Find Hotels with a Pool in Chester, VT

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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 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 AED 529
AED 1,547 total
includes taxes & fees
15 Apr - 16 Apr
Historic 150-year-old farmhouse, Jacuzzi included

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (81 reviews)
The price is AED 359
AED 395 total
includes taxes & fees
5 Apr - 6 Apr
Hideaway Inn Mt. Snow

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 AED 521
AED 594 total
includes taxes & fees
26 Apr - 27 Apr
Pointe at Castle Hill Resort

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (955 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is AED 479
AED 527 total
includes taxes & fees
18 Apr - 19 Apr
Hampton Inn Brattleboro

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, (999 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is AED 463
AED 502 total
includes taxes & fees
29 Apr - 30 Apr
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (846 reviews)
  • cleanliness
    Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
The price is AED 559
AED 615 total
includes taxes & fees
19 Apr - 20 Apr
Best Western Springfield Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (790 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is AED 520
AED 572 total
includes taxes & fees
7 Apr - 8 Apr
Comfort Inn & Suites Brattleboro I-91

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
The price is AED 512
AED 698 total
includes taxes & fees
28 Apr - 29 Apr
On The River Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
The price is AED 621
AED 683 total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (488 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is AED 403
AED 443 total
includes taxes & fees
19 Apr - 20 Apr
Black Mountain Inn
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.

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

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 buffet, an indoor pool, and complimentary wired internet access. Woodstock Inn & Resort: Hotel, 10-minute walk from Mount Snow. Features a sauna, a seasonal outdoor pool, and free self parking. Hampton Inn and Suites Manchester: 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 Magic Mountain Ski Resort. 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.