Chester, NY
Travel Guide


Visit Chester

Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
The price is AED 514 per night from Jul 1 to Jul 2
AED 514
AED 633 total
1 Jul - 2 Jul
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)
"The rooms were large, staff was friendly and complimentary breakfast had a large variety of food."
Reviewed on 24 June 2026

Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is AED 507 per night from Jul 5 to Jul 6
AED 507
AED 624 total
5 Jul - 6 Jul
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! (1,000 reviews)
"Excelente"
Reviewed on 23 June 2026

Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
The price is AED 450 per night from Jun 29 to Jun 30
AED 450
AED 532 total
29 Jun - 30 Jun
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,041 reviews)
"Had a nice stay was quiet for the most part clean and the bed was very comfy"
Reviewed on 22 June 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 ...
8.8/10 Excellent! (3 reviews)
"Some thing good and some things not so good"
Reviewed on 5 June 2026

11BR Retreat w Pool & Game Room
Chester NY
Book a stay at this family-friendly villa in Chester. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Woodbury Common Premium Outlets ...

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! (139 reviews)
"This is a wonderful 2 person apartment in a private hilltop home with spectacular views of the Hudson River and Rt6 bridge. Included was the use of patio and gas grill. Very nicely furnished with the combination of comfortable furniture and antique decor. The hosts are very friendly and very quick ..."
Reviewed on 5 June 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.
Popular places to visit
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.
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.
Goosepond Mountain State Park
You can take time to visit Goosepond Mountain State Park during your travels to Chester. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
