Chester Hotels from S$104

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Check prices for these dates

Tonight
10 Apr - 11 Apr
Tomorrow
11 Apr - 12 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

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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)
"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 S$156
includes taxes & fees
12 Apr - 13 Apr
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$310
includes taxes & fees
16 Apr - 17 Apr
The Dominion House Bed & Breakfast
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, (1,006 reviews)
"Best Hotel in area so far 😁 "
United States
Debi
The price is S$165
includes taxes & fees
4 May - 5 May
Sleep Inn & Suites Middletown - Goshen
Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (122 reviews)
"Amazing easy check in/out and very kind staff. Had a wonderful stay, thank you! "
United States
Amanda
The price is S$104
includes taxes & fees
12 Apr - 13 Apr
High Point Motel
Reception

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.0 out of 10, Good, (737 reviews)
"The room was clean and staff was very helpful and professional. "
United States
paul
The price is S$134
includes taxes & fees
15 Apr - 16 Apr
The Crossroads Hotel, Newburgh
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,010 reviews)
"Great stay!!! "
United States
diana
The price is S$139
includes taxes & fees
19 Apr - 20 Apr
Courtyard by Marriott Middletown Goshen
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, (1,007 reviews)
"Good place, reasonable price "
United States
Andrew
The price is S$135
includes taxes & fees
10 May - 11 May
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior

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, (842 reviews)
"Easy check in and beautiful room"
United States
CORETHA
The price is S$144
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express & Suites Montgomery by IHG
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, (1,001 reviews)
"Great overall stay, nice restaurant beside hotel"
Canada
Dale
The price is S$125
includes taxes & fees
3 May - 4 May
Quality Inn & Suites Fishkill South near I-84
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,090 reviews)
"Clean, quiet and great breakfast."
United States
Dawn
The price is S$179
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Harriman Woodbury
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
"Wonderful accommodations!!"
United States
Roxanne
The price is S$184
includes taxes & fees
3 May - 4 May
Hampton Inn & Suites Newburgh Stewart Airport
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)
"Old "
United States
Roxana
The price is S$134
includes taxes & fees
19 Apr - 20 Apr
Americas Best Value Inn at Central Valley-Woodbury
Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,051 reviews)
"Wonderful staff, clean and perfect for family, business or leisure stay. And budget friendly."
United States
Jawanda
The price is S$153
includes taxes & fees
13 Apr - 14 Apr
Sleep Inn & Suites Monroe - Woodbury
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, (1,003 reviews)
"Amazing staff Great breakfast Clean quiet rooms"
United States
R
The price is S$172
includes taxes & fees
27 Apr - 28 Apr
Fairfield Inn & Suites by Marriott Goshen Middletown
Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (995 reviews)
"Friendly staff and clean rooms"
United States
Magaly
The price is S$144
includes taxes & fees
26 Apr - 27 Apr
Tru by Hilton Middletown
Exterior

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.0 out of 10, Very good, (741 reviews)
"Fantastic, clean, location, staff"
United States
Gregory
The price is S$140
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott 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, (436 reviews)
"Great location, friendly staff and very quiet considering its right on a main road. Nice breakfast, too."
United States
Kristen
The price is S$168
includes taxes & fees
19 Apr - 20 Apr
Garner Hotel Mahwah by IHG
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, (1,003 reviews)
"Great hotel and staff!"
Canada
MARCIO F
The price is S$168
includes taxes & fees
10 May - 11 May
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, (1,001 reviews)
"A lot to do over there, good for a whole weekend, or even more. Had great time. "
United States
illay
The price is S$133
includes taxes & fees
3 May - 4 May
Quality Inn near Mountain Creek
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"It was a beautiful experience. Clean and 5 star service. The staff so friendly and helpful. Peaceful fun experience. "
United States
Amanda
The price is S$139
includes taxes & fees
28 Apr - 29 Apr
Hampton Inn 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

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

Goosepond Mountain State Park

4.0/5 (5 reviews)
This 1,558-acre undeveloped park offers a tranquil escape with diverse trails through woods, fields, and wetlands. Bring binoculars to spot songbirds from the boardwalk that crosses marshy areas.
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

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

8/10 Good
"Shame we have to pay for breakfast otherwise, clean comfortable place"
Ronen 1-night trip
Posted 1 hour ago
Hilton Garden Inn Nanuet

More cheap stays in Chester

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is S$146 per night from 13 Apr to 14 Apr
S$146
13 Apr - 14 Apr
includes taxes & fees
8.4/10 Very Good! (1,157 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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