Chester Hotels from S$109

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Check prices for these dates

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Chester hotels

Front of property

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)
"great stay. had everything needed. "
United States
Dana
The price is S$130
includes taxes & fees
5 Mar - 6 Mar
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, (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 S$308
includes taxes & fees
2 Mar - 3 Mar
The Dominion House Bed & Breakfast
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
7.8 out of 10, Good, (11 reviews)
"The cleaning could have been better"
United States
Yuna
The price is S$145
includes taxes & fees
25 Mar - 26 Mar
Comfort Suites Central Valley - Woodbury
Free WiFi, bed sheets

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (201 reviews)
"Room was very spacious, easy check in and check out procedure, "
United States
KIRK
The price is S$113
includes taxes & fees
25 Feb - 26 Feb
Rolling Hills Motel
Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (113 reviews)
"Great place to stay"
United States
Bob
The price is S$109
includes taxes & fees
1 Mar - 2 Mar
High Point Motel
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,009 reviews)
"Love staying here "
United States
devin
The price is S$126
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Middletown Goshen
Reception

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (154 reviews)
"good accommodations "
United States
Alejandro
The price is S$122
includes taxes & fees
25 Feb - 26 Feb
The Hamlet Inn at Warwick
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (153 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,008 reviews)
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is S$130
includes taxes & fees
9 Mar - 10 Mar
Quality Inn near Mountain Creek
View from room

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (525 reviews)
"Room was clean everything was good "
United States
Daniel
The price is S$98
includes taxes & fees
3 Mar - 4 Mar
Appalachian Motel
Indoor pool

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, (1,011 reviews)
"Superb place to stay."
United States
Denessy
The price is S$138
includes taxes & fees
25 Feb - 26 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Free daily on-the-go breakfast

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, (826 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is S$125
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Montgomery by IHG
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.6 out of 10, Good, (30 reviews)
"Room was clean, check-in was easy."
United States
Maureen
The price is S$139
includes taxes & fees
7 Mar - 8 Mar
Spark by Hilton Fishkill
Reception

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,009 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 S$138
includes taxes & fees
10 Mar - 11 Mar
Overlook Lodge at Bear Mountain
View from property

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
"The staff was really welcoming!"
United States
Devis
The price is S$136
includes taxes & fees
25 Feb - 26 Feb
Inn on the Hudson
Free WiFi, bed sheets

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (386 reviews)
"Yes really good people and great stay."
United States
Jordan
The price is S$113
includes taxes & fees
25 Feb - 26 Feb
Sussex Motel
Business centre

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,002 reviews)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is S$140
includes taxes & fees
25 Feb - 26 Feb
Americas Best Value Inn at Central Valley-Woodbury
Desk, iron/ironing board, rollaway beds, free WiFi

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.4 out of 10, Good, (1,000 reviews)
"Room was very spacious and the staff was extremely helpful!!!!"
United States
Lydia
The price is S$116
includes taxes & fees
26 Feb - 27 Feb
Super 8 by Wyndham Mahwah
Desk, iron/ironing board, free cots/infant beds, rollaway beds

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, (1,005 reviews)
"Room was cleaned and staff was friendly. "
United States
Giovanni
The price is S$135
includes taxes & fees
6 Mar - 7 Mar
Quality Inn & Suites Fishkill South near I-84
Reception

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, (1,001 reviews)
"Was nice place to stay I like it "
United States
Artemio
The price is S$144
includes taxes & fees
8 Mar - 9 Mar
Fairfield Inn & Suites by Marriott Goshen 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

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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Very clean , quite and extremely friendly staff Will stay again for next trip"
Sam 2-night trip
Posted 4 days ago
Sleep Inn & Suites Monroe - Woodbury

More cheap stays in Chester

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

160 State Route 17 South Mahwah NJ
The price is S$116 per night from 26 Feb to 27 Feb
S$116
26 Feb - 27 Feb
includes taxes & fees
7.4/10 Good! (1,000 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 DoubleTree by Hilton Hotel Nanuet and Sonesta Simply Suites Nanuet. 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 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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