Find Hotels with a Pool in Chester, NY

February 2025

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Check availability on Chester Hotels with a Pool

Compare Chester Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.6 out of 10, Excellent, (1000)
"It's a great property. Very safe and convenient to all highways. Staff are very nice and helpful."
The price is SAR 364
SAR 411 total
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express Hotel & Suites Chester by IHG

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 SAR 806
SAR 912 total
includes taxes & fees
3 Mar - 4 Mar
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 by IHG: 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. HYATT house Fishkill/Poughkeepsie: Provides a snack bar/deli, an indoor pool, and buffet. Crowne Plaza Suffern - Mahwah by IHG: Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Overlook Lodge at Bear Mountain: Offers a water park, an outdoor pool, and a sauna.
What is there to see and do in Chester?
Explore places like Woodbury Common Premium Outlets while you’re in the area. The picturesque setting of The Rock Sports Complex and Goosepond Mountain State Park showcase the area’s natural beauty. 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.