Find Hotels with a Pool in Chester, VT

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Check availability on Chester Hotels with a Pool

Top Chester Hotels with a Pool

Exterior
Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot
9.8 out of 10, Exceptional, (9)
"I even called my mom on Facetime to give her a tour - she grew up in a farmhouse <3 - We left and I wished we could have stayed longer. There's something special to staying in an older home. We will probably be back!"
United States
Marie C. F.
The price is ￥20,021
￥64,180 total
includes taxes & fees
Nov 11 - Nov 12
Historic 150-year-old farmhouse, Jacuzzi included
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, (726)
"Check in was easy and there is coffee available 24 hours a day!"
United States
Michelle
The price is ￥16,155
￥17,770 total
includes taxes & fees
Nov 12 - Nov 13
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (917)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ￥13,992
￥15,391 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Brattleboro
Indoor pool, seasonal outdoor pool, sun loungers
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (566)
"Nice old Inn!"
United States
Daniel
The price is ￥16,247
￥26,014 total
includes taxes & fees
Nov 17 - Nov 18
The Equinox Golf Resort & Spa
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
8.4 out of 10, Very Good, (948)
"Room was clean and staff was friendly. "
United States
Britney
The price is ￥18,088
￥19,625 total
includes taxes & fees
Nov 30 - Dec 1
Keene Elm City Hotel, an Ascend Collection Hotel
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, (1004)
"Hotel was great."
United States
Heidi
The price is ￥22,860
￥24,804 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Plus Keene Hotel
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (799)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is ￥21,956
￥24,152 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Springfield Hotel
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, (1003)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
The price is ￥21,786
￥23,964 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (343)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
United States
Nchabanu
The price is ￥25,971
￥28,179 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn & Suites Keene
Outdoor pool
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
Londonderry
8.2 out of 10, Very Good, (685)
"Wery good diner"
United States
Yelena
The price is ￥15,271
￥16,949 total
includes taxes & fees
Nov 30 - Dec 1
The Upper Pass Lodge at Magic Mountain
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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Top Chester Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Staff were fantastic "
Laurie 2-night trip
Posted 4 days ago
On The River Inn

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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. The Shire Woodstock: Hotel, 15-minute walk from Okemo Mountain Resort. Provides an indoor pool, an outdoor pool, and 2 restaurants. Jackson Gore Village: Features complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. Kimpton Taconic Hotel by IHG: Features a full-service spa, an indoor pool, and free self parking. The Covered Bridge Inn: Offers 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 Grafton Historical Society, Vermont Country Store, and Plummer's Sugar House. 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.