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Kid-Friendly Hotels in Chester

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Featured Chester Family Hotels

Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 out of 5
2 Bryle Place, Chester, NY
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hotel & Suites Chester by IHG
See all 982 properties in Chester
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.

Hotels with Pools in Chester

Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 out of 5
2 Bryle Place, Chester, NY
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,002 reviews)
"Great experience at this property from the ease of finding it and the parking. The check in was so quick and efficient. Front desk clerk Lauren was such a breath of freash air after a long drive in from Florida."

Reviewed on May 10, 2025

Holiday Inn Express Hotel & Suites Chester by IHG
The Dominion House Bed & Breakfast
The Dominion House Bed & Breakfast
2 out of 5
28 Old Dominion Road, PO Box 137, Chester, NY
Stay at this B&B in Chester. Enjoy free breakfast, free parking, and a garden. Popular attractions LEGOLAND® New York and Brotherhood Winery are located ...
"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!"

Reviewed on Sep 25, 2024

The Dominion House Bed & Breakfast
See all 982 properties in Chester
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.

Hotels With Connecting Rooms in Chester

Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 out of 5
2 Bryle Place, Chester, NY
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hotel & Suites Chester by IHG
See all 982 properties in Chester
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.