Photo by Tai Bui

Hotels with Swimming Pool in Cheshire, Connecticut

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Cheshire Hotels with Swimming Pool

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Top Cheshire Hotels with Swimming Pool

Best Western Plus New England Inn & Suites
Indoor pool

Best Western Plus New England Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1017)
"This property is very relaxing "
The price is P5,573
P6,409 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus New England Inn & Suites
Holiday Inn Express & Suites Meriden by IHG
Indoor pool, sun loungers

Holiday Inn Express & Suites Meriden by IHG

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great Amenities and Fresh Coffee."
The price is P5,520
P6,348 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Meriden by IHG
Holiday Inn Express Branford-New Haven by IHG
Indoor pool

Holiday Inn Express Branford-New Haven by IHG

3.0 star property
8.8 out of 10, Excellent, (1004)
"Good location with nearby restaurants."
The price is P6,624
P7,618 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Branford-New Haven by IHG
Holiday Inn Express & Suites Milford by IHG
Indoor pool

Holiday Inn Express & Suites Milford by IHG

2.5 star property
8.0 out of 10, Very Good, (1000)
"Had everything we needed and more"
The price is P5,636
P6,482 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Milford by IHG
Wyndham Southbury
Indoor pool

Wyndham Southbury

3.0 star property
8.2 out of 10, Very Good, (1005)
"Great location Well kept property Polite and professional staff "
The price is P5,383
P6,191 total
includes taxes & fees
Oct 30 - Oct 31
Wyndham Southbury
Holiday Inn Express Hartford South - Rocky Hill by IHG
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

Holiday Inn Express Hartford South - Rocky Hill by IHG

2.5 star property
8.6 out of 10, Excellent, (1004)
"Great place 🙌🙌🙌👍👍👍😍"
The price is P6,392
P7,350 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Hartford South - Rocky Hill by IHG
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 star property
8.4 out of 10, Very Good, (1001)
"Great stay!!"
The price is P6,623
P8,418 total
includes taxes & fees
Nov 2 - Nov 3
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Home2 Suites by Hilton East Haven New Haven
Indoor pool

Home2 Suites by Hilton East Haven New Haven

3.0 star property
9.6 out of 10, Exceptional, (399)
"Very nice rooms and staff"
The price is P7,606
P8,747 total
includes taxes & fees
Oct 30 - Oct 31
Home2 Suites by Hilton East Haven New Haven
Best Western Hartford Hotel & Suites
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Best Western Hartford Hotel & Suites

2.5 star property
7.6 out of 10, Good, (1003)
"Great stay wen in the area "
The price is P5,738
P6,599 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Hartford Hotel & 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.
View all properties

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
"The room is nice and clean… the location is convenient… nice place to stay for business trips"
Burcin 2-night trip
Posted 4 days ago
Best Western Executive Hotel Of New Haven - West Haven

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Cheshire?
Cheshire Welcome Inn: Hotel, 13-minute walk from Connecticut Convention Center. Features buffet, an indoor pool, and complimentary wired internet access. The Capitol Hotel: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Omni New Haven Hotel at Yale: Features a snack bar/deli, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Hartford/East Hartford: Offers full, a pool, and free self parking. Holiday Inn Express Southington by IHG: Hotel located near Connecticut Convention Center. Provides 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 Roaring Brook Park and Drazen Orchards. Discover sights such as Barker Character, Comic and Cartoon Museum, Cheshire Hollow Farm, and Maplecroft Plaza Shopping Center 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.