Chester Hotel Guide - Hotels with Pool in Chester, Vermont

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Check availability on Chester Hotels with Pool

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Chester Hotels with Pool

Exterior
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 €411
includes taxes & fees
1 Dec - 2 Dec
Historic 150-year-old farmhouse, Jacuzzi included
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (802)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is €136
includes taxes & fees
7 Dec - 8 Dec
Best Western Springfield Hotel
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, (952)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is €102
includes taxes & fees
28 Dec - 29 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (732)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
The price is €114
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Brattleboro I-91
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, (1002)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
The price is €121
includes taxes & fees
30 Nov - 1 Dec
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, (350)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is €138
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1006)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is €130
includes taxes & fees
30 Nov - 1 Dec
Best Western Plus Keene Hotel
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very good, (923)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is €136
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn Brattleboro
Indoor pool, seasonal outdoor pool
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
Brownsville
9.0 out of 10, Wonderful, (776)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is €99
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Club Vacations Mount Ascutney Resort 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, (1006)
"Lovely hotel"
United States
ronald
The price is €150
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Keene Downtown
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

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town"
Zachary 1-night trip
Posted 2 days ago
Woodstock Inn & 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. The Shire Woodstock: Provides complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Kimpton Taconic Hotel by IHG: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn and Suites Manchester: Resort, 2-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool and 2 hot tubs.
What is there to see and do in Chester?
Explore places such as Stratton Mountain Resort while you're in the area. Make a point to visit attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. Enjoy the choices of coffee shops and restaurants in Chester, along with activities such as skiing.
When is the best time to book a hotel with a pool in Chester?
Taking the local weather in Chester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.