Hotels with Pool & Resorts in Chester from AU$169

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Check availability on Chester Hotels with Pool

Best 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 AU$654
includes taxes & fees
10 Dec - 11 Dec
Historic 150-year-old farmhouse, Jacuzzi included
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2.0 star property
West Dover
10.0 out of 10, Exceptional, (2)
"Tout y était!"
Canada
Martin
The price is AU$239
includes taxes & fees
14 Dec - 15 Dec
Hideaway Inn Mt. Snow
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1000)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is AU$376
includes taxes & fees
22 Dec - 23 Dec
On The River Inn
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, (737)
"Staff was friendly and pool was nice"
United States
Joshua
The price is AU$219
includes taxes & fees
22 Dec - 23 Dec
Comfort Inn & Suites Brattleboro I-91
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, (959)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is AU$178
includes taxes & fees
29 Dec - 30 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (803)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is AU$237
includes taxes & fees
16 Dec - 17 Dec
Best Western Springfield Hotel
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (352)
"Clean comfy nice staff "
United States
Katherine
The price is AU$241
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, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is AU$227
includes taxes & fees
10 Dec - 11 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, (925)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is AU$237
includes taxes & fees
21 Dec - 22 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, (777)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is AU$220
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
Amanda 1-night trip
Posted 1 day ago
The Palmer House Resort, an Ascend Collection Hotel

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: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
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.