Find Hotels with a Pool in Chester, VT

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Check availability on Chester Hotels with a Pool

Top Chester Hotels with a Pool

Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot
  • Outdoor pool
  • Hot tub
9.8 out of 10, Exceptional, (9)
Poolside relaxation beckons at this 150-year-old farmhouse retreat where the well-maintained outdoor swimming area complements a rejuvenating hot tub. Guests appreciate premium bedding, fully equipped kitchen, and recreational amenities like tennis courts and a fitness center.
The price is AED 479
AED 1,537 total
includes taxes & fees
17 Nov - 18 Nov
Historic 150-year-old farmhouse, Jacuzzi included

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (728)
Mountain adventures meet poolside relaxation at this Brattleboro hotel. Swimmers enjoy the indoor pool with plush sun loungers year-round, while winter enthusiasts appreciate easy access to cross-country and downhill skiing trails.
The price is AED 387
AED 425 total
includes taxes & fees
19 Nov - 20 Nov
Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

2.5 star property
Brattleboro
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (919)
Soothing waters welcome weary skiers and travelers in the immaculate indoor pool and hot tub area. Fitness enthusiasts appreciate the well-maintained exercise facility while enjoying proximity to local ski mountains, restaurants, and recreational activities.
The price is AED 335
AED 368 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Brattleboro

The Equinox Golf Resort & Spa

4.5 star property
Manchester
  • Indoor pool
  • Pool loungers
  • Hot tub
7.4 out of 10, Good, (567)
Sparkling indoor and outdoor pools invite relaxation amid mountain scenery, complemented by soothing hot tub sessions. This luxury resort balances aquatic bliss with championship golf, tennis courts, and a full-service spa.
The price is AED 404
AED 640 total
includes taxes & fees
24 Nov - 25 Nov
The Equinox Golf Resort & Spa

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
  • Indoor pool
8.4 out of 10, Very Good, (949)
Invigorating swims await at the pristine indoor pool, accessible from early morning until late evening. Guests praise the super comfortable beds, friendly staff, and excellent breakfast buffet at this well-located hotel near shopping and dining options.
The price is AED 433
AED 470 total
includes taxes & fees
7 Dec - 8 Dec
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
  • Indoor pool
8.8 out of 10, Excellent, (799)
Sparkling waters await in the immaculately maintained indoor pool, offering a warm retreat after hiking nearby mountain trails or skiing at Okemo. Guests appreciate the family-friendly swimming environment complemented by an arcade room and spotless fitness center.
The price is AED 526
AED 578 total
includes taxes & fees
23 Nov - 24 Nov
Best Western Springfield Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
  • Indoor pool
8.8 out of 10, Excellent, (1000)
Splashing fun awaits in the indoor pool, open from 5 AM to 11 PM daily, complementing winter activities like nearby skiing and snowboarding. Families appreciate the arcade room while fitness enthusiasts enjoy the 24-hour gym.
The price is AED 522
AED 574 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Best Western Plus Keene Hotel

3.0 star property
Keene
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very Good, (1005)
Aquatic relaxation awaits at the pristine indoor pool, complete with comfortable loungers and convenient 6:00 AM to 10:00 PM access. Beyond swimming, guests praise the plentiful breakfast options, exceptionally clean rooms, and hiking trails nearby.
The price is AED 547
AED 594 total
includes taxes & fees
17 Nov - 18 Nov
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
Keene
  • Indoor pool
8.8 out of 10, Excellent, (344)
Swimmers glide through crystalline waters in the immaculate indoor pool, a cherished sanctuary regardless of season. Complementing this aquatic haven, the hotel boasts a 24-hour fitness center, billiards table, and highly praised complimentary breakfast buffet.
The price is AED 567
AED 615 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Keene

Black Mountain Inn

2.0 star property
Brattleboro
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.4 out of 10, Good, (474)
Cooling waters of the seasonal outdoor pool invite relaxation after exploring hiking trails and mountain biking routes. Garden views create a peaceful retreat while friendly staff ensure a comfortable stay at this quiet mountain escape.
The price is AED 353
AED 389 total
includes taxes & fees
8 Dec - 9 Dec
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.

Top Chester Hotel Reviews

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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 center. Kimpton Taconic Hotel by IHG: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. Days Inn by Wyndham Keene NH: Features buffet, an indoor pool, and complimentary wired internet access. The Equinox Golf Resort & Spa: Offers a seasonal outdoor pool, an indoor pool, and flat-screen televisions.
What is there to see and do in Chester?
Explore places like Stratton Mountain Resort while you're in the area. Make a point to visit attractions like Bonnie's Bundles Dolls and DaVallia Art & Accents. 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.