Find hotels in Chester, NY from AED 272

  • 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

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 983 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.6 out of 10, Excellent, (1000)
"The stay was affordable, convenient, and the breakfast was good!"
The price is AED 477
AED 540 total
includes taxes & fees
19 May - 20 May
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is AED 790
AED 893 total
includes taxes & fees
19 May - 20 May
The Dominion House Bed & Breakfast

Inn on the Hudson

2.0 star property
6.8 out of 10, (1001)
"We stopped over for a night and found the Inn easy to get to, with a great view and perfect for a short stay. "
The price is AED 437
AED 500 total
includes taxes & fees
18 May - 19 May
Inn on the Hudson

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (174)
"Very beautiful grounds and premises. River views were amazing. "
The price is AED 1,466
AED 1,845 total
includes taxes & fees
22 May - 23 May
The Abbey Inn & Spa

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1010)
"Clean, staff especially friendly and accommodating "
The price is AED 466
AED 534 total
includes taxes & fees
8 Jun - 9 Jun
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1008)
"Beautiful stay!"
The price is AED 450
AED 523 total
includes taxes & fees
15 Jun - 16 Jun
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Fishkill

2.5 star property
8.8 out of 10, Excellent, (1001)
"Front desk staff was very welcoming and accommodating!!"
The price is AED 434
AED 491 total
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn Fishkill

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
8.4 out of 10, Very Good, (1005)
"Great place!"
The price is AED 496
AED 561 total
includes taxes & fees
18 May - 19 May
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Wingate by Wyndham Fishkill

3.0 star property
7.6 out of 10, Good, (394)
"Safe and convenient place to stay with great and friendly service."
The price is AED 364
AED 411 total
includes taxes & fees
19 May - 20 May
Wingate by Wyndham Fishkill

Best Western Fishkill Inn & Suites

3.5 star property
8.8 out of 10, Excellent, (829)
"Great stay! "
The price is AED 405
AED 459 total
includes taxes & fees
20 May - 21 May
Best Western Fishkill Inn & Suites

Courtyard by Marriott Fishkill

3.0 star property
8.8 out of 10, Excellent, (654)
"The property served our needs well."
The price is AED 460
AED 521 total
includes taxes & fees
19 May - 20 May
Courtyard by Marriott Fishkill

Hilton Garden Inn Fishkill

3.0 star property
8.6 out of 10, Excellent, (1003)
"Love this location."
The price is AED 403
AED 456 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Fishkill

Extended Stay America Suites Fishkill Route 9

2.5 star property
6.6 out of 10, (878)
"Have stayed ESA in many location, most of them are good but this one is very good. Clean and neat with fresh towels and amenities, quiet despite of close to busy streets, responsive staff. One small request is,,,avoid empty reception/front desk particularly general check-in hours. In any event, I could stay very comfortable."
The price is AED 321
AED 363 total
includes taxes & fees
1 Jun - 2 Jun
Extended Stay America Suites Fishkill Route 9

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (944)
"We were in the area for a wedding and enjoyed our stay here. Helpful, friendly staff and we were allowed to check in early. Enjoyed meeting friends and family at the bar."
The price is AED 566
AED 640 total
includes taxes & fees
26 May - 27 May
SpringHill Suites by Marriott Fishkill

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1007)
"The fastest checkin , great family room and wonderful breakfast!"
The price is AED 403
AED 456 total
includes taxes & fees
19 May - 20 May
HYATT house Fishkill/Poughkeepsie

Residence Inn by Marriott Fishkill

3.0 star property
9.4 out of 10, Exceptional, (376)
"2nd time I’ve stayed here and it is always AMAZING. I would stay again!!! 10 out 10!!!"
The price is AED 520
AED 588 total
includes taxes & fees
15 Jun - 16 Jun
Residence Inn by Marriott Fishkill

Extended Stay America Suites Fishkill Westage Center

2.5 star property
6.4 out of 10, (815)
"The beautiful pond behind the hotel. "
The price is AED 334
AED 378 total
includes taxes & fees
26 May - 27 May
Extended Stay America Suites Fishkill Westage Center

Countryside Motel

2.0 star property
7.0 out of 10, Good, (228)
"Good price for a basic, clean, humble quiet place along the way"
The price is AED 349
AED 378 total
includes taxes & fees
18 May - 19 May
Countryside Motel

Budget Motor Inn - Stony Point

1.5 star property
4.8 out of 10, (416)
"The rooms are sticking cigarettes and hole in sheets no way ill go back there"
The price is AED 272
AED 303 total
includes taxes & fees
18 May - 19 May
Budget Motor Inn - Stony Point

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (359)
"Loved our stay at Element Spring Valley. This hotel exceeded our expectations. The rooms were stylish and modern, the breakfast was delicious, and the staff went above and beyond to ensure our comfort! "
The price is AED 511
AED 594 total
includes taxes & fees
28 May - 29 May
Element Spring Valley
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

Learn more about Chester

Escape to relaxing Chester! Enjoy its food and skiing.

Frequently asked questions

What's the best place to stay in Chester?

Based on our traveler data, Holiday Inn Express Hotel & Suites Chester by IHG 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 HYATT house Fishkill/Poughkeepsie and La Quinta Inn & Suites by Wyndham Middletown-Goshen. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Chester vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and a coffee maker, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 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.

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 14 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.