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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, (1,006 reviews)
"We have been several times during the past few years the hotel is in very good condition and the coffee is really good available 24 hours a day the breakfast has several choices that are good the rooms are clean the A/C and heat work great overall great place to stay we come sometimes for a quick weekend getaway from New York City will continue to come back. Great local diner and restaurants."
United States
Kenneth
The price is NZ$255
includes taxes & fees
1 Apr - 2 Apr
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$423
includes taxes & fees
6 Apr - 7 Apr
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, (1,045 reviews)
"Wonderful staff, clean and perfect for family, business or leisure stay. And budget friendly."
United States
Jawanda
The price is NZ$209
includes taxes & fees
2 Apr - 3 Apr
Sleep Inn & Suites Monroe - Woodbury

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (612 reviews)
"Everything was clean. "
United States
John
The price is NZ$179
includes taxes & fees
31 Mar - 1 Apr
Days Inn by Wyndham Wurtsboro

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,080 reviews)
"Hotel was very clean and well maintained "
United States
Stephen
The price is NZ$254
includes taxes & fees
5 Apr - 6 Apr
Hampton Inn Harriman Woodbury

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, (1,006 reviews)
"The check in process was quick and easy. Everything was nicely lit and clean. There are restaraunts within walking distance. It is a busy area but worth the stay."
United States
Kathryn
The price is NZ$233
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Express Ramsey-Mahwah by IHG

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing staff Great breakfast Clean quiet rooms"
United States
R
The price is NZ$253
includes taxes & fees
14 Apr - 15 Apr
Fairfield Inn & Suites by Marriott Goshen Middletown

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, (992 reviews)
"Best hotel in town. Clean clean smoke free hotel "
United States
David
The price is NZ$259
includes taxes & fees
5 Apr - 6 Apr
La Quinta Inn & Suites by Wyndham Middletown-Goshen

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (38 reviews)
"Room very clean, breakfast was great, staff were soo kind!"
United States
Mercedes
The price is NZ$1,045
includes taxes & fees
2 Apr - 3 Apr
LEGOLAND Hotel NEW York

Best Western The Inn At Ramsey

Best Western The Inn At Ramsey
3.0 star property
Ramsey
7.2 out of 10, Good, (1,000 reviews)
"Clean room; quiet & safe area; friendly & helpful staff."
United States
Carol
The price is NZ$203
includes taxes & fees
5 Apr - 6 Apr
Best Western The Inn At Ramsey

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, (1,003 reviews)
"Superb place to stay."
United States
Denessy
The price is NZ$188
includes taxes & fees
19 Apr - 20 Apr
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (527 reviews)
"Room was clean everything was good "
United States
Daniel
The price is NZ$135
includes taxes & fees
31 Mar - 1 Apr
Appalachian Motel

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,006 reviews)
"Best Hotel in area so far 😁 "
United States
Debi
The price is NZ$226
includes taxes & fees
31 Mar - 1 Apr
Sleep Inn & Suites Middletown - Goshen

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (758 reviews)
"The room was clran and spacious. Staff was professional and welcoming"
Canada
K
The price is NZ$364
includes taxes & fees
3 Apr - 4 Apr
Home2 Suites by Hilton Middletown

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay!!! "
United States
diana
The price is NZ$224
includes taxes & fees
2 Apr - 3 Apr
Courtyard by Marriott Middletown Goshen

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, (837 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is NZ$197
includes taxes & fees
14 Apr - 15 Apr
Holiday Inn Express & Suites Montgomery by IHG

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (121 reviews)
"Amazing easy check in/out and very kind staff. Had a wonderful stay, thank you! "
United States
Amanda
The price is NZ$137
includes taxes & fees
6 Apr - 7 Apr
High Point Motel

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, (1,004 reviews)
"Great overall stay, nice restaurant beside hotel"
Canada
Dale
The price is NZ$197
includes taxes & fees
5 Apr - 6 Apr
Quality Inn & Suites Fishkill South near I-84

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,006 reviews)
"Wonderful accommodations!!"
United States
Roxanne
The price is NZ$242
includes taxes & fees
15 Apr - 16 Apr
Hampton Inn & Suites Newburgh Stewart Airport

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (432 reviews)
"Great location, friendly staff and very quiet considering its right on a main road. Nice breakfast, too."
United States
Kristen
The price is NZ$219
includes taxes & fees
6 Apr - 7 Apr
Garner Hotel Mahwah by IHG
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

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 DoubleTree by Hilton Hotel Nanuet and Sonesta Simply Suites Nanuet. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9: This holiday home rental outside of Chester is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 17 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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