Hotels with Swimming Pool in Chester, Vermont

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Check availability on Chester Hotels with Swimming Pool

Our top choices for Chester hotels with a pool

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, (83 reviews)
The price is P5,841
P6,425 total
includes taxes & fees
Apr 13 - Apr 14
Hideaway Inn Mt. Snow
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 P9,089
P9,998 total
includes taxes & fees
Apr 19 - Apr 20
Best Western Springfield Hotel
Indoor pool, sun loungers

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (791 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is P8,458
P9,304 total
includes taxes & fees
Apr 13 - Apr 14
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
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is P7,663
P8,315 total
includes taxes & fees
Apr 14 - Apr 15
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (956 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is P6,433
P7,076 total
includes taxes & fees
Apr 27 - Apr 28
Hampton Inn Brattleboro
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is P8,604
P9,336 total
includes taxes & fees
Apr 12 - Apr 13
Best Western Plus Keene Hotel
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,004 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
The price is P8,803
P11,874 total
includes taxes & fees
Apr 13 - Apr 14
On The River Inn
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 P6,467
P7,113 total
includes taxes & fees
Apr 12 - Apr 13
Black Mountain Inn
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 P10,098
P11,512 total
includes taxes & fees
Apr 13 - Apr 14
Pointe at Castle Hill Resort
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Room was perfect (king bed), and big. Hot tub was wonderful after skiing all day and hot, but jets could have been stronger. Staff efficient and very friendly. Location great-10 minutes from Okemo. Will definitely come back!"
Julia 1-night trip
Posted 6 hours ago
Pointe at Castle Hill Resort

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 pools, and a sauna. Woodstock Inn & Resort: Features buffet, an indoor pool, and complimentary 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 like DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, check out sights such as Vermont Country Store, Lowell Lake State Park, and Connecticut River State Park. 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.

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