Find hotels in Chester, NY from ￥13,469

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Dec 9 - Dec 10
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Dec 12 - Dec 14
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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, (1001)
"The staff was excellent "
United States
Kelley
The price is ￥16,202
￥19,140 total
includes taxes & fees
Dec 10 - Dec 11
Holiday Inn Express Hotel & Suites Chester by IHG
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"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 ￥33,495
￥37,891 total
includes taxes & fees
Dec 15 - Dec 16
The Dominion House Bed & Breakfast
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1012)
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is ￥15,202
￥17,691 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Hotel Nanuet
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1005)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ￥15,388
￥17,408 total
includes taxes & fees
Dec 10 - Dec 11
Overlook Lodge at Bear Mountain
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (227)
"We had a very short stay but what i can say is that rooms were extremely clean, the staff was beyond courteous extremely helpful restaurants was not only beautiful but food services once again amazing.. We look foward to coming back for a longer stay and try the spa out as well.."
United States
Paul
The price is ￥43,012
￥56,300 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Abbey Inn & Spa
View from property
Inn on the Hudson

Inn on the Hudson

2.0 star property
Peekskill
6.8 out of 10, (1000)
"Always a pleasant place "
United States
Abner
The price is ￥13,865
￥15,858 total
includes taxes & fees
Dec 14 - Dec 15
Inn on the Hudson
Terrace/patio
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 star property
Nanuet
8.2 out of 10, Very Good, (1009)
"Great hotel"
United States
Adesegun
The price is ￥17,215
￥20,035 total
includes taxes & fees
Dec 10 - Dec 11
Sonesta Simply Suites Nanuet
Lobby
Hampton Inn Nanuet

Hampton Inn Nanuet

2.5 star property
Nanuet
7.8 out of 10, Good, (1000)
"Loved this place! Stayed to go visit Salem and it was the perfect place. "
United States
cesar
The price is ￥17,273
￥19,238 total
includes taxes & fees
Dec 15 - Dec 16
Hampton Inn Nanuet
Reception
Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

3.0 star property
Nanuet
7.8 out of 10, Good, (999)
"Good hotel, i would recommend to others"
United States
Patricia
The price is ￥17,324
￥20,161 total
includes taxes & fees
Dec 19 - Dec 20
Hilton Garden Inn Nanuet
Free daily self-serve breakfast
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

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

2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1002)
"Beautiful hotel, great breakfast!"
United States
Elaine
The price is ￥19,785
￥22,631 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Interior
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property
Suffern
8.8 out of 10, Excellent, (1016)
"The staff, the cleanliness of the room, the food and overall it was a good stay. Will stay again."
United States
Cynthia
The price is ￥16,825
￥19,580 total
includes taxes & fees
Dec 19 - Dec 20
Crowne Plaza Suffern - Mahwah by IHG
Lobby
Element Spring Valley

Element Spring Valley

3.0 star property
Spring Valley
8.8 out of 10, Excellent, (432)
"This was our third time staying there and it continues to be great!"
United States
Debra
The price is ￥20,876
￥24,294 total
includes taxes & fees
Dec 14 - Dec 15
Element Spring Valley
Exterior
Budget Motor Inn - Stony Point

Budget Motor Inn - Stony Point

1.5 star property
Stony Point
4.8 out of 10, (475)
"I'm happy with my room"
United States
Ethan
The price is ￥9,232
￥10,282 total
includes taxes & fees
Dec 10 - Dec 11
Budget Motor Inn - Stony Point
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

2.5 star property
Mahwah
7.4 out of 10, Good, (1001)
"Room was clean and staff was helpful "
United States
Berldwin
The price is ￥11,750
￥13,469 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Mahwah
Exterior
Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
Nanuet
7.0 out of 10, Good, (1001)
"Great stay"
United States
Deon Francine
The price is ￥17,032
￥19,820 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Days Inn by Wyndham Nanuet / Spring Valley
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, (1000)
"Clean and easy check in. "
United States
chris
The price is ￥13,381
￥15,139 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleep Inn & Suites Monroe - Woodbury
BBQ/picnic area
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Love this hotel "
United States
Jennifer
The price is ￥15,639
￥18,472 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sleep Inn & Suites Middletown - Goshen
Terrace/patio
High Point Motel

High Point Motel

2.0 star property
Sussex
9.0 out of 10, Wonderful, (100)
"Great place to stay"
United States
Bob
The price is ￥12,493
￥13,945 total
includes taxes & fees
Dec 10 - Dec 11
High Point Motel
Front of property
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3.0 star property
Newburgh
7.2 out of 10, Good, (697)
"Great Stay!"
United States
Charles
The price is ￥15,238
￥18,001 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Crossroads Hotel, Newburgh
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property
Newburgh
9.2 out of 10, Wonderful, (976)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
The price is ￥16,078
￥18,991 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn & Suites Newburgh Stewart Airport
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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Stay near popular Chester attractions

The Rock Sports Complex

4.0/5 (10 reviews)
Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.
See properties

Museum Village

4.5/5 (4 reviews)
You can spend an afternoon exploring the galleries in Museum Village during your trip to Chester. While in this family-friendly area, find time to visit its shops.
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
"Clean nice"
candy 1-night trip
Posted 3 hours ago
Crowne Plaza Suffern - Mahwah by IHG

More cheap stays in Chester

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is ￥17,215 per night from Dec 10 to Dec 11
￥17,215
￥20,035 total
Dec 10 - Dec 11
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)

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.
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. 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 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 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.

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