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

Hotels with Swimming Pool in Cheshire, Connecticut

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Check availability on Cheshire Hotels with Swimming Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 white countertop, three brown bar stools, a mounted TV, and a liquor display cabinet.
A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.

1. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
Southington
  • Refreshing indoor pool haven with treadmills and fitness center for year-round aquatic escapes.
P7,080
P8,142 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Cheshire - Southington by IHG
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A hotel lobby with a stone fireplace, multiple seating areas including a sofa and chairs, and a television mounted on the wall.
A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.
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

Homewood Suites by Hilton Wallingford-Meriden
Wallingford
  • Splash into fun at this hotel with an indoor pool, fitness center, and nearby skiing trails.
P9,533
P10,963 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Wallingford-Meriden
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
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.
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.
P8,426
P9,690 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Wallingford/Meriden
A poolside wheelchair by a pool with lounge chairs and a potted plant in the background.
A modern building with a large digital welcome sign and a clear sky.
A modern bathroom with a glass shower enclosure, a toilet, a sink with a mirror, and a towel rack.
A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.

4. 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.
P5,805
P6,676 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Southington by IHG
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.
An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.
A modern kitchen with dark cabinetry, stainless steel appliances, a dining table with chairs, and pendant lighting.

5. 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.
P9,837
P11,313 total
includes taxes & fees
Oct 13 - Oct 14
Residence Inn by Marriott New Haven Hamden
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.
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

Residence Inn by Marriott Southington
Southington
  • Indoor pool sanctuary offers year-round swimming at this fitness-focused hotel.
P10,652
P12,249 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Southington
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 lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.
A hotel room with a bed, bedside tables, a desk, a TV, a large mirror, a bathroom with a bathtub, and a striped carpet.

7. 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.
P6,561
P7,546 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus New England Inn & Suites
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 spacious lobby with large windows, a central plant, and multiple hanging lights.

8. 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.
P9,710
P11,167 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree by Hilton Hotel Bristol, Connecticut
A swimming pool area with blue walls, multiple chairs, and a lifeguard sign.
An outdoor seating area with a fire pit, chairs, and a building with large windows and a flat roof.
A modern hotel lobby with a central seating area, a bar, and a large TV screen.
A hotel room with a bed, a desk, a sofa, and a large abstract painting on the wall.

9. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
Cromwell
  • Splash into relaxation at this indoor pool retreat with fitness center and firepit fun.
P8,869
P10,199 total
includes taxes & fees
Nov 1 - Nov 2
Springhill Suites by Marriott Hartford Cromwell
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 hotel room with two beds, a desk with a computer, a TV, and artwork on the wall.

10. 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 accommodations.
P4,286
P4,929 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Berlin Meriden
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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

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Room was clean and staff was friendly"
Najera 1-night trip
Posted less than an hour ago
Best Western Executive Hotel Of New Haven - West Haven
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

10/10 Excellent
"The rooms were very spacious and clean. Bedding was comfortable and the out door courtyard was lovely to relax in with a cold beverage at the end of the day."
Adam 2-night trip
Posted 1 day ago
Hilton Garden Inn Shelton
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

10/10 Excellent
"I"
Jeremie 1-night trip
Posted 3 days ago
Best Western Hartford Hotel & Suites

Frequently asked questions

What are some accommodations 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 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 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 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.

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