Find Hotels with a Pool in Chester, VT

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Check availability on Chester Hotels with a Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Chester Hotels with a Pool

The Upper Pass Lodge at Magic Mountain
Outdoor pool

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very Good, (667)
"If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. "
The price is AED 418
AED 460 total
includes taxes & fees
13 Oct - 14 Oct
The Upper Pass Lodge at Magic Mountain
Hampton Inn and Suites Manchester
Indoor pool

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1000)
"This was the best Hampton Inn I’ve stayed at, and location is excellent. "
The price is AED 496
AED 546 total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn and Suites Manchester
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very Good, (909)
"the breakfast was good… rooms clean "
The price is AED 459
AED 499 total
includes taxes & fees
26 Oct - 27 Oct
Keene Elm City Hotel, an Ascend Collection Hotel
Historic 150-year-old farmhouse, Jacuzzi included
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

9.8 out of 10, Exceptional, (7)
"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!"
The price is AED 661
AED 1,728 total
includes taxes & fees
28 Oct - 29 Oct
Historic 150-year-old farmhouse, Jacuzzi included
Hampton Inn & Suites Keene
Indoor pool

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (333)
"Great hotel with friendly staff"
The price is AED 629
AED 682 total
includes taxes & fees
23 Oct - 24 Oct
Hampton Inn & Suites Keene
Best Western Plus Keene Hotel
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1003)
"It was nice place at price point for a quick stay"
The price is AED 547
AED 594 total
includes taxes & fees
2 Oct - 3 Oct
Best Western Plus Keene Hotel
Hampton Inn Brattleboro
Indoor pool

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (893)
"Clean room and great breakfast"
The price is AED 462
AED 508 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91
Indoor pool, sun loungers

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (696)
"Check in was easy and there is coffee available 24 hours a day!"
The price is AED 582
AED 640 total
includes taxes & fees
6 Oct - 7 Oct
Comfort Inn & Suites Brattleboro I-91
Best Western Springfield Hotel
Indoor pool

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (788)
"Great and quiet place to stay overnight with kids. Big pool and good breakfast. "
The price is AED 658
AED 724 total
includes taxes & fees
14 Oct - 15 Oct
Best Western Springfield Hotel
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Indoor pool, seasonal outdoor pool

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (757)
"It is Good place to stay. We enjoyed our stay here."
The price is AED 676
AED 787 total
includes taxes & fees
29 Oct - 30 Oct
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

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Would definitely stay again. Very convenient location "
Stephanie 2-night trip
Posted 10 hours ago
Best Western Plus Keene Hotel

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Frequently asked questions

What are some hotels with pools in Chester?
The Shire Woodstock: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Equinox Golf Resort & Spa: Hotel, 15-minute walk from Okemo Mountain Resort. Features an indoor pool, an outdoor pool, and 2 restaurants. Jackson Gore Village: Features buffet, an indoor pool, and complimentary wired internet access. Days Inn by Wyndham Keene NH: Offers buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Chester?
Make a point to visit attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, check out sights such as Vermont Museum of Mining and Minerals, Vermont Country Store, and Plummer's Sugar House. 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.