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, (14 reviews)
"Brought my mom here for leaf peeping. The Farmhouse was clean, comfortable and very inviting. Plenty to do in the surrounding area. Soaking in the hot tub & stargazing in the evening was wonderful! Owner was easy to communicate with. Would highly recommend!"
United States
Michele B.
The price is AED 790
AED 1,888 total
includes taxes & fees
9 Mar - 10 Mar
Historic 150-year-old farmhouse, Jacuzzi included

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, (982 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is AED 437
AED 474 total
includes taxes & fees
17 Feb - 18 Feb
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (825 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is AED 497
AED 546 total
includes taxes & fees
1 Mar - 2 Mar
Best Western Springfield Hotel

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (483 reviews)
"Instant check-in and check-out Very responsive and friendly staff. Clean and well maintained. Everything you need is provided. The room is spacious, and the beds are comfortable."
United States
Olga
The price is AED 395
AED 435 total
includes taxes & fees
17 Feb - 18 Feb
Black Mountain Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,003 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is AED 511
AED 554 total
includes taxes & fees
17 Feb - 18 Feb
Best Western Plus Keene Hotel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (943 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is AED 419
AED 461 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (762 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is AED 452
AED 497 total
includes taxes & fees
5 Mar - 6 Mar
Comfort Inn & Suites Brattleboro I-91

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (54 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is AED 496
AED 546 total
includes taxes & fees
11 Mar - 12 Mar
Hideaway Inn Mt. Snow

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is AED 826
AED 909 total
includes taxes & fees
17 Feb - 18 Feb
The Inn At Quail Run

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (57 reviews)
"Room was super clean and the hosts are excellent. "
United States
Joe
The price is AED 862
AED 948 total
includes taxes & fees
17 Feb - 18 Feb
Inn on Putney Road
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

Frequently asked questions

What are some hotels with pools in Chester?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool, and free self parking. Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Equinox Golf Resort & Spa: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Features a seasonal outdoor pool, an indoor pool, and flat-screen televisions. Kimpton Taconic Hotel by IHG: Offers complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center.
What is there to see and do in Chester?
Explore places like Stratton Mountain Resort and Okemo 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.