TOP Hotels with Swimming Pool in Chester, VT for 2026

Q: What are some hotels with pools in Chester?

Fullerton Inn : Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Woodstock Inn & Resort : Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Keene Elm City Hotel, an Ascend Collection Hotel : Hotel, 1-minute walk from Green Mountain National Forest. Offers complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Kimpton Taconic Hotel by IHG : Features buffet, an indoor pool and free self parking. Best Western Plus Keene Hotel : Offers a children's pool, an indoor pool and a sauna.

A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

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Our top choices for Chester hotels with a pool

Best Western Springfield Hotel

Springfield

Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.

₹19,027 total

includes taxes & fees

17 Aug - 18 Aug

Castle Hill Resort And Spa

Cavendish

₹24,277 total

includes taxes & fees

19 Aug - 20 Aug

Pointe at Castle Hill Resort

Cavendish

Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.

₹15,070 total

includes taxes & fees

20 Aug - 21 Aug

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.

₹13,517 total

includes taxes & fees

26 Jul - 27 Jul

Hampton Inn and Suites Manchester

Manchester Center

Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.

₹16,786 total

includes taxes & fees

11 Aug - 12 Aug

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.

₹22,337 total

includes taxes & fees

23 Aug - 24 Aug

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Best Western Plus Keene Hotel

Keene

Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.

₹14,565 total

includes taxes & fees

26 Jul - 27 Jul

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.

₹16,161 total

includes taxes & fees

4 Aug - 5 Aug

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Choose what matters most at hotels with a pool in Chester

Breakfast included

4 stars

Top Chester Hotel Reviews

Colonial Motel

10/10 Excellent

"A Good Value Motel under New Owners ! A Good Value !"

Kimpton Taconic Hotel by IHG

10/10 Excellent

"The staff are exceptionally helpful, welcoming, and accommodating. The entire grounds has a resort like feel with beautiful flowers everywhere. The pool is a wonderful amenity. Everything is well maintained and clean. I’ve come back multiple times and I anticipate coming back again. I don’t have one single complaint about it."

Frequently asked questions

What are some hotels with pools in Chester?

Fullerton Inn: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Woodstock Inn & Resort: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Keene Elm City Hotel, an Ascend Collection Hotel: Hotel, 1-minute walk from Green Mountain National Forest. Offers complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Kimpton Taconic Hotel by IHG: Features buffet, an indoor pool and free self parking. Best Western Plus Keene Hotel: Offers a children's pool, an indoor pool and a sauna.

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 Vermont Country Store, Lowell Lake State Park and Magic Mountain Ski Resort. 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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