Find hotels in Chester, NY from ₩117,216

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 980 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
8.4 out of 10, Very Good, (1000)
"Friendly staff and comfy room. Will stay again."
United States
Margaret
The price is ₩139,255
₩164,495 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Inn Express Hotel & Suites Chester by IHG
The Dominion House Bed & Breakfast
2.0 star property
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is ₩305,509
₩345,609 total
includes taxes & fees
Nov 3 - Nov 4
The Dominion House Bed & Breakfast
Inn on the Hudson
2.0 star property
6.8 out of 10, (1001)
"The view and the staff were wonderful. The only criticism is that the whole place could use a face lift! "
United States
Elizabeth
The price is ₩133,571
₩152,768 total
includes taxes & fees
Nov 30 - Dec 1
Inn on the Hudson
Overlook Lodge at Bear Mountain
2.5 star property
8.4 out of 10, Very Good, (1008)
"Clean room, easy parking"
United States
Cynthia
The price is ₩169,095
₩191,291 total
includes taxes & fees
Nov 3 - Nov 4
Overlook Lodge at Bear Mountain
Sonesta Simply Suites Nanuet
2.5 star property
8.4 out of 10, Very Good, (1056)
"Great place to stay!!"
United States
Dimitri
The price is ₩150,623
₩175,288 total
includes taxes & fees
Nov 19 - Nov 20
Sonesta Simply Suites Nanuet
The Abbey Inn & Spa
4.0 star property
9.2 out of 10, Wonderful, (214)
"Spa service was very good. Food amazing "
United States
Jason
The price is ₩401,495
₩524,224 total
includes taxes & fees
Nov 3 - Nov 4
The Abbey Inn & Spa
DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.8 out of 10, Excellent, (1017)
"Convenient location, close to highway, restaurants and shopping"
United States
Bridget
The price is ₩150,310
₩174,925 total
includes taxes & fees
Nov 30 - Dec 1
DoubleTree by Hilton Hotel Nanuet
Hampton Inn Nanuet
2.5 star property
7.8 out of 10, Good, (1003)
"Great location close to everything but far enough away from everything!"
United States
Tyler
The price is ₩152,086
₩169,387 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn Nanuet
Budget Motor Inn - Stony Point
1.5 star property
4.8 out of 10, (469)
"I'm happy with my room"
United States
Ethan
The price is ₩105,251
₩117,216 total
includes taxes & fees
Nov 2 - Nov 3
Budget Motor Inn - Stony Point
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
9.2 out of 10, Wonderful, (1013)
"Nice hotel at a beautiful location! "
United States
Joseph
The price is ₩190,410
₩217,780 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
The Crossroads Hotel, Newburgh
3.0 star property
7.2 out of 10, Good, (654)
"Great Stay!"
United States
Charles
The price is ₩139,397
₩164,664 total
includes taxes & fees
Nov 3 - Nov 4
The Crossroads Hotel, Newburgh
Days Inn by Wyndham Nanuet / Spring Valley
2.0 star property
6.8 out of 10, (1001)
"Ample parking"
United States
Desean
The price is ₩143,731
₩167,268 total
includes taxes & fees
Nov 2 - Nov 3
Days Inn by Wyndham Nanuet / Spring Valley
Hilton Garden Inn Nanuet
3.0 star property
7.8 out of 10, Good, (1006)
"It was pleasant to stay "
United States
Nilsa
The price is ₩157,557
₩183,356 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Nanuet
Sleep Inn & Suites Middletown - Goshen
2.5 star property
8.4 out of 10, Very Good, (1003)
"Nice breakfast, easy parking."
United States
Shyue-Liang
The price is ₩149,770
₩176,916 total
includes taxes & fees
Nov 17 - Nov 18
Sleep Inn & Suites Middletown - Goshen
Element Spring Valley
3.0 star property
8.8 out of 10, Excellent, (422)
"Clean room and friendly staff."
United States
Tim
The price is ₩203,199
₩236,473 total
includes taxes & fees
Nov 23 - Nov 24
Element Spring Valley
Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
8.8 out of 10, Excellent, (1001)
"Excellent staff at a beautiful hotel"
United States
Nancy
The price is ₩153,465
₩178,595 total
includes taxes & fees
Nov 23 - Nov 24
Crowne Plaza Suffern - Mahwah by IHG
Ramada by Wyndham Newburgh/West Point
2.0 star property
5.0 out of 10, (1001)
"Parking, easy checking in "
United States
Ian
The price is ₩139,397
₩164,663 total
includes taxes & fees
Nov 23 - Nov 24
Ramada by Wyndham Newburgh/West Point
High Point Motel
2.0 star property
9.0 out of 10, Wonderful, (93)
"Great place to stay"
United States
Bob
The price is ₩125,045
₩139,582 total
includes taxes & fees
Nov 3 - Nov 4
High Point Motel
TAPA HOTEL
2.5 star property
9.0 out of 10, Wonderful, (383)
"Great place to stay! "
United States
Karen
The price is ₩148,477
₩170,193 total
includes taxes & fees
Nov 3 - Nov 4
TAPA HOTEL
DoubleTree by Hilton Mahwah
4.0 star property
7.8 out of 10, Good, (910)
"Easy check in."
United States
Nancy
The price is ₩161,962
₩185,649 total
includes taxes & fees
Nov 9 - Nov 10
DoubleTree by Hilton Mahwah
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Chester attractions

Learn more about Chester

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.

Black dirt region farm Chester New York

Top Chester Hotel Reviews

More cheap stays in Chester

Frequently asked questions

What's the best place to stay in Chester?
The Dominion House Bed & Breakfast is ranked highly by Expedia customers. This B&B offers free breakfast and an outdoor pool. Holiday Inn Express Hotel & Suites Chester by IHG is another top choice for your trip based on traveler reviews. See all available top hotels, or vacation rentals in Chester.
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?
Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. The Dominion House Bed & Breakfast is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Chester.
Where is the best hotel to stay with easy access to The Rock Sports Complex?
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located just a short 0.8 mi (1.3 km) from The Rock Sports Complex. Other good options within 5 miles include Fairfield Inn & Suites by Marriott Goshen Middletown and NATURE'S NIRVANA FOR FAMILY AND FRIEND.
What about the best place to stay near Castle Fun Center?
One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, located a short 0.4 mi (0.6 km) from Castle Fun Center, and this hotel offers free breakfast and an indoor pool. Fairfield Inn & Suites by Marriott Goshen Middletown and Stagecoach Inn are two other good options within a few miles.
What are some accommodations with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a top hotel with a pool, free on-the-go breakfast, and free WiFi. View all hotels with pools in Chester.
What is the best hotel near Stewart International Airport (SWF)?
Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.
What is staying in Chester like?
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 19 hotels and other accommodations to choose from. Find out more about Chester.
What are the top places to visit in Chester?
Favorite places to visit include Castle Fun Center, The Rock Sports Complex, and Museum Village. Additionally, you'll find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Check out what more to see and do in Expedia's Chester guide.
What's the seasonal weather like in 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.