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

Search Hotels with Pool in Cheshire

  • 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
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

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.
2.972.892 ₫
3.418.826 ₫ total
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.
2.483.102 ₫
2.855.567 ₫ total
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 modern living room with a flat-screen TV, a red armchair, a grey sofa, a wooden entertainment unit, and a large window with curtains.

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.
3.614.582 ₫
4.156.769 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Hilton Garden Inn Wallingford/Meriden
A large indoor swimming pool with a 'No Diving' sign, surrounded by lounge chairs and a tiled floor.
A modern lobby with a fireplace, comfortable seating, and framed pictures on the walls.
A spacious lobby with a stone wall, seating areas, a fireplace, and a kitchen in the background.
A hotel with multiple floors, a central entrance, and a well-maintained lawn.

4. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
Southington
  • Splash into aquatic bliss at this indoor pool retreat, where sun loungers await for ultimate relaxation.
3.613.889 ₫
4.155.973 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Homewood Suites by Hilton Southington, CT
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 spacious dining area with multiple tables and chairs, a kitchen in the background, and a modern ceiling design.
A Best Western Plus hotel with a two-story structure, multiple parking spaces, and a landscaped front yard.

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.
2.616.145 ₫
3.008.567 ₫ total
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.
An outdoor patio area with a fire pit, seating, and a grill.
A hotel room with a sofa, a desk with a computer, a TV, a dining table with chairs, and a lamp.
A hotel room with a dining table, chairs, a sofa, a TV, a fireplace, and a door.

6. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
Southington
  • Indoor pool sanctuary offers year-round swimming at this fitness-focused hotel.
3.729.154 ₫
4.288.527 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Residence Inn by Marriott Southington
A large indoor swimming pool with multiple seating areas and large windows.
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.
A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.
A modern breakfast area with a counter, seating, and a refrigerator.

7. 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.
3.452.868 ₫
3.970.798 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Home2 Suites by Hilton Bristol
A rectangular pool with metal railings, surrounded by lounge chairs and a brick building with multiple windows and balconies.
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.
A hotel room with two beds, a desk with a computer, a TV, and artwork on the wall.

8. 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.
1.807.205 ₫
2.078.286 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Days Inn by Wyndham Berlin Meriden
A swimming pool with lounge chairs and tables, large windows, and a view of the outside.
A modern kitchen with dark cabinetry, stainless steel appliances, a dining table with chairs, and pendant lighting.
A modern kitchen with a marble backsplash, stainless steel appliances, and dark cabinetry.
An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.

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.
4.408.027 ₫
5.069.231 ₫ total
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.
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.
A spacious lobby with large windows, a central plant, and multiple hanging lights.
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.
3.763.577 ₫
4.328.114 ₫ total
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

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"I've stayed here multiple times (most recently in August 2026) and am always amazed at how diligent the staff is to keep the lobby and dining area sparkling clean. The housekeeping staff is attentive and responsive, and my entire family uses the gym every time we stay. Highly recommend!"
Kristin 1-night trip
Posted 8 hours ago
Hyatt Place Milford / New Haven
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 12 hours ago
Wyndham Southbury
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 3 days ago
La Quinta Inn & Suites by Wyndham New Haven

Frequently asked questions

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.

Explore a world of travel with Expedia