Find hotels in Chester, NY from SAR 268

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Guest rating
Guest rating
Star rating

Compare 934 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Hampton Inn by Hilton Middletown
2.5 star property
8.6 out of 10, Excellent, (958)
"Staff were very friendly and helpful. Breakfast wasn’t the greatest and trash needed picked up more often in breakfast area."
The price is SAR 366
SAR 428 total
includes taxes & fees
3 Dec 2024 - 4 Dec 2024
Hampton Inn by Hilton Middletown
Mountain Creek
3.0 star property
8.2 out of 10, Very Good, (525)
"Cozy and comfortable "
The price is SAR 971
SAR 1,150 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Mountain Creek
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
9.4 out of 10, Exceptional, (1010)
"Very clean property and staff very professional "
The price is SAR 328
SAR 368 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
Sleep Inn & Suites Monroe - Woodbury
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, (1002)
"Everything was fine."
The price is SAR 402
SAR 452 total
includes taxes & fees
2 Dec 2024 - 3 Dec 2024
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Sleep Inn & Suites Middletown - Goshen
2.5 star property
8.6 out of 10, Excellent, (987)
"Everyone was very kind, and helpful, from the moment we checked in. The room was well cleaned, and the bed was comfortable. We didn’t have to wait long upon arrival, and even the gentleman at night who was the concierge was more than pleasant. I wish I would have remembered their names. Everything went well. "
The price is SAR 351
SAR 394 total
includes taxes & fees
25 Nov 2024 - 26 Nov 2024
Sleep Inn & Suites Middletown - Goshen
Tru by Hilton Middletown
2.5 star property
8.4 out of 10, Very Good, (791)
"WONDERFUL hotel!!! Employees go above and beyond to make you have a great stay and feel important!"
The price is SAR 367
SAR 429 total
includes taxes & fees
11 Nov 2024 - 12 Nov 2024
Tru by Hilton Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (552)
"It was clean quiet and very nice! "
The price is SAR 358
SAR 417 total
includes taxes & fees
2 Dec 2024 - 3 Dec 2024
La Quinta Inn & Suites by Wyndham Middletown
Courtyard by Marriott Middletown Goshen
3.0 star property
8.6 out of 10, Excellent, (787)
"Easy place to get to. Staff was very friendly. "
The price is SAR 380
SAR 444 total
includes taxes & fees
11 Nov 2024 - 12 Nov 2024
Courtyard by Marriott Middletown Goshen
Super 8 by Wyndham Middletown
2.5 star property
6.2 out of 10, (1002)
"Checked in at 11pm and out at 9am. We were just there to shower and sleep. The bed was hard and the pillows were soft and flat. "
The price is SAR 268
SAR 312 total
includes taxes & fees
27 Nov 2024 - 28 Nov 2024
Super 8 by Wyndham Middletown
Home2 Suites by Hilton Middletown
3.0 star property
9.0 out of 10, Wonderful, (626)
"Room was beautiful "
The price is SAR 482
SAR 576 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
Home2 Suites by Hilton Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
8.6 out of 10, Excellent, (907)
"It’s very close to Lego land. The room is big but a bit old style. The room is not noise lock so you can hear the noise from outside or from the floor above your room. Overall everything else is ok. They charged extra money to my credit card without reason. I’ll call them"
The price is SAR 379
SAR 554 total
includes taxes & fees
11 Nov 2024 - 12 Nov 2024
Fairfield Inn & Suites by Marriott Goshen Middletown
The Hamlet Inn at Warwick
2.5 star property
7.6 out of 10, Good, (75)
"Extremely "plain wrap" facility. No bed cover. Just blanket and sheets. No closets, old furnishings. Price was ok. Only motel in town so no choice or i would have stayed elsewhere. "
The price is SAR 321
SAR 362 total
includes taxes & fees
7 Nov 2024 - 8 Nov 2024
The Hamlet Inn at Warwick
Hampton Inn Matamoras/Milford
2.5 star property
8.8 out of 10, Excellent, (1010)
"I love their breakfast options."
The price is SAR 444
SAR 482 total
includes taxes & fees
26 Nov 2024 - 27 Nov 2024
Hampton Inn Matamoras/Milford
Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
8.2 out of 10, Very Good, (1003)
"Due to pet allowance there’s a funky smell at the hotel. "
The price is SAR 390
SAR 424 total
includes taxes & fees
10 Nov 2024 - 11 Nov 2024
Best Western Hunt's Landing Hotel Matamoras/Milford
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
7.2 out of 10, Good, (1004)
"Great stay"
The price is SAR 335
SAR 391 total
includes taxes & fees
2 Dec 2024 - 3 Dec 2024
Microtel Inn & Suites by Wyndham Middletown
Residence Inn by Marriott Middletown Goshen
3.0 star property
9.4 out of 10, Exceptional, (258)
"Nice hotel, and quiet area. I recommend it."
The price is SAR 537
SAR 628 total
includes taxes & fees
13 Nov 2024 - 14 Nov 2024
Residence Inn by Marriott Middletown Goshen
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (623)
"Very friendly staff and clean hotel"
The price is SAR 442
SAR 516 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
Quality Inn near Mountain Creek
2.5 star property
7.6 out of 10, Good, (844)
"Staff was delightful and helpful.. hotel itself is good for a night's rest. Neighbor complained about smell in their room and I felt uncomfortable showering here. However, it's good for a quick rest and staff and breakfast was great."
The price is SAR 299
SAR 336 total
includes taxes & fees
18 Nov 2024 - 19 Nov 2024
Quality Inn near Mountain Creek
The Orange Inn Boutique Hotel
2.0 star property
9.8 out of 10, Exceptional, (118)
"It’s a lovely place, but nothing around for breakfast in the morning. Nobody at the desk when we wanted to check out."
The price is SAR 930
SAR 1,121 total
includes taxes & fees
10 Nov 2024 - 11 Nov 2024
The Orange Inn Boutique Hotel
Days Inn by Wyndham Middletown
2.0 star property
6.4 out of 10, (599)
"Run down needs to be refurbished. But will do for a one night stay."
The price is SAR 316
SAR 355 total
includes taxes & fees
13 Nov 2024 - 14 Nov 2024
Days Inn by Wyndham Middletown
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

What's the best place to stay in Chester?

Based on our traveler data, Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your trip to the area are DoubleTree by Hilton Hotel Nanuet and Best Western Fishkill Inn & Suites. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out: You might want to consider this vacation home rental near Chester, which is located in the mountains and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, an arcade game room, and a spa tub so you can immerse yourself in your vacation. See all 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, an IHG Hotel 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.

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, an IHG Hotel 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. A top sight in the area is 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 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.