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
$90 nightly
The price is $106 total per night from Jan 22 to Jan 23
$106 total
Jan 22 - Jan 23
Total with taxes and 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 ...
8.4/10 Very Good! (1,006 reviews)
Yanki was very helpful , attentive and friendly. The breakfast was lousy ! It was the same thing every day . They had coffee and tea available. Parking was easy . Clean room .
Reviewed on Jan 9, 2026
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
$93 nightly
The price is $108 total per night from Feb 1 to Feb 2
$108 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,027 reviews)
Nice clean hotel with friendly staff.
Reviewed on Jan 12, 2026
Sonesta Simply Suites Nanuet
20 Overlook Blvd Nanuet NY
$89 nightly
The price is $104 total per night from Jan 18 to Jan 19
$104 total
Jan 18 - Jan 19
Total with taxes and fees
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! (1,012 reviews)
very nice room. Staff very responsive.
Reviewed on Jan 8, 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.
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 ...
7/10 Good! (2 reviews)
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 NY
Stay at this vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.4/10 Exceptional! (54 reviews)
Lovely home - entire first floor with 3 bedrooms and 3 baths. Home was clean, well-stocked and easily accessible. Owners communicated quickly and were very helpful Highly recommend.
Reviewed on Jan 4, 2026
Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries
Vernon NJ
Stay at this vacation home in Sussex. Enjoy free WiFi, private pools, and a garden. Popular attractions Mountain Creek Ski Resort and Crystal Springs Golf Resort ...
8.6/10 Excellent! (8 reviews)
We had a great stay this past weekend! The place was clean, comfortable, and perfect for our family. Everything was just as described, and the host was easy to communicate with. We’d happily stay again!
Reviewed on Nov 18, 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
The Rock Sports Complex
4/5(4 reviews)
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
4/5(7 reviews)
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.
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.
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!
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- The Rock Sports Complex
- Castle Fun Center
- Goosepond Mountain State Park
- Museum Village
- Woodbury Common Premium Outlets
- LEGOLAND® New York
- Crystal Springs Golf Resort
- Mountain Creek Ski Resort
- United States Military Academy
- Bear Mountain State Park
- Mount Peter Ski Area
- World Headquarters of Jehovah's Witnesses
- Mountain Creek Waterpark
- Campgaw Mountain Ski Area
- Dia Beacon
- Minnewaska State Park
- Rockland County Courthouse
- Hudson River
- Galleria at Crystal Run
- Ramapo College of New Jersey
- Resorts World Hudson Valley
- Rockland Community College
- Orange County Fair Speedway
- Angry Orchard
- Brotherhood Winery
- SplashDown Beach
- Warwick Valley Winery and Distillery
- Harriman State Park
- Mount Saint Mary's College Newburgh
- Storm King Art Center
- Paramount Hudson Valley Theater
- High Point State Park
