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Our top choices for Chester hotels

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, (1,000 reviews)
"Very clean, good breakfast. Well lit. Packed a few amenities, but good for the price."
United States
Shanen
The price is NZ$245
includes taxes & fees
17 May - 18 May
Holiday Inn Express Hotel & Suites Chester by IHG

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 NZ$409
includes taxes & fees
25 May - 26 May
The Dominion House Bed & Breakfast

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,070 reviews)
"Clean room, polite and friendly staff, and nice location. "
United States
Cheryl
The price is NZ$229
includes taxes & fees
9 June - 10 June
Sleep Inn & Suites Monroe - Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,107 reviews)
"Clean room, friendly staff, good breakfast!"
United States
Sarah
The price is NZ$253
includes taxes & fees
25 May - 26 May
Hampton Inn Harriman Woodbury

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)
"Great hotel for the price!"
United States
Jacqueline
The price is NZ$201
includes taxes & fees
26 May - 27 May
Quality Inn & Suites Fishkill South near I-84

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (135 reviews)
"Nice, clean motel. Chairs outside to enjoy the mountain view. Would definitely stay here again if in the area."
United States
Gregory
The price is NZ$165
includes taxes & fees
18 May - 19 May
High Point Motel

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.0 out of 10, Good, (751 reviews)
"Easy parking and clean room. The staff were polite and friendly. "
United States
Sarah
The price is NZ$177
includes taxes & fees
21 May - 22 May
The Crossroads Hotel, Newburgh

Holiday Inn Express Haskell - Wayne Area by IHG

Holiday Inn Express Haskell - Wayne Area by IHG
2.5 star property
Wanaque
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean and awesome hotel! We will be back next time we’re in the area"
United States
karine
The price is NZ$253
includes taxes & fees
25 May - 26 May
Holiday Inn Express Haskell - Wayne Area by IHG

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,482 reviews)
"Lovely breakfast was included. The parking was plentiful & safe"
United States
Teresa
The price is NZ$230
includes taxes & fees
17 May - 18 May
Hampton Inn & Suites Mahwah

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was wonderful , very clean hotel"
United States
Edna
The price is NZ$288
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites by Marriott Goshen Middletown

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,000 reviews)
"I liked the bar drinks and breakfast was good"
United States
Leslie
The price is NZ$214
includes taxes & fees
25 May - 26 May
Crowne Plaza Suffern - Mahwah by IHG

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,001 reviews)
"Rooms were so big and very clean the beds were excellent loved the big bathroom "
United States
ROMAN
The price is NZ$202
includes taxes & fees
10 June - 11 June
Comfort Suites Fishkill near Interstate 84

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,005 reviews)
"Great breakfast, clean rooms "
United States
KASEY
The price is NZ$244
includes taxes & fees
9 June - 10 June
Sleep Inn & Suites Middletown - Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,010 reviews)
"Breakfast is over at 10am, the pool is open in the evening very small but overall good for kids. Great stay and price."
United States
Stacey
The price is NZ$227
includes taxes & fees
27 May - 28 May
Courtyard by Marriott Middletown Goshen

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,000 reviews)
"Large shower, clean, good breakfast, right off the highway, convenient parking "
United States
Michelle
The price is NZ$243
includes taxes & fees
28 May - 29 May
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Breakfast was great and hotel was clean"
United States
Brigitte
The price is NZ$218
includes taxes & fees
28 May - 29 May
Hampton Inn by Hilton Middletown

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,001 reviews)
"The place is great! The room was very nice. But the breakfast buffet leaves a lot to be desired! It was very basic, nothing different from any other hotel."
United States
Sunil
The price is NZ$289
includes taxes & fees
7 June - 8 June
SpringHill Suites by Marriott Fishkill

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1,000 reviews)
"Very good place to stay. Excellent breakfast, great beds/pillows, location, staff. Two thumbs up!"
United States
Robert
The price is NZ$209
includes taxes & fees
25 May - 26 May
Holiday Inn Express Ramsey-Mahwah by IHG

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.0 out of 10, Very good, (756 reviews)
"Staff was professional and attentive to our requests throughout the stay. Patti at the front desk was delightful to interact with."
United States
Ignacio
The price is NZ$235
includes taxes & fees
25 May - 26 May
Courtyard by Marriott Newburgh Stewart Airport

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (451 reviews)
"The staff was very nice. Very easy to get to. Breakfast was fine and parking was nice to have. "
United States
Elizabeth
The price is NZ$221
includes taxes & fees
25 May - 26 May
Garner Hotel Mahwah by IHG
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Stay near popular Chester attractions

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.

Black dirt region farm Chester New York

Top Chester Hotel Reviews

More cheap accommodation in Chester

Frequently asked questions

What's the best place to stay in Chester?
Based on our traveller 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 choices for your stay in the area are Studio 6 Extended Stay Fishkill Route 9 NY and Sleep Inn & Suites Middletown - Goshen. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Perfect and Spacious Hudson Valley Escape!: This holiday home rental outside of Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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's the best family accommodation in Chester?
The Dominion House Bed & Breakfast is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families. Also, children of all ages will enjoy a visit to Castle Fun Center. Find more child-friendly accommodations 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 Museum Village. Additionally, you might want to add Goosepond Mountain State Park 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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