Find hotels in Chester, NY from NT$2,064

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Compare 974 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Super 8 by Wyndham Middletown

2.5 star property
6.2 out of 10, (1013)
"I had a wonderful stay and hope to see you again soon."
The price is NT$2,235
NT$2,640 total
includes taxes & fees
Sep 7 - Sep 8
Super 8 by Wyndham Middletown

Candlewood Suites Middletown Goshen by IHG

2.5 star property
8.4 out of 10, Very Good, (22)
"The hotel was amazing keep up the good work "
The price is NT$3,549
NT$4,193 total
includes taxes & fees
Sep 7 - Sep 8
Candlewood Suites Middletown Goshen by IHG

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very Good, (1025)
"Great stay"
The price is NT$3,133
NT$3,700 total
includes taxes & fees
Sep 14 - Sep 15
Sleep Inn & Suites Middletown - Goshen

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1009)
"Great staff and rooms "
The price is NT$3,883
NT$4,586 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
The price is NT$6,573
NT$7,435 total
includes taxes & fees
Sep 3 - Sep 4
The Dominion House Bed & Breakfast

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.4 out of 10, Exceptional, (815)
"Place was great have stayed here many times."
The price is NT$3,824
NT$4,518 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very Good, (1012)
"Great hotel!"
The price is NT$3,515
NT$3,977 total
includes taxes & fees
Sep 1 - Sep 2
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Americas Best Value Inn at Central Valley-Woodbury

2.0 star property
7.0 out of 10, Good, (1008)
"nice place to stay in "
The price is NT$2,751
NT$3,387 total
includes taxes & fees
Sep 1 - Sep 2
Americas Best Value Inn at Central Valley-Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1013)
"great place to stay"
The price is NT$3,439
NT$3,891 total
includes taxes & fees
Sep 2 - Sep 3
Sleep Inn & Suites Monroe - Woodbury

Appalachian Motel

2.0 star property
7.6 out of 10, Good, (496)
"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"
The price is NT$2,064
NT$2,366 total
includes taxes & fees
Sep 1 - Sep 2
Appalachian Motel

High Point Motel

2.0 star property
8.8 out of 10, Excellent, (64)
"Peaceful and a nice views staff was very friendly and nice definitely will return"
The price is NT$2,690
NT$3,003 total
includes taxes & fees
Sep 1 - Sep 2
High Point Motel

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (1005)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is NT$3,088
NT$3,802 total
includes taxes & fees
Sep 28 - Sep 29
Fairfield Inn & Suites by Marriott Goshen Middletown

The Crossroads Hotel, Newburgh

3.0 star property
7.4 out of 10, Good, (531)
"Had a good time there "
The price is NT$2,832
NT$3,346 total
includes taxes & fees
Sep 2 - Sep 3
The Crossroads Hotel, Newburgh

Harvest Inn

2.5 star property
9.4 out of 10, Exceptional, (552)
"Lovely hotel with wonderful staff. Very close to great dining eg Classic diner and Pine Bush Chinese . It’s positioned in a lovely area and has a very nice outdoor seating area where you can sit outside and enjoy the sun sets . I removed one star as the air conditioner in our room was very noisy with a musty smell but everything else was perfect ."
Harvest Inn

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1009)
"Property was clean and staff was friendly. "
The price is NT$3,222
NT$3,806 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn by Hilton Middletown

Days Inn by Wyndham Wurtsboro

2.0 star property
7.6 out of 10, Good, (541)
"The staff was helpful. The location was convenient. The room was clean."
The price is NT$3,027
NT$3,420 total
includes taxes & fees
Sep 28 - Sep 29
Days Inn by Wyndham Wurtsboro

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1018)
"3rd stay at this cottage and we love it. Will definitely be staying here in the future "
The price is NT$5,167
NT$5,845 total
includes taxes & fees
Sep 1 - Sep 2
Overlook Lodge at Bear Mountain

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (976)
"Great location for a trip to Legoland. Convenient, clean and close to good food options."
The price is NT$3,092
NT$3,653 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Middletown Goshen

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1020)
"Good place to stay"
The price is NT$3,038
NT$3,437 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn & Suites Fishkill South near I-84

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (759)
"Super clean and breakfast was amazing "
The price is NT$3,057
NT$3,458 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Montgomery by IHG
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

Top Chester Hotel Reviews

More cheap stays in Chester

More cheap stays in Chester

Hotels in Chester with star-rating

Hotels in Chester with star-rating

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 18 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.