Find hotels in Chester, NY from ₩94,345

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 30 - Jan 31
Tomorrow
Jan 31 - Feb 1
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,003 reviews)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is ₩118,645
₩140,149 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"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 ₩307,334
₩347,673 total
includes taxes & fees
Feb 2 - Feb 3
The Dominion House Bed & Breakfast
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
10.0 out of 10, Exceptional, (4 reviews)
"Close to town, restaurants, gas, etc… Very clean, comfy bed, decent breakfast"
United States
Michael
The price is ₩132,439
₩163,066 total
includes taxes & fees
Mar 2 - Mar 3
Comfort Suites Central Valley - Woodbury
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
"Staff, Room Clean, Early breakfast. "
United States
Jessica
The price is ₩115,638
₩136,597 total
includes taxes & fees
Feb 19 - Feb 20
Hampton Inn by Hilton Middletown
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (996 reviews)
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is ₩117,144
₩134,276 total
includes taxes & fees
Mar 2 - Mar 3
Quality Inn near Mountain Creek
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.4 out of 10, Good, (22 reviews)
"Nice clean rooms. Updated by Hilton. Well priced, good value "
United States
Lewis
The price is ₩124,984
₩141,388 total
includes taxes & fees
Feb 6 - Feb 7
Spark by Hilton Fishkill
Exterior

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (819 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is ₩117,216
₩132,600 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express & Suites Montgomery by IHG
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,022 reviews)
"Room always comfortable and convenient location "
United States
laura
The price is ₩114,214
₩129,205 total
includes taxes & fees
Feb 19 - Feb 20
Sleep Inn & Suites Monroe - Woodbury
Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.0 out of 10, Wonderful, (109 reviews)
"Great place to stay"
United States
Bob
The price is ₩124,363
₩138,815 total
includes taxes & fees
Jan 31 - Feb 1
High Point Motel
Exterior

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very Good, (1,058 reviews)
"Staff was nice, bed comfortable. "
United States
Misty
The price is ₩111,723
₩130,018 total
includes taxes & fees
Feb 2 - Feb 3
Sonesta Simply Suites Nanuet
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,051 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is ₩145,611
₩169,453 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Hotel Nanuet
Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (969 reviews)
"Yes I enjoyed my stay"
United States
Vivette
The price is ₩127,765
₩150,922 total
includes taxes & fees
Feb 5 - Feb 6
Tru by Hilton Middletown
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1,001 reviews)
"Was nice place to stay I like it "
United States
Artemio
The price is ₩132,940
₩163,681 total
includes taxes & fees
Feb 5 - Feb 6
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is ₩170,106
₩192,434 total
includes taxes & fees
Feb 1 - Feb 2
Overlook Lodge at Bear Mountain
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,002 reviews)
"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is ₩127,579
₩147,513 total
includes taxes & fees
Feb 5 - Feb 6
Quality Inn & Suites Fishkill South near I-84
Exterior

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (966 reviews)
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is ₩149,450
₩176,539 total
includes taxes & fees
Feb 22 - Feb 23
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,018 reviews)
"Superb place to stay."
United States
Denessy
The price is ₩137,214
₩155,224 total
includes taxes & fees
Feb 1 - Feb 2
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (609 reviews)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is ₩129,937
₩146,830 total
includes taxes & fees
Mar 1 - Mar 2
Days Inn by Wyndham Wurtsboro
Premium bedding, pillowtop beds, in-room safe, desk

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1,000 reviews)
"very helpful and nice staff, room was spacious and clean. good price and had breakfast included. will come back !"
United States
Riachelle
The price is ₩116,044
₩135,047 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Nanuet
Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
"Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! "
United States
carla
The price is ₩132,439
₩156,443 total
includes taxes & fees
Feb 22 - Feb 23
Sleep Inn & Suites Middletown - Goshen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chester attractions

The Rock Sports Complex

4.0/5 (10 reviews)
This dedicated sports venue hosts baseball and softball tournaments on well-maintained turf fields. Bring portable chairs and sun protection to enjoy the games in comfort at this local athletic hub.
See properties

Goosepond Mountain State Park

4.0/5 (3 reviews)
This 1,558-acre undeveloped park offers a tranquil escape with diverse trails through woods, fields, and wetlands. Bring binoculars to spot songbirds from the boardwalk that crosses marshy areas.
See properties

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.

See all hotels in Chester
Black dirt region farm Chester New York

Top Chester Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Everything was perfect! Staffs are very helpful and friendly. "
Risahleen Joy 2-night trip
Posted 4 days ago
Crowne Plaza Suffern - Mahwah by IHG

More cheap stays in Chester

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

160 State Route 17 South Mahwah NJ
The price is ₩108,139 per night from Feb 1 to Feb 2
₩108,139
₩123,949 total
Feb 1 - Feb 2
includes taxes & fees
7.2/10 Good! (1,000 reviews)

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 Crowne Plaza Suffern - Mahwah by IHG. 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. 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 Goosepond Mountain State Park. Additionally, you might want to add Museum Village to your itinerary. 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.