Hotels with Pool & Resorts in Chester from NZ$178

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Check availability on Chester Hotels with Pool

Best Chester Hotels with Pool

Exterior
Historic 150-year-old farmhouse, Jacuzzi included

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 spa pool. Guests appreciate premium bedding, fully equipped kitchen, and recreational amenities like tennis courts and a fitness centre.
The price is NZ$750
includes taxes & fees
17 Nov - 18 Nov
Historic 150-year-old farmhouse, Jacuzzi included
Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91

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 NZ$203
includes taxes & fees
18 Nov - 19 Nov
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
  • Indoor pool
  • Hot tub
8.2 out of 10, Very good, (917)
Soothing waters welcome weary skiers and travellers in the immaculate indoor pool and spa pool area. Fitness enthusiasts appreciate the well-maintained exercise facility while enjoying proximity to local ski mountains, restaurants, and recreational activities.
The price is NZ$178
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Brattleboro
Indoor pool, seasonal outdoor pool, pool loungers
The Equinox Golf Resort & Spa

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 spa pool sessions. This luxury resort balances aquatic bliss with championship golf, tennis courts, and a full-service spa.
The price is NZ$308
includes taxes & fees
19 Nov - 20 Nov
The Equinox Golf Resort & Spa
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
  • Indoor pool
8.4 out of 10, Very good, (948)
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 NZ$226
includes taxes & fees
2 Dec - 3 Dec
Keene Elm City Hotel, an Ascend Collection 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
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very good, (1000)
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 NZ$278
includes taxes & fees
13 Nov - 14 Nov
Best Western Plus Keene Hotel
Indoor pool
Best Western Springfield 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 centre.
The price is NZ$278
includes taxes & fees
23 Nov - 24 Nov
Best Western Springfield Hotel
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
  • Indoor pool
8.8 out of 10, Excellent, (1003)
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 NZ$261
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
  • Indoor pool
8.8 out of 10, Excellent, (343)
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 centre, billiards table, and highly praised complimentary breakfast buffet.
The price is NZ$302
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Keene
Outdoor pool
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
Londonderry
  • Outdoor pool
8.2 out of 10, Very good, (685)
Sparkling waters await at the seasonal outdoor pool, open from May to September. After exploring nearby cross-country skiing trails and mountain biking paths, guests can unwind with delicious meals at the on-site restaurant and bar.
The price is NZ$195
includes taxes & fees
30 Nov - 1 Dec
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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Top Chester Hotel Reviews

Jackson Gore Village

Jackson Gore Village

10/10 Excellent
"Amazing trip! "
Tracey 3-night trip
Posted 2 days ago
Jackson Gore Village

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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: Hotel, 15-minute walk from Okemo Mountain Resort. Provides an indoor pool, an outdoor pool and 2 restaurants. Jackson Gore Village: Features complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Kimpton Taconic Hotel by IHG: Features a full-service spa, an indoor pool and free self parking. The Covered Bridge Inn: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants.
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 Grafton Historical Society, Vermont Country Store and Plummer's Sugar House. 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.