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
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chester hotels with a pool

An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

1. 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.
₹14,370
₹15,807 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
An indoor swimming pool with four chairs and a hot tub.
A spacious lobby with a fireplace, leather seating, and a chandelier.
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.

2. 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.
₹15,055
₹17,162 total
includes taxes & fees
23 Nov - 24 Nov
Pointe at Castle Hill Resort
A swimming pool with a wooden deck and a red building in the background.
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.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".

3. 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.
₹8,808
₹10,085 total
includes taxes & fees
25 Oct - 26 Oct
The Upper Pass Lodge at Magic Mountain
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.
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.

4. 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.
₹17,328
₹21,053 total
includes taxes & fees
23 Nov - 24 Nov
Jackson Gore Village, A Vail Resorts Property
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A treats display with snacks and sundries.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

5. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
  • Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
₹12,125
₹13,338 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn and Suites Manchester
A large stone building with a steep roof, surrounded by dense forest and hills.
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 traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.
A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

6. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
₹21,608
₹23,553 total
includes taxes & fees
28 Oct - 29 Oct
Castle Hill Resort And Spa
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A large two-story house with a front porch and a well-maintained lawn.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.

7. The Landgrove

The Landgrove
Londonderry
₹15,828
₹17,253 total
includes taxes & fees
26 Oct - 27 Oct
The Landgrove
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A snow-covered cabin with a large window, surrounded by trees and a mountain 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.

8. 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.
₹13,231
₹14,554 total
includes taxes & fees
3 Nov - 4 Nov
Blue Gentian Lodge at Magic Mountain
A swimming pool with a clear blue water, surrounded by lounge chairs and a lifebuoy on the wall.
A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.
A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

9. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
  • Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
₹12,802
₹14,082 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a grassy area with trees and a distant road.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

10. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
₹9,565
₹10,521 total
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"I've stayed at this hotel ever since it opened. It's still a great place to stay!"
Scott 1-night trip
Posted 3 hours ago
Hampton Inn and Suites Manchester
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."
Sylvie 3-night trip
Posted 1 day ago
The Equinox Golf Resort And Spa
Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 3 days ago
Colonial Motel
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"We stayed in room 74-it was beautiful and so clean! From the time we checked in till the time we left, everyone went out of their way to make us feel welcome! The breakfast was delicious! And the gentleman who checked us in was very kind. We would 100% stay there again!!!"
Linda 1-night trip
Posted 3 days ago
The Palmer House Resort, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Everything was good; but continental breakfast was poor; there was no eggs"
MUSTAFA 2-night trip
Posted 4 days ago
The Black Bear Lodge at Stratton Mountain Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Beautiful resort with amazing beds! Very comfortable."
Sara 4-night trip
Posted 4 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Frequently asked questions

What are some hotels with pools in Chester?
Fullerton Inn: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Stone Hearth Inn and Eatery: Hotel, 1-minute walk from Green Mountain National Forest. Provides free self parking, a seasonal outdoor pool and complimentary bicycles. Woodstock Inn & Resort: Hotel, 1-minute walk from Green Mountain National Forest. Features daily, a seasonal outdoor pool and free self parking. The Jackson: Features a full-service spa, an indoor pool and free self parking. Grand Summit Resort, A Vail Resorts Property: Provides a children's pool, an indoor pool and a sauna.
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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