Chester Hotels from S$114

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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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, (1,004 reviews)
"Wonderful place to spend the night. Quiet and clean. Breakfast was terrific"
United States
CESAR
The price is S$176
includes taxes & fees
28 May - 29 May
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (234 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 S$311
includes taxes & fees
1 Jun - 2 Jun
The Dominion House Bed & Breakfast
Reception

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, (1,003 reviews)
"Staff was wonderful , very clean hotel"
United States
Edna
The price is S$219
includes taxes & fees
28 May - 29 May
Fairfield Inn & Suites by Marriott Goshen Middletown
In-room safe, desk, iron/ironing board, free cots/infant beds

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (621 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is S$166
includes taxes & fees
28 May - 29 May
Days Inn by Wyndham Wurtsboro
Interior entrance

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, (1,001 reviews)
"Clean and awesome hotel! We will be back next time we’re in the area"
United States
karine
The price is S$199
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Haskell - Wayne Area by IHG
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,115 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is S$213
includes taxes & fees
9 Jun - 10 Jun
Hampton Inn Harriman Woodbury
Free daily full breakfast

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,490 reviews)
"Great place!!!"
United States
R
The price is S$193
includes taxes & fees
31 May - 1 Jun
Hampton Inn & Suites Mahwah
Reception

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)
"Large shower, clean, good breakfast, right off the highway, convenient parking "
United States
Michelle
The price is S$172
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn & Suites Newburgh Stewart Airport
Exterior

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (458 reviews)
"Great accommodations and friendly staff. A good deal compared with other hotels in the area."
United States
Ruby
The price is S$168
includes taxes & fees
31 May - 1 Jun
Garner Hotel Mahwah by IHG
Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (143 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 S$114
includes taxes & fees
28 May - 29 May
High Point Motel
Seasonal outdoor pool, pool umbrellas, pool loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (43 reviews)
"Clean room, friendly staff, plentiful breakfast "
United States
Michelle
The price is S$636
includes taxes & fees
7 Jun - 8 Jun
LEGOLAND Hotel NEW York
Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,018 reviews)
"Great breakfast, clean rooms "
United States
KASEY
The price is S$185
includes taxes & fees
10 Jun - 11 Jun
Sleep Inn & Suites Middletown - Goshen
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,002 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 S$172
includes taxes & fees
9 Jun - 10 Jun
Courtyard by Marriott Middletown Goshen
Lobby

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,007 reviews)
"Clean rooms nice hotel"
United States
Laura
The price is S$176
includes taxes & fees
27 May - 28 May
Best Western The Inn at Ramsey-Mahwah
Exterior

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, (1,010 reviews)
"Great stay! Amazing staff and clean room!"
United States
Daniel
The price is S$205
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Ramsey-Mahwah by IHG
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,000 reviews)
"Breakfast menu was poor at best."
United States
Constance
The price is S$117
includes taxes & fees
2 Jun - 3 Jun
Quality Inn near Mountain Creek
Exterior

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, (1,003 reviews)
"Very nice hotel, clean and love the breakfast menu."
United States
Sonam
The price is S$186
includes taxes & fees
31 May - 1 Jun
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (770 reviews)
"Very central to a lot of places like restaurants and stores. Also place is very clean and nice. Would def stay again"
United States
William
The price is S$267
includes taxes & fees
31 May - 1 Jun
Home2 Suites by Hilton Middletown
Property amenity

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (425 reviews)
"Suite room was very clean, comfortable and large spacious area with sofa and even a working desk. Kitchen is a plus and stocked with major utensils that can be used when needed. Breakfast offers variety of food choices. Check in and check out is lightning fast. Very well recommended hotel. We would definitely stay here again. "
United States
Irwin
The price is S$238
includes taxes & fees
15 Jun - 16 Jun
Residence Inn by Marriott Fishkill
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (48 reviews)
"Clean nice new hotel"
United States
Amjad
The price is S$162
includes taxes & fees
10 Jun - 11 Jun
Comfort Suites Central Valley - Woodbury
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 (18 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

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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

8/10 Good
"One caveat was the breakfast, the coffee cups where spoiled or old the hot coffee spilled out from the bottom of the cups. Breakfast should be fully stocked and well prepared meals that is not rushed cooking."
Christopher 1-night trip
Posted 5 hours ago
Hampton Inn Harriman Woodbury

More cheap stays in Chester

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

25 Merritt Blvd Fishkill NY
The price is S$125 per night from 8 Jun to 9 Jun
S$125
8 Jun - 9 Jun
includes taxes & fees
6.6/10 (1,003 reviews)

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 Overlook Lodge at Bear Mountain. See all available top hotels, or 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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