Find Hotels with a Pool in Chester, NY

Plan, book, stay with confidence

Be picky
Search almost a million properties worldwide
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Change your mind
Book hotels with free cancellation

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

"Very accommodating, rooms were comfortable and clean. Breakfast was great. Overall quick but great stay. Will definitely stay again. "

SAR 912 total

includes taxes & fees

3 Jum. II - 4 Jum. II

"The staff was friendly and accommodating, room was clean spacious. Overall a pleasant stay."

SAR 509 total

includes taxes & fees

27 Jum. I - 28 Jum. I

Frequently asked questions

What is there to see and do in Chester?

Explore places like LEGOLAND® New York and 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.