Find Hotels with a Pool in Chester, VT

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Check availability on Chester Hotels with a Pool

Tonight
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Chester hotels with a pool

Exterior
Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (10)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
United States
Amy S.
The price is AED 744
AED 1,870 total
includes taxes & fees
7 Jan - 8 Jan
Historic 150-year-old farmhouse, Jacuzzi included
Indoor pool, sun loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (751)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is AED 493
AED 542 total
includes taxes & fees
3 Jan - 4 Jan
Comfort Inn & Suites Brattleboro I-91
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
9.6 out of 10, Exceptional, (11)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
The price is AED 484
AED 532 total
includes taxes & fees
4 Jan - 5 Jan
Hideaway Inn Mt. Snow
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (810)
"Staff was so nice!! "
United States
Stephanie
The price is AED 559
AED 615 total
includes taxes & fees
7 Jan - 8 Jan
Best Western Springfield Hotel
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

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, (971)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is AED 474
AED 514 total
includes taxes & fees
4 Jan - 5 Jan
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

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is AED 544
AED 590 total
includes taxes & fees
2 Jan - 3 Jan
Best Western Plus Keene Hotel
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (930)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is AED 539
AED 593 total
includes taxes & fees
19 Jan - 20 Jan
Hampton Inn Brattleboro
Indoor pool
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1005)
"Very comfortable and clean."
United States
Christina
The price is AED 590
AED 640 total
includes taxes & fees
5 Jan - 6 Jan
Courtyard by Marriott Keene Downtown
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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, (1002)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is AED 547
AED 602 total
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior
Black Mountain Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (476)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is AED 404
AED 444 total
includes taxes & fees
12 Jan - 13 Jan
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.
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Top Chester Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"The suite has everything what we need it ,this place is great for stay ,everyone is so polite ,location is great .Highly recommend!!!"
bozena 3-night trip
Posted 3 days ago
Pointe at Castle Hill Resort

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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. Pointe at Castle Hill Resort: Offers a full-service spa, an indoor pool, and free self parking. Kimpton Taconic Hotel by IHG: Provides complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. The Equinox Golf Resort & Spa: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Shire Woodstock: Features buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Chester?
Explore places like Okemo Mountain Resort and Stratton Mountain Resort while you're in the area. Make a point to visit attractions like Bonnie's Bundles Dolls and DaVallia Art & Accents. 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.