Find Family Hotels in Chester, NY

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Pick from 1 Chester Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

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

AED 498 total

includes taxes & fees

27 May - 28 May

Frequently asked questions

What's Chester like for family-friendly vacations?

The welcoming destination of Chester is a great choice if you’ve been considering a vacation with the kids. The excursions, swimming spots, and coffee shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) from the city center.

When's the best time to book a family-friendly vacation in Chester?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

What's there to see and do with your family in Chester?

While you are visiting Chester, you and the family might want to check out some interesting spots such as Castle Fun Center, LEGOLAND® New York, and Woodbury Common Premium Outlets. Make sure you have lots of time for activities like Galleria at Crystal Run and Mount Peter Ski Area.