Hotels with Pool & Resorts in Chester from NZ$207

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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, (14 reviews)
"Brought my mom here for leaf peeping. The Farmhouse was clean, comfortable and very inviting. Plenty to do in the surrounding area. Soaking in the hot tub & stargazing in the evening was wonderful! Owner was easy to communicate with. Would highly recommend!"
United States
Michele B.
The price is NZ$808
includes taxes & fees
11 Feb - 12 Feb
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, (941 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is NZ$207
includes taxes & fees
1 Mar - 2 Mar
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 Village Historic District
7.4 out of 10, Good, (594 reviews)
"We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. "
United States
Patricia
The price is NZ$316
includes taxes & fees
23 Feb - 24 Feb
The Equinox Golf Resort & Spa
Indoor pool

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (823 reviews)
"Staff was friendly. The one lady I saw was there all night and morning and very friendly"
United States
Alexander
The price is NZ$276
includes taxes & fees
1 Mar - 2 Mar
Best Western Springfield Hotel
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (982 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is NZ$213
includes taxes & fees
15 Feb - 16 Feb
Keene Elm City Hotel, an Ascend Collection Hotel
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, (760 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is NZ$224
includes taxes & fees
5 Mar - 6 Mar
Comfort Inn & Suites Brattleboro I-91
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, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is NZ$249
includes taxes & fees
11 Feb - 12 Feb
Best Western Plus Keene Hotel
Indoor pool

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, (1,002 reviews)
"Very clean room and super friendly staff!"
United States
Joanne
The price is NZ$278
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (364 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is NZ$303
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn & Suites Keene
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,006 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is NZ$491
includes taxes & fees
16 Feb - 17 Feb
On The River 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.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Accommodating staff"
Robert 1-night trip
Posted 6 days ago
The Black Bear Lodge at Stratton Mountain Resort

Frequently asked questions

What are some hotels with pools in Chester?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool and free self parking. Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Kimpton Taconic Hotel by IHG: Provides complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Features a seasonal outdoor pool, an indoor pool and flat-screen televisions. The Equinox Golf Resort & Spa: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants.
What is there to see and do in Chester?
Explore places such as Okemo Mountain Resort and Stratton Mountain Resort while you're in the area. Make a point to visit attractions such as Bonnie's Bundles Dolls and DaVallia Art & Accents. 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.