Find Hotels with a Pool in Chester, NY

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Pick from 3 Chester Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Pool

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

2.5 star property
8.4 out of 10, Very Good, (1000)
"Great place and happy staff."
The price is AED 348
AED 391 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
The Dominion House Bed & Breakfast
Outdoor pool

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is AED 790
AED 893 total
includes taxes & fees
25 Nov - 26 Nov
The Dominion House Bed & Breakfast
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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Frequently asked questions

What are some accommodations with pools in Chester?
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel: Hotel located near LEGOLAND® New York. Features on-the-go, a pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool, and complimentary wired internet access. Best Western Fishkill Inn & Suites: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. HYATT house Fishkill/Poughkeepsie: Offers a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in Chester?
Explore places like Woodbury Common Premium Outlets while you’re in the area. Make a point to visit attractions like The Rock Sports Complex and Castle Fun Center. The restaurants and shopping are just some of the things to enjoy while you’re in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Chester in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 32°F.