Search Motels in Chester from CA $105

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Our top choices for Chester motels

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (611 reviews)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is CA $121
CA $137 total
includes taxes & fees
Mar 17 - Mar 18
Days Inn by Wyndham Wurtsboro

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (115 reviews)
"Great place to stay"
United States
Bob
The price is CA $103
CA $115 total
includes taxes & fees
Mar 25 - Mar 26
High Point Motel

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (204 reviews)
"Great local spot. Recently updated "
United States
Steve
The price is CA $106
CA $119 total
includes taxes & fees
Mar 29 - Mar 30
Rolling Hills Motel

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 CA $92
CA $105 total
includes taxes & fees
Mar 17 - Mar 18
Appalachian Motel

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (265 reviews)
"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 CA $107
CA $116 total
includes taxes & fees
Mar 17 - Mar 18
Countryside Motel

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, (1,008 reviews)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is CA $106
CA $131 total
includes taxes & fees
Mar 26 - Mar 27
Americas Best Value Inn at Central Valley-Woodbury

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (676 reviews)
"Great stay!"
United States
Kenneth
The price is CA $136
CA $154 total
includes taxes & fees
Mar 29 - Mar 30
West Point Motel

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (390 reviews)
"Yes really good people and great stay."
United States
Jordan
The price is CA $108
CA $120 total
includes taxes & fees
Mar 22 - Mar 23
Sussex Motel

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (806 reviews)
"Excellent staff, super neat and clean room, very quiet and pleasant stay."
United States
Katherine
The price is CA $115
CA $137 total
includes taxes & fees
Mar 17 - Mar 18
FairBridge Inn & Suites at West Point

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,002 reviews)
"Nice place"
United States
Jason
The price is CA $105
CA $119 total
includes taxes & fees
Mar 23 - Mar 24
Super 8 by Wyndham Montgomery Maybrook

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (681 reviews)
"Service was good."
United States
Sue
The price is CA $117
CA $138 total
includes taxes & fees
Mar 16 - Mar 17
Days Inn by Wyndham Middletown

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (307 reviews)
"Easy to spot on the road and helpful friendly staff"
United States
Alex
The price is CA $107
CA $127 total
includes taxes & fees
Mar 17 - Mar 18
Cadet Motel

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,000 reviews)
"Decent stay"
United States
michael
The price is CA $109
CA $129 total
includes taxes & fees
Mar 16 - Mar 17
Super 8 by Wyndham Middletown

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, (1,002 reviews)
"Great stay"
United States
Deon Francine
The price is CA $132
CA $153 total
includes taxes & fees
Mar 16 - Mar 17
Days Inn by Wyndham Nanuet / Spring Valley

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, (1,002 reviews)
"Great hotel "
United States
Chelvin
The price is CA $103
CA $122 total
includes taxes & fees
Mar 22 - Mar 23
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

Find out more about Chester

Chester Motels information

Number of reviews
8,285
Accommodation
18 Motels
Lowest Price
CA $105
Highest Price
CA $154

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're having trouble locating a motel in Chester, let us help you find a motel or similar property from more than 1017 accommodations in the larger area. Simply use our search tools to filter by price per night or cost-effective amenities such as free parking and free breakfast.
What is a motel?
When you stay at a motel, you're likely to find a free parking spot and an outdoor pool. With a stay at a motel, you'll often have access to your room directly from the parking lot. The word "motel" was invented in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chester?
These are some of our customers' favorite motels to choose from in the larger area. Americas Best Value Inn at Central Valley-Woodbury is located 8.1 mi (13.1 km) from the heart of Chester. Enjoy access to the business center, and freebies including WiFi and parking. Sussex Motel: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Chester is 20.6 mi (33.1 km) away. West Point Motel: Enjoy access to the free WiFi, along with in-room amenities like air conditioning. Located 15.8 mi (25.4 km) from the heart of Chester. Days Inn by Wyndham Wurtsboro: Central Chester is 18.4 mi (29.6 km) away. A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Appalachian Motel: 15.1 mi (24.3 km) from the heart of Chester. Enjoy access to the laundry facilities, and freebies including WiFi and parking.
What things can I to do in Chester?
In this family-friendly area, you can check out the shops and enjoy the restaurants while you're sightseeing. Some outdoorsy places nearby include The Rock Sports Complex, Orange County Arboretum, and Railroad Green. 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 roadtrip, 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 temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What are my options for getting around Chester when staying in a motel?
We've gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) away from the heart of the city. You can also search 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 a rental car for your journey.

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