Chester Hotel with Pool
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Our top choices for Chester hotels with a pool
Historic 150-year-old farmhouse, Jacuzzi included
Historic 150-year-old farmhouse, Jacuzzi includedChester 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!"
Amy S.
The price is HK$1,906
HK$4,357 total
includes taxes & fees
13 Jan - 14 Jan 2026
8.6 out of 10, Excellent, (741)
"Price, clean and spacious room, comfy bed."
June
The price is HK$885
HK$974 total
includes taxes & fees
28 Dec - 29 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
8.4 out of 10, Very good, (966)
"The room was perfect, and the food was great "
Paul
The price is HK$917
HK$995 total
includes taxes & fees
23 Dec - 24 Dec
10.0 out of 10, Exceptional, (3)
"Really happy with our stay and the way we felt at this hideaway "
Edwin
The price is HK$845
HK$930 total
includes taxes & fees
22 Dec - 23 Dec
8.8 out of 10, Excellent, (806)
"so clean and friendly it was a perfect stay!"
Colette
The price is HK$1,184
HK$1,302 total
includes taxes & fees
5 Jan - 6 Jan 2026
8.4 out of 10, Very good, (1001)
"Great staff, clean room, nice breakfast"
DORTHY
The price is HK$1,082
HK$1,174 total
includes taxes & fees
22 Dec - 23 Dec
8.8 out of 10, Excellent, (355)
"Clean comfy nice staff "
Katherine
The price is HK$1,296
HK$1,406 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
8.8 out of 10, Excellent, (1000)
"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.
"
Belinda
The price is HK$1,120
HK$1,233 total
includes taxes & fees
23 Dec - 24 Dec
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.
Top Chester Hotel Reviews
Woodstock Inn & Resort
10/10 Excellent
