Chester Hotels with Swimming Pool

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Check availability on Chester Hotels with Swimming Pools

Our top choices for Chester hotels with a pool

Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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, (1001)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is RM588
RM647 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

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, (963)
"The room was perfect, and the food was great "
United States
Paul
The price is RM481
RM522 total
includes taxes & fees
21 Dec - 22 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (740)
"Price, clean and spacious room, comfy bed."
United States
June
The price is RM457
RM502 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (805)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is RM621
RM684 total
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Springfield Hotel
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (353)
"Clean comfy nice staff "
United States
Katherine
The price is RM673
RM730 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Keene
Indoor pool
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1000)
"Great time "
United States
Paul
The price is RM571
RM628 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn and Suites Manchester
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is RM789
RM1,017 total
includes taxes & fees
22 Dec - 23 Dec
On The River Inn
Indoor pool, seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very good, (866)
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
United States
Amanda
The price is RM413
RM522 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Palmer House Resort, an Ascend Collection Hotel
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (926)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is RM600
RM660 total
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn Brattleboro
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is RM527
RM572 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Plus Keene Hotel
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

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on our next visit to Manchester 👌❣️"
Anita 1-night trip
Posted 4 days ago
Kimpton Taconic Hotel by IHG

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 a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa: Features complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Kimpton Taconic Hotel by IHG: Offers a full-service spa, an indoor pool and free self parking. Pointe at Castle Hill Resort: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Chester?
Explore places such as Stratton Mountain Resort while you're in the area. Make a point to visit attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. 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.

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