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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)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is AU$156
includes taxes & fees
29 Jan - 30 Jan
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 AU$364
includes taxes & fees
20 Jan - 21 Jan
The Dominion House Bed & Breakfast

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (989 reviews)
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is AU$146
includes taxes & fees
4 Feb - 5 Feb
Quality Inn near Mountain Creek

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, (814 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is AU$139
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Montgomery by IHG

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 AU$151
includes taxes & fees
14 Feb - 15 Feb
Spark by Hilton Fishkill

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,035 reviews)
"Nice clean hotel with friendly staff. "
United States
michelle
The price is AU$161
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Hotel Nanuet

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,012 reviews)
"Room always comfortable and convenient location "
United States
laura
The price is AU$136
includes taxes & fees
12 Feb - 13 Feb
Sleep Inn & Suites Monroe - Woodbury

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,001 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 AU$167
includes taxes & fees
18 Feb - 19 Feb
Overlook Lodge at Bear Mountain

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,006 reviews)
"Clean Rooms, clean hotel overall. Plenty of parking."
United States
KenNETH
The price is AU$144
includes taxes & fees
29 Jan - 30 Jan
Hampton Inn by Hilton Middletown

High Point Motel

High Point Motel
2.0 star property
Sussex
9.0 out of 10, Wonderful, (108 reviews)
"Great place to stay"
United States
Bob
The price is AU$130
includes taxes & fees
20 Jan - 21 Jan
High Point Motel

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (377 reviews)
"Perfect for the price. Nice personel."
United States
Adam
The price is AU$132
includes taxes & fees
25 Jan - 26 Jan
Sussex Motel

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very good, (1,031 reviews)
"Clean, comfortable, friendly staff great amenities"
United States
Andi
The price is AU$136
includes taxes & fees
2 Feb - 3 Feb
Sonesta Simply Suites Nanuet

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, (1,006 reviews)
"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is AU$154
includes taxes & fees
24 Jan - 25 Jan
Quality Inn & Suites Fishkill South near I-84

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, (1,005 reviews)
"Superb place to stay."
United States
Denessy
The price is AU$168
includes taxes & fees
19 Jan - 20 Jan
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
10.0 out of 10, Exceptional, (2 reviews)
" Desde nuestra llegada, tuvimos una experiencia maravillosa en este magnífico hotel nuevo. La atención de todos y cada uno de los colaboradores fue excepcional, pero quiero destacar especialmente a Ángel, quien nos trató de una manera increíble. Gracias a su amabilidad y dedicación, realmente nos sentimos como en casa. Recomiendo ampliamente este hotel. Sin duda, un lugar maravilloso para hospedarse. Nos íbamos a quedar 2 noches y nos quedamos 3. "
Mexico
JUVENTINO
The price is AU$171
includes taxes & fees
16 Feb - 17 Feb
Comfort Suites Central Valley - Woodbury

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (681 reviews)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is AU$254
includes taxes & fees
19 Jan - 20 Jan
The Thayer Hotel at West Point

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)
"Clean room, breakfast was plentiful and front desk were great."
United States
Robert
The price is AU$171
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Goshen Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"The rooms are clean and spacious, the beds are comfortable, and the breakfast is good. This hotel offers good value for an overnight stay."
Canada
Einat
The price is AU$166
includes taxes & fees
15 Feb - 16 Feb
Sleep Inn & Suites Middletown - Goshen

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, (961 reviews)
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is AU$179
includes taxes & fees
1 Feb - 2 Feb
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (966 reviews)
"Was a nice stay for a week"
United States
Laura
The price is AU$152
includes taxes & fees
25 Jan - 26 Jan
Tru by Hilton Middletown
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

Recent Reviews in Chester

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?
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 an electric kettle, 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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