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

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (16 reviews)
  • cleanliness
    Historic farmhouse offers year-round aquatic enjoyment with well-maintained outdoor pool and hot tub.
"Great stay! Colin was very friendly and attentive. House was very spacious and the hot tub was a great addition! Would definitely stay again! "
United States
Ryan K.
The price is ¥25,069
¥71,070 total
includes taxes & fees
Jun 8 - Jun 9
Historic 150-year-old farmhouse, Jacuzzi included

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (93 reviews)
"Beautifully modernized Inn. Well maintained and very clean. The entire check in/out process was smooth, hot tub was easy to use, and the room was impeccable. 100% recommend to anyone. For the skiers/boarders, they even have a whole room with boot dryers, no more resorting to hair dryers! "
United States
Jose
The price is ¥15,981
¥17,580 total
includes taxes & fees
May 18 - May 19
Hideaway Inn Mt. Snow

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (618 reviews)
  • cleanliness
    Unwind in the mountain resort's year-round aquatic paradise featuring both indoor and seasonal outdoor pools.
"Love the pool and hot tub."
United States
Patricia
The price is ¥19,505
¥30,119 total
includes taxes & fees
May 17 - May 18
The Equinox Golf Resort & Spa

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (268 reviews)
  • cleanliness
    Take a plunge in the year-round outdoor pool at this Mount Snow resort, with relaxing hot tubs and spa facilities to rejuvenate.
"Outdoor pool was great !"
United States
James
The price is ¥20,540
¥24,581 total
includes taxes & fees
May 13 - May 14
Grand Summit Resort, A Vail Resorts Property

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (972 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 ¥19,843
¥21,827 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Brattleboro

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (856 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 ¥25,243
¥27,768 total
includes taxes & fees
May 19 - May 20
Best Western Springfield Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,009 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 ¥24,129
¥26,180 total
includes taxes & fees
May 12 - May 13
Best Western Plus Keene Hotel

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, (1,006 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 ¥21,935
¥23,799 total
includes taxes & fees
May 26 - May 27
Keene Elm City Hotel, an Ascend Collection Hotel

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
"game room, pool, smores at the firepit were all great."
United States
Brendan
The price is ¥23,082
¥31,135 total
includes taxes & fees
May 13 - May 14
On The River Inn

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 ¥19,783
¥21,762 total
includes taxes & fees
May 12 - May 13
Black Mountain Inn
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.

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

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: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Shire Woodstock: Provides complimentary wired internet access, an indoor pool, and free self parking.
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, The Nature Museum, and North Springfield Lake Recreation Area. 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.