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 ￥18,009 per night from Jun 22 to Jun 23
￥18,009
￥21,271 total
Jun 22 - Jun 23
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 ...
8.4/10 Very Good! (1,001 reviews)
"Carpet in hallway needed vacuuming, carpet in my room (200) may have been vacuumed but needes shampooing or spot cleaning. But check in staff was great,Dev. I think was his name."
Reviewed on Jun 5, 2025
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
The price is ￥15,992 per night from Jul 6 to Jul 7
￥15,992
￥18,091 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,012 reviews)
"There was barely any product in the shower."
Reviewed on Jun 15, 2025
Extended Stay America Suites Ramsey Upper Saddle River
112 State Hwy. 17, Ramsey, NJ
The price is ￥14,650 per night from Jun 17 to Jun 18
￥14,650
￥16,792 total
Jun 17 - Jun 18
includes taxes & fees
Book a stay at this business-friendly hotel in Ramsey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (970 reviews)
"Good"
Reviewed on Jun 10, 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.
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! (91 reviews)
Eagle's Nest
"Top of the Mark. Views nonpareil. Decorated with a sure touch for appeal to all age groups. Cozy, comfortable digs. Absolutely satisfied and would seek a return visit when the occasion arises."
Reviewed on May 19, 2025
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8
Newburgh
Stay at this vacation home in Newburgh. Enjoy a water park, an in-room coffeemaker, and air conditioning. Popular attractions Chadwick Lake Park and Ice Time ...
USMA graduation
"Beautifully remodeled property with a gorgeous yard and lake access"
Reviewed on Jun 8, 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 Fishkill Golf Course are located ...
9.8/10 Exceptional! (16 reviews)
Nice place
"Hosts were available to make us comfortable. Place clean and comfortable."
Reviewed on Jun 4, 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
Rosalie
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!
- LEGOLAND® New York
- Woodbury Common Premium Outlets
- Crystal Springs Golf Resort
- World Headquarters of Jehovah's Witnesses
- United States Military Academy
- Dia Beacon
- Minnewaska State Park
- Rockland County Courthouse
- Warwick Valley Winery and Distillery
- Harriman State Park
- Hudson Highlands State Park
- Rockland Lake State Park