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

Cheshire Hotel Guide - Hotels with Pool in Cheshire, Connecticut

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Cheshire Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Cheshire hotels with a pool

An indoor swimming pool with a lifeguard warning sign, chairs, and a view of the outside.
A Holiday Inn hotel with a covered entrance and green lighting.
A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.
A modern restaurant with a wooden bar area, a long table with chairs, and a menu board.

1. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
Southington
  • Refreshing indoor pool haven with treadmills and fitness centre for year-round aquatic escapes.
€113
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Cheshire - Southington by IHG
A modern building with a large digital welcome sign, a convention center sign, and a parking garage entrance.
A poolside wheelchair by a pool with lounge chairs and a potted plant in the background.
A Holiday Inn Express hotel with a covered entrance, a parking lot, and a clear sky.
A hotel lobby with a reception desk, seating area, and a dining section.

2. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
Southington
  • Immerse in the refreshing seasonal outdoor pool, a perfect summertime retreat with convenient morning to evening hours.
€95
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Southington by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A modern hotel lobby with a central bar area, refrigerated beverage dispensers, and a seating area with tables and chairs.
A hotel corridor with round tables, large windows, and a modern console table.
A Hilton Garden Inn with a covered entrance, landscaped gardens, and a clear sky.

3. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
Wallingford
  • Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.
€138
includes taxes & fees
6 Sept - 7 Sept
Hilton Garden Inn Wallingford/Meriden
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.
An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.
A hotel room with a bed, a desk, a television, a sofa, and a window with a view of trees.

4. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
Wallingford
  • Splash into fun at this hotel with an indoor pool, fitness centre, and nearby skiing trails.
€143
includes taxes & fees
7 Sept - 8 Sept
Homewood Suites by Hilton Wallingford-Meriden
An indoor swimming pool with clear blue water, surrounded by stone tiles and blue safety railings.
A hotel room with a bed, bedside tables, a desk, a TV, a large mirror, a bathroom with a bathtub, and a striped carpet.
A hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.
A spacious dining area with multiple tables and chairs, a kitchen in the background, and a modern ceiling design.

5. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
Berlin
  • Dive into refreshing luxury at an indoor pool retreat where wellness meets comfort and convenience.
€100
includes taxes & fees
6 Sept - 7 Sept
Best Western Plus New England Inn & Suites
An indoor swimming pool with clear water, tiled walls, and a 'No Diving' sign.
A hotel room with a dining table, chairs, a sofa, a TV, a fireplace, and a door.
A spacious room with a fireplace, a large dining table, multiple chairs, and a television mounted on the wall.
A hotel room with a sofa, a desk with a computer, a TV, a dining table with chairs, and a lamp.

6. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
Southington
  • Indoor pool sanctuary offers year-round swimming at this fitness-focused hotel.
€142
includes taxes & fees
20 Sept - 21 Sept
Residence Inn by Marriott Southington
A rectangular pool with metal railings, surrounded by lounge chairs and a brick building with multiple windows and balconies.
A bathroom with a marble sink, two hair dryers mounted on the wall, a wooden door, and a white bathtub.
Two white front-loading washing machines in a laundry area with a white tiled wall and a red baseboard.
A spacious lobby with a high ceiling, a chandelier, a fireplace, and a dining area with tables and chairs.

7. Days Inn by Wyndham Berlin Meriden

Days Inn by Wyndham Berlin Meriden
Berlin
  • Dive into a refreshing getaway with this seasonal outdoor pool, where summertime relaxation meets comfortable accommodation.
€69
includes taxes & fees
21 Sept - 22 Sept
Days Inn by Wyndham Berlin Meriden
A large indoor swimming pool with multiple seating areas and large windows.
A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.
A modern breakfast area with a counter, seating, and a refrigerator.

8. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
Bristol
  • Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
€132
includes taxes & fees
6 Sept - 7 Sept
Home2 Suites by Hilton Bristol
A swimming pool with lounge chairs and tables, large windows, and a view of the outside.
A modern kitchen with a marble backsplash, stainless steel appliances, and dark cabinetry.
A modern kitchen with dark cabinetry, stainless steel appliances, a dining table with chairs, and pendant lighting.
A spacious lobby with multiple seating areas, a large flat-screen TV, and a fireplace.

9. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
Hamden
  • Swim year-round in this hotel's inviting indoor pool, steps from comfy outdoor patios.
€168
includes taxes & fees
6 Sept - 7 Sept
Residence Inn by Marriott New Haven Hamden
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.
A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.
A modern lobby with a reception desk, seating area, and a large decorative light fixture.

10. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
  • Serene indoor saltwater pool retreat creates an oasis of relaxation with a nearby hot tub in this upscale Connecticut hotel.
€147
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Hotel Bristol, Connecticut
View all properties

Choose what matters most at hotels with a pool in Cheshire

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Cheshire Hotel Reviews

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

10/10 Excellent
"Everything was clean, staff were friendly, all good."
Richard 3-night trip
Posted 4 hours ago
Hampton Inn & Suites New Haven - South - West Haven
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"The only thing that would have improved our stay was a heads up that they were under construction. We had a one night stay for a concert so it did not effect us at all, however as a courtesy it would ha ve been appropriate."
Shelly A 1-night trip
Posted 8 hours ago
Hampton Inn & Suites Hartford/East Hartford
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"Thank you"
Jennifer 1-night trip
Posted 9 hours ago
Holiday Inn Express Southington by IHG
Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Adequate stay, bar staff lovely and friendly Odd odor in corner of hallway needs to freshen up Popular place for many travelers."
Peter 2-night trip
Posted 2 days ago
Wyndham Southbury
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Excellent customer service, very clean and quiet."
Ivette 4-night trip
Posted 2 days ago
Best Western Executive Hotel Of New Haven - West Haven
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

8/10 Good
"All fine. Room was cooled to 63F which was welcome but a bit too chilly for sleep; easily controlled. All else fine, room clean and queen bed was supportive, pillows comfortable."
Park 1-night trip
Posted 4 days ago
La Quinta Inn & Suites by Wyndham New Haven

Frequently asked questions

What are some accommodation options with pools in Cheshire?
Cheshire Welcome Inn: Provides full, a pool and free self parking. Motel 6 New Haven - Branford, CT: Features a snack bar/deli, a seasonal outdoor pool and buffet. Best Western Executive Hotel Of New Haven - West Haven: Hotel located near Connecticut Convention Center. Offers buffet, a seasonal outdoor pool and free self parking. Holiday Inn Express Southington by IHG: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. 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 Drazen Orchards and Bartlem Park. Discover sights such as Barker Character, Comic and Cartoon Museum, Maplecroft Plaza Shopping Center 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 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.