Chester
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
The price is CA $149 per night from May 25 to May 26
CA $149
CA $183 total
May 25 - May 26
includes taxes & fees
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 ...
8.6/10 Excellent! (1,001 reviews)
Low end if you need one nught quick stay
Reviewed on May 12, 2026
Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
The price is CA $110 per night from May 31 to Jun 1
CA $110
CA $127 total
May 31 - Jun 1
includes taxes & fees
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course ...
6.6/10 (1,005 reviews)
Staff could not do anything when i was charged twice.
Reviewed on May 14, 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
The price is CA $191 per night from Jun 7 to Jun 8
CA $191
CA $235 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,002 reviews)
Very nice lobby with a fireplace lit in the evenings.
Reviewed on May 16, 2026
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.
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool
Chester NY
Stay at this vacation home in Chester. Enjoy laundry facilities and air conditioning. Popular attractions LEGOLAND® New York and Castle Fun Center are located ...
9/10 Wonderful! (2 reviews)
Good location near Harriman State Park, Legoland, Sugar Loaf. Easy access from Newark airport. House is nice but needs some minor maintenance in a bunch of different areas. Didn’t significantly impact stay. Pool area looked nice but was closed during our stay.
Reviewed on Oct 19, 2025
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery NY
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
9.8/10 Exceptional! (137 reviews)
My husband and I had a wonderful overnight stay here! Got in late on a chilly, rainy night and this was the most welcoming, cozy place to walk into. So thoughtfully decorated, with all the comforts of home. And the view! Felt like we were on top of the world in our own little piece of Heaven. Highly ...
Reviewed on Apr 26, 2026
Enjoy the view and easy lake access just steps from the Appalachian Trail
Greenwood Lake NY
Stay at this cabin in Greenwood Lake. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Greenwood Lake and Storms Island are located ...
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.
Popular places to visit
The Rock Sports Complex
Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.
Castle Fun Center
You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops.
Museum Village
You can spend an afternoon exploring the galleries in Museum Village during your trip to Chester. While in this family-friendly area, find time to visit its shops.
