Chester Hotel Guide - Hotels with Pool in Chester, Vermont

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Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Exterior

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (16 reviews)
  • cleanliness
    Historic farmhouse offers year-round aquatic enjoyment with well-maintained outdoor pool and hot tub.
The price is €353
includes taxes & fees
14 Apr - 15 Apr
Historic 150-year-old farmhouse, Jacuzzi included
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (957 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is €110
includes taxes & fees
22 Apr - 23 Apr
Hampton Inn Brattleboro
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
8.6 out of 10, Excellent, (84 reviews)
The price is €92
includes taxes & fees
15 Apr - 16 Apr
Hideaway Inn Mt. Snow
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is €119
includes taxes & fees
16 Apr - 17 Apr
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, (849 reviews)
  • cleanliness
    Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
The price is €143
includes taxes & fees
21 Apr - 22 Apr
Best Western Springfield Hotel
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, (1,003 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is €133
includes taxes & fees
14 Apr - 15 Apr
Best Western Plus Keene Hotel
Exterior

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (490 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is €90
includes taxes & fees
14 Apr - 15 Apr
Black Mountain 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, (792 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is €133
includes taxes & fees
16 Apr - 17 Apr
Comfort Inn & Suites Brattleboro I-91
Indoor pool

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
The price is €164
includes taxes & fees
21 Apr - 22 Apr
Pointe at Castle Hill Resort
Outdoor pool

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (698 reviews)
  • cleanliness
    Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
The price is €89
includes taxes & fees
11 May - 12 May
The Upper Pass Lodge at Magic Mountain
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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Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

8/10 Good
"The courtyard is fenced in, perfect for kids to get fresh air, the pool was clean and welcoming. Breakfast was delicious, so many options! Having the restaurant right there made dinner a breeze! Will definitely stay again!"
Rachel 1-night trip
Posted 4 hours ago
Best Western Plus Keene Hotel

Frequently asked questions

What are some hotels with pools in Chester?
Fullerton Inn: Provides a full-service spa, an indoor pool and free self parking. Stone Hearth Inn and Eatery: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Pointe at Castle Hill Resort: Offers a full-service spa, 2 indoor swimming pools and a sauna. Woodstock Inn & Resort: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Colonial Motel And Spa: Offers a seasonal outdoor pool, an indoor pool and 2 outdoor tennis courts.
What is there to see and do in Chester?
Make a point to visit attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, visit sights such as Vermont Country Store, Lowell Lake State Park and Connecticut River State Park. 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.