A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Search Hotels with Swimming Pool in Chester

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Check availability on Chester Hotels with Swimming Pool

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Chester hotels with a pool

An indoor swimming pool with four chairs and a hot tub.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.
A spacious lobby with a fireplace, leather seating, and a chandelier.

1. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
  • Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
₹11,131
₹12,689 total
includes taxes & fees
8 Sept - 9 Sept
Pointe at Castle Hill Resort
A swimming pool with a wooden deck and a red building in the background.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A Christmas tree decorated with lights, ornaments, and a bow.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

2. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
₹8,306
₹9,510 total
includes taxes & fees
8 Sept - 9 Sept
The Upper Pass Lodge at Magic Mountain
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
  • Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
₹15,224
₹16,746 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Springfield Hotel
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A hot tub on a covered porch with a view of autumn foliage.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

4. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
  • Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
₹14,080
₹15,488 total
includes taxes & fees
8 Sept - 9 Sept
Blue Gentian Lodge at Magic Mountain
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A golf course with rolling hills, trees, and a distant mountain range.
A multi-story building with a stone patio, outdoor seating, and a fire pit.
A couple standing on a balcony with a view of a hotel courtyard.

5. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
  • Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.
₹15,615
₹18,972 total
includes taxes & fees
30 Sept - 1 Oct
Jackson Gore Village, A Vail Resorts Property
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.
A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.
A modern bathroom with a glass-enclosed shower, a white toilet, and a towel rack with two towels.

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
  • Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
₹14,725
₹15,976 total
includes taxes & fees
13 Sept - 14 Sept
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.
A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

7. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
  • Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
₹14,080
₹15,277 total
includes taxes & fees
8 Sept - 9 Sept
Best Western Plus Keene Hotel
A large stone building with a steep roof, surrounded by dense forest and hills.
A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.
A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.
A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

8. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
₹18,588
₹20,261 total
includes taxes & fees
8 Sept - 9 Sept
Castle Hill Resort And Spa
View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chester Hotel Reviews

The Manchester View

The Manchester View

8/10 Good
"Lovely big room with beautiful views. We made use of the pool. Location was close to the centre but far enough out to have peace and quiet. Breakfast was disappointing and the member of staff clearly didn’t want to be there. This was a 1 night stop and we would stay again (just breakfast offsite)."
Jacqueline 1-night trip
Posted 11 hours ago
The Manchester View
On The River Inn

On The River Inn

10/10 Excellent
"Very nice. Breakfast is just an ordinary meal buffet."
Orrin 1-night trip
Posted 1 day ago
On The River Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"I found this interesting "resort" by accident when I needed to spend time with my mom who was about 40 minutes away in the Lebanon/Hancock, NH area. Wished I'd had more time to spend at there! I would have brought a bathing suit, tried the hot tub, booked a massage at the Spa, and had another delicious meal at the restaurant in the historic building. The non-historic lodging part of the property seems more like a place families and couples might stay when they ski: very comfortable and casual, older (but not historic), not too fancy, allows dogs!! Staff was lovely! Nice, friendly, available for questions, and willing to make more coffee when I slept in and everyone else beat to me to it."
Melissa 1-night trip
Posted 1 day ago
Pointe at Castle Hill Resort
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"The room was very nice and the staff was very helpful. This is a motel. I didn’t realize that when I made my reservation. We enjoyed out stay."
Marilyn 2-night trip
Posted 1 day ago
The Palmer House Resort, an Ascend Collection Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

8/10 Good
"My room had candy on side table and needed to have phone cleaned. Older property has character but needs attention in rooms. Don't pay for valet parking basically the same as self parking. Upon check out they handed me the keys to get car. I think it was overpriced for what you get. Manchester is a cute town. Nothing in the room to make coffee and had to buy water no refrigerators as well"
Renata 1-night trip
Posted 3 days ago
Kimpton Taconic Hotel by IHG
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful as is the town"
Kevin 1-night trip
Posted 4 days ago
Woodstock Inn & Resort

Frequently asked questions

What are some hotels with pools in Chester?
Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Latchis Hotel: Offers a children's pool, an indoor pool and a sauna. Grand Summit Resort, A Vail Resorts Property: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Features a seasonal outdoor pool, an indoor pool and 4 restaurants. The Shire Woodstock: Hotel, 1-minute walk from Green Mountain National Forest. Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Chester?
Make a point to visit attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, visit sights such as Vermont Country Store, Lowell Lake State Park and Connecticut River State Park. Enjoy the choices of coffee shops and restaurants in Chester, along with activities such as skiing.
When is the best time to book a hotel with a pool in Chester?
Taking the local weather in Chester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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