Compare 981 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
Our top choices for Chester hotels
Countryside Motel
Countryside Motel
Countryside Motel
Countryside Motel
Countryside Motel
Countryside Motel
2.0 star property
Cold Spring
7.0 out of 10, Good, (244)
7.0/10
Good
(244)
"My husband Randy stayed at the hotel for pleasure. The hotel was clean, staff were friendly. It was quiet during the evening hours and it was convenient to restaurants and shops. The price was very good compared to all the other hotels."
"The staff was friendly and efficient. The room was clean and the bed comfortable. It was a great central location to explore the Hudson Valley attractions!"
"This is a privately owned hotel the manager didn't bother you It was a quiet place very clean however be careful turning into the driveway it's a very sharp turn but overall it was a great stay and a great value"
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.
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.
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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.
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.
Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games.
"Great place.
I would say a 9.5 out of 10.
Breakfast was great, just a really long wait. Lots of guests…weddings.
Comfortable, safe, clean, priced competitively"
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For more details about updating your trip to Chester or cancelling it, click here.
What is the favorite LGBTQ-friendly place to stay in Chester?
Visitors to Chester are sure to enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffeehouses. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Chester, there are 18 hotels and other accommodations to choose from. Find out more about Chester.
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
