TOP Hotels with Swimming Pool in Cheshire, CT for 2026

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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 modern restaurant with a wooden bar area, a long table with chairs, and a menu board.

A modern bar area with a long counter, bar stools, a television mounted on the wall, and a wine and glass display cabinet.

A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.

1. Holiday Inn Cheshire - Southington by IHG

Southington

Refreshing indoor pool haven with treadmills and fitness centre for year-round aquatic escapes.

₹10,064

₹11,574 total

includes taxes & fees

23 Nov - 24 Nov

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.

2. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Splash into fun at this hotel with an indoor pool, fitness centre, and nearby skiing trails.

₹12,831

₹14,756 total

includes taxes & fees

22 Nov - 23 Nov

A hotel lobby with a reception desk, seating area, and a dining section.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

A modern building with a large digital welcome sign and a clear sky.

A breakfast buffet area with various food options and a bakery section.

3. Holiday Inn Express Southington by IHG

Southington

Immerse in the refreshing seasonal outdoor pool, a perfect summertime retreat with convenient morning to evening hours.

₹9,039

₹10,394 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with lounge chairs and tables, large windows, and a view of the outside.

A spacious lobby with multiple seating areas, a large flat-screen TV, and a fireplace.

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.

4. Residence Inn by Marriott New Haven Hamden

Hamden

Swim year-round in this hotel's inviting indoor pool, steps from comfy outdoor patios.

₹13,672

₹15,722 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

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.

A hotel corridor with round tables, large windows, and a modern lamp.

A Hilton Garden Inn with a clear driveway, a covered entrance, and a landscaped garden area.

5. Hilton Garden Inn Wallingford/Meriden

Wallingford

Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.

₹12,690

₹14,594 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear water, tiled walls, and a 'No Diving' sign.

A spacious room with a fireplace, a large dining table, multiple chairs, and a television mounted on the wall.

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.

6. Residence Inn by Marriott Southington

Southington

Indoor pool sanctuary offers year-round swimming at this fitness-focused hotel.

₹14,431

₹16,596 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with clear blue water, surrounded by stone tiles and blue safety railings.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and a modern ceiling design.

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 Best Western Plus hotel with a two-story structure, multiple parking spaces, and a landscaped front yard.

7. Best Western Plus New England Inn & Suites

Berlin

Dive into refreshing luxury at an indoor pool retreat where wellness meets comfort and convenience.

₹9,942

₹11,434 total

includes taxes & fees

1 Nov - 2 Nov

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.

A modern lobby with a reception desk, seating area, and a large decorative light fixture.

An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.

8. 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.

₹13,157

₹15,131 total

includes taxes & fees

1 Nov - 2 Nov

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Choose what matters most at hotels with a pool in Cheshire

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Cheshire Hotel Reviews

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"Everything was fine"

Heritage Hotel, Golf & Conference Center

10/10 Excellent

"Overall great time"

Best Western Hartford Hotel & Suites

10/10 Excellent

"Clean room."

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent

"Clean neat quiet"

Holiday Inn Express Southington by IHG

10/10 Excellent

"Staff is wonderful breakfast awesome only complant was the kink size bed was hard."

Wyndham Southbury

10/10 Excellent

"Clean spacious room. Staff was very helpful. My only issue is that the sheets were too big for the bed and did not stay on. Otherwise, great stay!"

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. The Capitol Hotel: Hotel located near PeoplesBank Arena. Offers buffet, an indoor pool and complimentary high-speed (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 high-speed (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 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.

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Change your mind

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Check availability on Cheshire Hotels with Swimming Pool

Our top choices for Cheshire hotels with a pool

1. Holiday Inn Cheshire - Southington by IHG

2. Homewood Suites by Hilton Wallingford-Meriden

3. Holiday Inn Express Southington by IHG