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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Chester motels

In-room safe, desk, iron/ironing board, free cots/infant beds
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (596)
"Very clean and quiet "
United States
Jeanette
The price is HK$738
HK$834 total
includes taxes & fees
28 Dec - 29 Dec
Days Inn by Wyndham Wurtsboro
Free self-parking
Appalachian Motel

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (515)
"I would stay here again"
United States
Lyanlex
The price is HK$490
HK$561 total
includes taxes & fees
5 Jan - 6 Jan 2026
Appalachian Motel
Free WiFi, bed sheets
Sussex Motel

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (370)
"Kind lady. Warm room. Can’t complain"
United States
Taewoung
The price is HK$629
HK$703 total
includes taxes & fees
29 Dec - 30 Dec
Sussex Motel
Terrace/patio
High Point Motel

High Point Motel

High Point Motel
2.0 star property
Sussex
9.0 out of 10, Wonderful, (106)
"Great place to stay"
United States
Bob
The price is HK$629
HK$703 total
includes taxes & fees
28 Dec - 29 Dec
High Point Motel
Desk, blackout curtains, iron/ironing board, free WiFi
Americas Best Value Inn at Central Valley-Woodbury

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, (1000)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is HK$671
HK$827 total
includes taxes & fees
7 Jan - 8 Jan 2026
Americas Best Value Inn at Central Valley-Woodbury
Property grounds
Rolling Hills Motel

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.4 out of 10, Very good, (194)
"Nice staff and convenient."
United States
Geovany
The price is HK$645
HK$720 total
includes taxes & fees
28 Dec - 29 Dec
Rolling Hills Motel
Desk, laptop workspace, blackout curtains, iron/ironing board
West Point Motel

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (663)
"Clean room and so close to West Point!! Great experience 👍 "
United States
SHANNON
The price is HK$777
HK$879 total
includes taxes & fees
11 Jan - 12 Jan 2026
West Point Motel
Living area
Countryside Motel

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (264)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
The price is HK$738
HK$800 total
includes taxes & fees
28 Dec - 29 Dec
Countryside Motel
In-room safe, desk, iron/ironing board, free cots/infant beds
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1002)
"Nice place"
United States
Jason
The price is HK$595
HK$673 total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Montgomery Maybrook
In-room dining
FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (796)
"Excellent staff, super neat and clean room, very quiet and pleasant stay."
United States
Katherine
The price is HK$741
HK$878 total
includes taxes & fees
10 Jan - 11 Jan 2026
FairBridge Inn & Suites at West Point
Seasonal outdoor pool
Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (677)
"Service was good."
United States
Sue
The price is HK$654
HK$772 total
includes taxes & fees
29 Dec - 30 Dec
Days Inn by Wyndham Middletown
Exterior
Cadet Motel

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (305)
"Easy to spot on the road and helpful friendly staff"
United States
Alex
The price is HK$614
HK$725 total
includes taxes & fees
28 Dec - 29 Dec
Cadet Motel
In-room safe, desk, laptop workspace, blackout curtains
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1000)
"A very worn out hotel. "
Canada
David
The price is HK$608
HK$718 total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Middletown
Exterior
Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley
2.0 star property
Nanuet
7.0 out of 10, Good, (1005)
"Great stay"
United States
Deon Francine
The price is HK$786
HK$915 total
includes taxes & fees
29 Dec - 30 Dec
Days Inn by Wyndham Nanuet / Spring Valley
Desk, iron/ironing board, free cots/infant beds, free rollaway beds
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2.0 star property
Newburgh
5.4 out of 10, (1004)
"Everything was perfect. The room was very nice, clean and comfortable. Staff was very welcoming, friendly and helpful.. "
United States
Pamela
The price is HK$588
HK$694 total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
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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Top Chester Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Room was clean and staff was friendly. "
Jose 1-night trip
Posted 18 hours ago
Crowne Plaza Suffern - Mahwah by IHG

Find out more about Chester

Chester Motels information

Number of reviews
9,493
Accommodation
18 Motels
Lowest Price
HK$561
Highest Price
HK$915

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're having trouble locating a motel in Chester, allow Expedia help you find motels or similar properties from more than 1015 accommodation choices in the larger area. Simply use our search tools to filter by price per night or money-saving amenities such as free breakfast and free airport transport.
What is a motel?
At many motels, you're likely to find a free parking spot and an outdoor pool. When you stay at a motel property, you'll often have access to your room directly from the car park. The word "motel" was conceived in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chester?
Here you'll find some of our customers' top motels to book in the larger area. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport is located 23.4 km from the heart of Chester. Enjoy access to the business centre, and freebies including breakfast, WiFi and self-parking. Days Inn by Wyndham Nanuet / Spring Valley: Laundry facilities along with freebies such as breakfast, WiFi and self-parking are available during your stay. Central Chester is 22 mi (35.4 km) away. Americas Best Value Inn at Central Valley-Woodbury: Enjoy access to the business centre, and freebies including WiFi and self-parking. Located 8.1 mi (13.1 km) from the heart of Chester. Super 8 by Wyndham Montgomery Maybrook: Central Chester is 10.4 mi (16.8 km) away. Laundry facilities along with freebies such as breakfast, WiFi and self-parking are available during your stay. Super 8 by Wyndham Middletown: 8.7 mi (14.1 km) from the heart of Chester. Enjoy access to the laundry facilities, and freebies including WiFi and self-parking.
What things can I to do in Chester?
In this family-friendly area, you can explore the shops and enjoy the restaurants while you're sightseeing. Some outdoorsy places nearby include The Rock Sports Complex, Arrow Park Lake and Lodge and Sterling Lake. You'll find these family-friendly sights in the area: Castle Fun Center, LEGOLAND® New York and Ice Time Sports Complex. Other places worth a visit include Museum Village and Goosepond Mountain State Park.
What's the seasonal weather like in Chester?
Weather can make or break a road trip, so we've gathered some data about year-round temperatures in Chester to help you plan yours. 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.
What are my options for getting around Chester while staying in a motel?
We've gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) away from the city centre. Otherwise, look for flights into Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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