Find Hotels with a Pool in Chester, VT

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Check availability on Chester Hotels with a Pool

Our top choices for Chester hotels with a pool

Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,007 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
"Great stay pool was very nice"
United States
Patrick
The price is NT$4,860
NT$5,273 total
includes taxes & fees
May 20 - May 21
Best Western Plus Keene Hotel
Indoor pool, sun loungers

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (806 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
"pool was nice"
United States
Joshua
The price is NT$4,347
NT$4,782 total
includes taxes & fees
May 26 - May 27
Comfort Inn & Suites Brattleboro I-91
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
"Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning could not beat the price definitely a great place for the family dogs are also welcome!!"
United States
Sean
The price is NT$4,418
NT$4,794 total
includes taxes & fees
May 26 - May 27
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (978 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
"Amenities were nice and clean including the pool and fitness area."
United States
Anonymous traveler
The price is NT$3,997
NT$4,397 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Brattleboro
Indoor pool

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (858 reviews)
  • cleanliness
    Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
"the pool was heated just right"
United States
Jose
The price is NT$5,368
NT$5,905 total
includes taxes & fees
Jun 4 - Jun 5
Best Western Springfield Hotel
Indoor pool

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
"The pool was nice"
United States
Donna
The price is NT$5,197
NT$5,717 total
includes taxes & fees
May 21 - May 22
Hampton Inn and Suites Manchester
Indoor pool

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
"the children had a great time in the pool"
United States
Michele
The price is NT$5,522
NT$6,075 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
"Pool table was a nice touch."
United States
Jenna
The price is NT$5,964
NT$6,471 total
includes taxes & fees
May 31 - Jun 1
Courtyard by Marriott Keene Downtown
Exterior

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (491 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
"The inn had excellent and friendly employees, the rooms were clean, and the pool area was well maintained."
United States
Natalie
The price is NT$4,193
NT$4,612 total
includes taxes & fees
May 31 - Jun 1
Black Mountain Inn
Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (545 reviews)
  • cleanliness
    Splash into family fun with seasonal pool adventures in the heart of Manchester shopping district.
"Very easy/pleasant check in. Room spacious and so clean! The pool.was a perfect ending to our busy day. We will certainly stay here again. "
United States
Katrin
The price is NT$3,439
NT$3,782 total
includes taxes & fees
May 27 - May 28
Four Winds Country Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The front desk staff was very friendly and helpful. I was impressed with the amount of towels given in the room and 3 rolls of toilet paper. This may not appear to be essential but it was. I didn’t have to ask for an additional item. Plus they had hot chocolate to warm my 91 year mother up. The room was chilled from the AC being on. I would stay here again for the next time I visit my family in Keene, NH. I was really impressed with this hotel."
Judine 1-night trip
Posted 5 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

What are some hotels with pools in Chester?
Fullerton Inn: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Features a full-service spa, an indoor pool, and free self parking. Pointe at Castle Hill Resort: Offers complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. Kimpton Taconic Hotel by IHG: Features complimentary wired internet access, an indoor pool, and free self parking. Hampton Inn Brattleboro: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants.
What is there to see and do in Chester?
Make a point to visit attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, check out sights such as Vermont Country Store, Lowell Lake State Park, and Magic Mountain Ski Resort. Enjoy the choices of coffeehouses and restaurants in Chester, along with activities like skiing.
When is the best time to book a hotel with a pool in Chester?
Taking into account the local weather in Chester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.