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Top hotels and accommodation in Chester

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)
"Great for a quick stay 👍"
United States
Jerry
The price is AU$142
includes taxes & fees
7 Dec - 8 Dec
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 AU$368
includes taxes & fees
8 Dec - 9 Dec
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, (1000)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is AU$172
includes taxes & fees
4 Jan - 5 Jan 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, (1003)
"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 AU$177
includes taxes & fees
8 Dec - 9 Dec
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, (224)
"The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. "
United States
Lya
The price is AU$510
includes taxes & fees
16 Dec - 17 Dec
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, (1001)
"Always a pleasant place "
United States
Abner
The price is AU$154
includes taxes & fees
7 Dec - 8 Dec
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, (1000)
"Great place"
United States
Andrea
The price is AU$195
includes taxes & fees
8 Dec - 9 Dec
Sonesta Simply Suites Nanuet
Lobby
Hampton Inn Nanuet

Hampton Inn Nanuet

2.5 star property
Nanuet
7.8 out of 10, Good, (1004)
"Loved this place! Stayed to go visit Salem and it was the perfect place. "
United States
cesar
The price is AU$188
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn Nanuet
Reception
Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

3.0 star property
Nanuet
7.8 out of 10, Good, (1010)
"Good hotel, i would recommend to others"
United States
Patricia
The price is AU$196
includes taxes & fees
19 Dec - 20 Dec
Hilton Garden Inn Nanuet
Free daily self-service 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, (1000)
"Beautiful hotel, great breakfast!"
United States
Elaine
The price is AU$206
includes taxes & fees
7 Dec - 8 Dec
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, (1001)
"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 AU$182
includes taxes & fees
1 Jan - 2 Jan 2026
Crowne Plaza Suffern - Mahwah by IHG
Exterior
Budget Motor Inn - Stony Point

Budget Motor Inn - Stony Point

1.5 star property
Stony Point
4.8 out of 10, (473)
"I'm happy with my room"
United States
Ethan
The price is AU$100
includes taxes & fees
7 Dec - 8 Dec
Budget Motor Inn - Stony Point
Lobby
Element Spring Valley

Element Spring Valley

3.0 star property
Spring Valley
8.8 out of 10, Excellent, (430)
"Staff, cleanliness, nice breakfast"
United States
Jesus
The price is AU$236
includes taxes & fees
14 Dec - 15 Dec
Element Spring Valley
Exterior
Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
Nanuet
6.8 out of 10, (1002)
"Great stay"
United States
Deon Francine
The price is AU$187
includes taxes & fees
15 Dec - 16 Dec
Days Inn by Wyndham Nanuet / Spring Valley
Room, 1 King Bed, Non Smoking
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
Monroe
9.4 out of 10, Exceptional, (1001)
"Clean and easy check in. "
United States
chris
The price is AU$139
includes taxes & fees
4 Jan - 5 Jan 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, (1001)
"Friendly staff, clean room and great breakfast "
United States
Janet
The price is AU$166
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Middletown - Goshen
Gazebo
High Point Motel

High Point Motel

2.0 star property
Sussex
9.0 out of 10, Wonderful, (99)
"Great place to stay"
United States
Bob
The price is AU$138
includes taxes & fees
11 Dec - 12 Dec
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, (695)
"Great Stay!"
United States
Charles
The price is AU$175
includes taxes & fees
7 Dec - 8 Dec
The Crossroads Hotel, Newburgh
Room, Multiple Beds, Non Smoking
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 AU$128
includes taxes & fees
21 Dec - 22 Dec
Super 8 by Wyndham Mahwah
Indoor pool
Fairfield Inn & Suites Mahwah

Fairfield Inn & Suites Mahwah

2.5 star property
Mahwah
8.2 out of 10, Very good, (1000)
"Nice clean hotel would definitely stay again "
United States
Isaac
The price is AU$161
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites Mahwah
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)
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

Museum Village

4.5/5 (4 reviews)
Step back in time at Museum Village, where costumed interpreters bring 19th-century rural American life to vivid reality. Explore historic buildings and watch traditional craftspeople demonstrate forgotten skills.
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 Centre for go-karts, mini-golf, and arcade games.

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

Top Chester Hotel Reviews

Recent Reviews in Chester

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
Ryan 2-night trip
Posted 1 day ago
Overlook Lodge at Bear Mountain

More cheap accommodation in Chester

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is AU$195 per night from 8 Dec to 9 Dec
AU$195
8 Dec - 9 Dec
includes taxes & fees
8.2/10 Very Good! (1,041 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 traveller reviews. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Chester 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 that 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 that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What is the favourite LGBTQ-friendly accommodation in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. The Dominion House Bed & Breakfast is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Chester.
What are some accommodation options 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 staying in Chester like?
Visitors to Chester will definitely enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffee shops. In Chester, there are 18 hotels and other accommodation options to choose from. Find out more about Chester.
What are the top places to visit in Chester?
Favourite 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. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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