4/5 - Good
Verified traveler
Nice, friendly town.
Chester, NY
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
The price is ￥15,091 per night from Nov 6 to Nov 7
￥15,091
per night
Nov 6 - Nov 7
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! (1,001 reviews)
Clean room
Reviewed on Oct 30, 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
The price is ￥16,323 per night from Nov 19 to Nov 20
￥16,323
per night
Nov 19 - Nov 20
Book a stay at this business-friendly hotel in Nanuet. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,062 reviews)
Everything was great
Reviewed on Nov 2, 2025
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
The price is ￥15,107 per night from Nov 10 to Nov 11
￥15,107
per night
Nov 10 - Nov 11
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (656 reviews)
Yes, every thing was clean. Staff was very friendly. My only complaint was , that a handicap room should have a raised toilet in those rooms.
Reviewed on Oct 31, 2025
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.
Luxury 9BR Retreat w/Pool & Hot Tub
Chester, NY
Book a stay at this family-friendly villa in Chester. Enjoy free WiFi, private pools, and a garden. Popular attractions LEGOLAND® New York and Woodbury Common ...
Pool was not open or usable but we were not interested in doing that
Reviewed on Oct 12, 2025
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
Stay at this vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.6/10 Exceptional! (41 reviews)
We had 5 people and enjoyed the property immensely. I cozy and has plenty of kitchen supplies. All the beds were comfortable. The location was prefect for visiting West Point. Thanks!
Reviewed on Oct 15, 2025
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
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! (106 reviews)
Amazing views and stocked with every amenity possible!The views of the Hudson River and bridge were stunning. The unit was stocked with every possible amenity, more than any other VRBO I've stayed at. The decor was whimsical and so much fun to 'explore'. The home is at the end of a road on a very ...
Reviewed on Oct 16, 2025
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.
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.
Reviews of Chester
4.2
Top Destination
5/5 - Excellent
Verified traveler
I also visited Franklin D. Roosevelt's Hyde Park home, Library, & Museum.We went to the Mower Flea Market in Woodstock, NY. We also went to the Ulster County Fair.We were disappointed that the Culinary Arts Institute Restaurants were closed.
5/5 - Excellent
Verified traveler
Advise caution; Kathy's scones are seriously addictive. The Chester-Blooming Grove-Washingtonville and larger area has a sufficient number of interesting restaurants. This is a peaceful location to stay for day trips to Hudson Valley attractions.
5/5 - Excellent
Verified traveler
Tina's pizza was great
3/5 - Okay
Verified traveler
Lots of fast food and gas stations. One bright spot the Chester Dinner has good food band an extensive gluten free menu.
4/5 - Good
Verified traveler
make a trip to Bellville dairy for their ice cream!
