Find hotels in Chester, NY from AED 272

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Compare 970 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, (1002)
"Excellent "
The price is AED 415
AED 470 total
includes taxes & fees
30 Mar - 31 Mar
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
31 Mar - 1 Apr
The Dominion House Bed & Breakfast

Inn on the Hudson

2.0 star property
6.8 out of 10, (1002)
"The staff was very friendly and helpful, and the view from my room was great! But the property is getting run down and needs some updates."
The price is AED 345
AED 395 total
includes taxes & fees
30 Mar - 31 Mar
Inn on the Hudson

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (168)
"Loved the architecture "
The price is AED 1,099
AED 1,425 total
includes taxes & fees
25 Mar - 26 Mar
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, (1004)
"Clean affordable place to stay if you're in Peekskill. Staff is very good "
The price is AED 426
AED 487 total
includes taxes & fees
27 Mar - 28 Mar
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 445
AED 518 total
includes taxes & fees
30 Mar - 31 Mar
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Fishkill

2.5 star property
8.8 out of 10, Excellent, (1003)
"The front desk staff was very caring and friendly :)"
The price is AED 403
AED 456 total
includes taxes & fees
4 Apr - 5 Apr
Hampton Inn Fishkill

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
8.4 out of 10, Very Good, (1002)
"Good"
The price is AED 419
AED 474 total
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Wingate by Wyndham Fishkill

3.0 star property
7.6 out of 10, Good, (374)
"Great staff, Excellent service!"
The price is AED 337
AED 381 total
includes taxes & fees
26 Mar - 27 Mar
Wingate by Wyndham Fishkill

Best Western Fishkill Inn & Suites

3.5 star property
8.8 out of 10, Excellent, (797)
"The room for our party of 5 was upgraded to a loft unit, which was quite nice. Just two little quibbles - the mattress for the sofa bed needs to be replaced (one could feel the springs) and the banisters for the stairs going up to the unit were only on the left side, which was not comfortable. The breakfast was also quite basic. But overall, a great stay. Unit was great, service was great. We will stay there again if we are in the area."
The price is AED 373
AED 422 total
includes taxes & fees
28 Mar - 29 Mar
Best Western Fishkill Inn & Suites

Courtyard by Marriott Fishkill

3.0 star property
8.8 out of 10, Excellent, (642)
"Great hotel with restaurant (the food was excellent) and snack bar for late night arrivals. I really liked all of the lobby area with ample seating for reading/visiting/working/eating."
The price is AED 364
AED 412 total
includes taxes & fees
31 Mar - 1 Apr
Courtyard by Marriott Fishkill

Hilton Garden Inn Fishkill

3.0 star property
8.6 out of 10, Excellent, (1004)
"It was very easy and comfortable."
The price is AED 372
AED 420 total
includes taxes & fees
31 Mar - 1 Apr
Hilton Garden Inn Fishkill

Extended Stay America Suites Fishkill Route 9

2.5 star property
6.6 out of 10, (863)
"O"
The price is AED 288
AED 325 total
includes taxes & fees
30 Mar - 31 Mar
Extended Stay America Suites Fishkill Route 9

Residence Inn by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (364)
"Large and clean room. thanks"
The price is AED 443
AED 501 total
includes taxes & fees
22 Apr - 23 Apr
Residence Inn by Marriott Fishkill

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (939)
"Nice service"
The price is AED 511
AED 578 total
includes taxes & fees
21 Apr - 22 Apr
SpringHill Suites by Marriott Fishkill

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1009)
"Nice experience"
The price is AED 393
AED 445 total
includes taxes & fees
6 Apr - 7 Apr
HYATT house Fishkill/Poughkeepsie

Extended Stay America Suites Fishkill Westage Center

2.5 star property
6.4 out of 10, (802)
"Good"
The price is AED 304
AED 344 total
includes taxes & fees
30 Mar - 31 Mar
Extended Stay America Suites Fishkill Westage Center

Countryside Motel

2.0 star property
7.0 out of 10, Good, (220)
"Yes i really like this place very quiet "
The price is AED 275
AED 299 total
includes taxes & fees
25 Mar - 26 Mar
Countryside Motel

Budget Motor Inn - Stony Point

1.5 star property
4.8 out of 10, (408)
"Nice n clean room."
The price is AED 272
AED 303 total
includes taxes & fees
25 Mar - 26 Mar
Budget Motor Inn - Stony Point

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (347)
"Amazing, good food , clean "
The price is AED 525
AED 611 total
includes taxes & fees
27 Mar - 28 Mar
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.
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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 DoubleTree by Hilton Hotel Nanuet and HYATT house Fishkill/Poughkeepsie. 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 kitchenware, 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 15 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 Goosepond Mountain State Park. 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.