Chester, NY
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
The price is AED 397 per night from May 14 to May 15
AED 397
AED 488 total
14 May - 15 May
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! (1,005 reviews)
The hotel is very clean and well maintained. The staff is very friendly and helpful. The water pressure was low in the shower.
Reviewed on 4 May 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
The price is AED 471 per night from May 10 to May 11
AED 471
AED 556 total
10 May - 11 May
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! (1,019 reviews)
Bed was very comfortable and the breakfast was very good and provided a nice selection of food.
Reviewed on 6 May 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
The price is AED 359 per night from Jun 1 to Jun 2
AED 359
AED 415 total
1 Jun - 2 Jun
includes taxes & fees
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (80 reviews)
The staff were very accommodating and attentive to my requests of staying in a quieter floor with a later check-in. The room was extremely clean and bigger than I expected, with the AC working perfectly (as I like to sleep in a cold room). Breakfast was no-frills (bagels, cereal, juice, etc) but ...
Reviewed on 30 April 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 19 October 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! (135 reviews)
The mountain was wonderful!
Reviewed on 13 April 2026
Spacious 7BR Villa on 14 Acres w/ Indoor Pool
Washingtonville NY
Stay at this vacation home in Blooming Grove. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Brotherhood Winery and Palaia ...
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.
