing.
The price is €290
includes taxes & fees
1 Jun - 2 Jun
The Bevin House Bed & Breakfast
Indoor pool

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, (463 reviews)
  • cleanliness
    Swim year-round in this hotel's inviting indoor pool, steps from comfy outdoor patios.
The price is €150
includes taxes & fees
7 Jun - 8 Jun
Residence Inn by Marriott New Haven Hamden
Indoor pool

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.2 out of 10, Wonderful, (974 reviews)
  • cleanliness
    Splash into fun at this hotel with an indoor pool, fitness centre, and nearby skiing trails.
The price is €141
includes taxes & fees
7 Jun - 8 Jun
Homewood Suites by Hilton Wallingford-Meriden
Indoor pool

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, (1,003 reviews)
  • cleanliness
    Soak up endless relaxation at this hotel's serene indoor pool, perfect for every season.
The price is €145
includes taxes & fees
21 Jun - 22 Jun
Homewood Suites by Hilton Orange New Haven
Indoor pool

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, (832 reviews)
  • cleanliness
    Unwind in the indoor pool paradise while suburban comfort waits just outside your door.
The price is €129
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn & Suites Rocky Hill - Hartford South
Library

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (999 reviews)
The price is €268
includes taxes & fees
7 Jun - 8 Jun
The Litchfield Inn
Indoor pool, pool loungers

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (603 reviews)
  • cleanliness
    Dive into poolside luxury in this historic hotel with a blissful indoor retreat and hot tub sanctuary.
The price is €179
includes taxes & fees
1 Jun - 2 Jun
Inn at Middletown
Indoor pool

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Swim and unwind at this stylish retreat where guests adore the indoor pool and hot tub for year-round aquatic relaxation.
The price is €167
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn & Suites Hartford/Farmington
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

8/10 Good
"Everything was great. It was a peaceful weekend for me."
Aiesha 2-night trip
Posted 1 hour ago
Hyatt Place Milford / New Haven

Frequently asked questions

What are some accommodation options with pools in Cheshire?
Cheshire Welcome Inn: Features a snack bar/deli, a seasonal outdoor pool and buffet. New Haven Hotel: Features full, a pool and free self parking. The Capitol Hotel: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Holiday Inn Express Southington by IHG: Offers a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Omni New Haven Hotel at Yale: Features a snack bar/deli, 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 Roaring Brook Park and Drazen Orchards. Discover sights such as Barker Character, Comic and Cartoon Museum, Maplecroft Plaza Shopping Center and Bartlem 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 with an outdoor swimming pool if you're planning to visit Cheshire 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 are visiting during the coldest months of January, February or December, when the average temp is 1°C.