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Featured Chester Family Hotels
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
Fully refundable
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 ...
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
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! (1,005 reviews)
"Breakfast was great, a lot of options for all. The pool kept kids entertained. The door to our room was a bit wonky but everything was clean."
Reviewed on Jun 21, 2025
The Dominion House Bed & Breakfast
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
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
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 ...
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 by Star Rating
More Hotel Options
- Hotels with a Pool in Chester
- Resorts & Hotels with Spas in Chester
- Hotels with Hot Tubs in Chester
- Hotels with Free Parking in Chester
- Winery Hotels in Chester
- Hotel Wedding Venues in Chester
- Romantic Hotels in Chester
- Hotels with smoking rooms in Chester
- Hotels with an Indoor Pool in Chester
- Pet-friendly Hotels in Chester
Top Points of Interests in Chester
- Hotels near The Rock Sports Complex
- Hotels near Castle Fun Center
- Hotels near Museum Village
- Hotels near Goosepond Mountain State Park
- Hotels near LEGOLAND® New York
- Hotels near Woodbury Common Premium Outlets
- Hotels near Crystal Springs Golf Resort
- Hotels near World Headquarters of Jehovah's Witnesses
- Hotels near Bear Mountain State Park
- Hotels near Mountain Creek Waterpark
- Hotels near United States Military Academy
- Hotels near SplashDown Beach
- Hotels near Minnewaska State Park
- Hotels near Mountain Creek Ski Resort
- Hotels near Dia Beacon
- Hotels near Hudson River
- Hotels near Storm King Art Center
- Hotels near Angry Orchard
- Hotels near Rockland County Courthouse
- Hotels near Orange County Fair Speedway
Cities near Chester
- Pocono Mountains Hotels (60.91 mi)
- Upstate New York Hotels (136.16 mi)
- Middletown Hotels (9.74 mi)
- The Catskills Hotels (47.89 mi)
- Newburgh Hotels (16.67 mi)
- Wayne Hotels (29.65 mi)
- Fishkill Hotels (22.67 mi)
- Beacon Hotels (18.45 mi)
- New Paltz Hotels (28.24 mi)
- Hudson Valley Hotels (28.53 mi)
- Mahwah Hotels (20.05 mi)
- Peekskill Hotels (19.14 mi)
- Goshen Hotels (3.87 mi)
- Ringwood Hotels (17.26 mi)
- Vernon Hotels (15.77 mi)
- Nanuet Hotels (22.59 mi)
- West Point Hotels (16.46 mi)
- Warwick Hotels (8.62 mi)
- Bear Mountain Hotels (14.85 mi)
- Gardiner Hotels (22.78 mi)
Car Rentals Near Chester
- Car rentals in Pocono Mountains
- Car rentals in Upstate New York
- Car rentals in Middletown
- Car rentals in The Catskills
- Car rentals in Newburgh
- Car rentals in Wayne
- Car rentals in Fishkill
- Car rentals in Beacon
- Car rentals in New Paltz
- Car rentals in Hudson Valley
- Car rentals in Mahwah
- Car rentals in Peekskill
- Car rentals in Goshen
- Car rentals in Ringwood
- Car rentals in Vernon
- Car rentals in Nanuet
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Chester
- Holiday Inn Express Hotel & Suites Chester by IHG
- HYATT house Fishkill/Poughkeepsie
- Best Western The Inn At Ramsey
- Extended Stay America Suites Ramsey Upper Saddle River
- Hampton Inn Harriman Woodbury
- Wingate by Wyndham Fishkill
- Sonesta Simply Suites Nanuet
- Sleep Inn & Suites Middletown - Goshen
- Days Inn by Wyndham Nanuet / Spring Valley
- Overlook Lodge at Bear Mountain
- Hampton Inn & Suites Mahwah
- DoubleTree by Hilton Hotel Nanuet
- Crowne Plaza Suffern - Mahwah by IHG
- Super 8 by Wyndham Middletown
- Quality Inn Spring Valley - Nanuet