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
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $97 total per night from Dec 21 to Dec 22
$97 total
Dec 21 - Dec 22
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! (1,008 reviews)
The breakfast was a hit, the place is clean and I would stay here again.
Reviewed on Dec 14, 2025
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
$98 nightly
The price is $114 total per night from Jan 4 to Jan 5
$114 total
Jan 4 - Jan 5, 2026
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! (1,006 reviews)
Clean, attractive hotel and courteous staff. Note the restaurant is only open for breakfast and dinner
Reviewed on Dec 14, 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd Nanuet NY
$109 nightly
The price is $127 total per night from Dec 17 to Dec 18
$127 total
Dec 17 - Dec 18
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! (1,007 reviews)
2nd stay for us. Room is spacey and has nice amenities. Bathroom doors need a bit tlc. However room is clean and comfortable and you can’t bit the price
Reviewed on Dec 14, 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 ...
8/10 Very Good! (1 review)
Pool was not open or usable but we were not interested in doing that
Reviewed on Oct 12, 2025
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 ...
10/10 Exceptional! (6 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
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! (49 reviews)
We enjoyed our stay! Jose was a responsive host!
Reviewed on Dec 15, 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
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.
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.
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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- Castle Fun Center
- The Rock Sports Complex
- 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
- World Headquarters of Jehovah's Witnesses
- Mount Peter Ski Area
- Campgaw Mountain Ski Area
- Mountain Creek Waterpark
- Dia Beacon
- Minnewaska State Park
- Rockland County Courthouse
- Hudson River
- Angry Orchard
- Ramapo College of New Jersey
- Galleria at Crystal Run
- Resorts World Hudson Valley
- Brotherhood Winery
- SplashDown Beach
- Rockland Community College
- Orange County Fair Speedway
- Harriman State Park
- Warwick Valley Winery and Distillery
- High Point State Park
- Storm King Art Center
- Mount Saint Mary's College Newburgh
- Paramount Hudson Valley Theater