Cheshire Hotels with Pool, Connecticut: Cheshire Hotel Guide

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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 bar area with a white countertop, three brown bar stools, a mounted TV, and a liquor display cabinet.

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

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.

€112

includes taxes & fees

12 Nov - 13 Nov

A poolside wheelchair by a pool with lounge chairs and a potted plant in the background.

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

A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.

A modern bathroom with a glass shower enclosure, a toilet, a sink with a mirror, and a towel rack.

2. Holiday Inn Express Southington by IHG

Southington

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

€106

includes taxes & fees

18 Oct - 19 Oct

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.

3. Residence Inn by Marriott New Haven Hamden

Hamden

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

€157

includes taxes & fees

18 Oct - 19 Oct

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

A bathroom with a glass shower enclosure, a white toilet, a framed artwork on the wall, and three bottles of shampoo.

A modern hotel dining area with multiple tables and chairs, a bar area, and a large seating area with a view of the outdoors.

A hotel room with a bed, desk, TV, chair, lamp, and air conditioning unit.

4. Hilton Garden Inn Wallingford/Meriden

Wallingford

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

€139

includes taxes & fees

1 Nov - 2 Nov

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.

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.

5. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

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

€156

includes taxes & fees

25 Oct - 26 Oct

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 hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.

6. Best Western Plus New England Inn & Suites

Berlin

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

€108

includes taxes & fees

1 Nov - 2 Nov

A rectangular pool with metal railings, surrounded by lounge chairs and a brick building with multiple windows and balconies.

A hotel room with two beds, a desk with a computer, a TV, and artwork on the wall.

A bathroom with a marble sink, two hair dryers mounted on the wall, a wooden door, and a white bathtub.

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

Berlin

Dive into a refreshing getaway with this seasonal outdoor pool, where summertime relaxation meets comfortable accommodation.

€76

includes taxes & fees

15 Oct - 16 Oct

A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

8. Hampton Inn & Suites By Hilton North Haven

North Haven

€121

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

Heritage Hotel, Golf & Conference Center

8/10 Good

"We stayed for a friend’s wedding. The room was okay, except the USB port was not working so we were not able to charge our phones. The room was cozy with enough space and storage, but was very dark, it was a challenge to do a formal make up."

Courtyard by Marriott Waterbury Downtown

8/10 Good

"Great bargain free parking was a plus"

Best Western Hartford Hotel & Suites

8/10 Good

"The hotel was good for the price."

Holiday Inn Express Southington by IHG

8/10 Good

"A fairly clean hotel with very nice staff! The only thing that bothered us was the constant smell of weed/marijuana every day we were there."

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent

"Yay!"

Clarion Inn North Haven - New Haven North

8/10 Good

"The same breakfast for three days and the last day they have only bagels. The coffee machine out of order."

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.

Room 1

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Check availability on Cheshire Hotels with Pool

Our top choices for Cheshire hotels with a pool

1. Holiday Inn Cheshire - Southington by IHG

2. Holiday Inn Express Southington by IHG