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Check prices for these dates

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

Our top choices for Chester motels

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

1. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,010 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
The price is HK$600
HK$709 total
includes taxes & fees
28 Sept - 29 Sept
Super 8 by Wyndham Middletown
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

2. 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, (1,003 reviews)
"Great place, clean quiet, helpful staff"
United States
Marlon
The price is HK$777
HK$956 total
includes taxes & fees
28 Sept - 29 Sept
Americas Best Value Inn at Central Valley-Woodbury
A rectangular swimming pool with a wooden deck and a fence.

3. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (717 reviews)
"I checked in, opened the door to the room and immediately knew I did not want to touch anything. The smell and the deterioration of the room really seemed like an abandoned building. So bad. The attendant apologized and said they would refund my room - I'm still waiting for the refund. I had to quickly find another place to stay that evening. Sleeping in a car would be far better than this place"
United States
Mendy
The price is HK$727
HK$858 total
includes taxes & fees
30 Sept - 1 Oct
Days Inn by Wyndham Middletown
A room with a bed, a window with curtains, and a view of greenery outside.

4. Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (567 reviews)
"Room was very clean and comfortable for a short stay"
United States
Naila
The price is HK$500
HK$573 total
includes taxes & fees
28 Sept - 29 Sept
Appalachian Motel
A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.

5. West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (740 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is HK$784
HK$966 total
includes taxes & fees
12 Oct - 13 Oct
West Point Motel
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

6. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (202 reviews)
"Beautiful decor and excellent views"
United States
Dakhil
The price is HK$722
HK$806 total
includes taxes & fees
28 Sept - 29 Sept
High Point Motel
A hotel room with two beds, a wooden desk, a television, and a dining area.

7. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (852 reviews)
"Horrible hotel for the price per night. Wouldn’t pay more than $25 a night"
United States
Robert
The price is HK$824
HK$1,053 total
includes taxes & fees
28 Sept - 29 Sept
FairBridge Inn & Suites at West Point
A brick building with a sign indicating it's a 'Motel'.

8. Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (316 reviews)
"The rooms were very dated, and the linens and bedspreads were dirty. The parking lot was very hard to park in and lots of coming and going of people who weren’t even staying there. It was a bit dicey."
United States
Colleen
The price is HK$667
HK$788 total
includes taxes & fees
28 Sept - 29 Sept
Cadet Motel
A compact hotel room with two beds, a kitchenette, a dining area, and a view of a rocky landscape.

9. Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (229 reviews)
"Clean, nice decor, great hot shower, nearby restaurants. Would definitely stay again ! Great deal for price."
United States
Don
The price is HK$675
HK$753 total
includes taxes & fees
4 Oct - 5 Oct
Rolling Hills Motel
A room with two beds, a wooden headboard, a wall sign saying "home sweet home", and a window with a view of a car and greenery outside.

10. Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.6 out of 10, Excellent, (456 reviews)
"The rooms are very clean, spacious and I love how they are decorated! The owner is very pleasant and helpful!"
United States
Grace
The price is HK$675
HK$753 total
includes taxes & fees
28 Sept - 29 Sept
Sussex Motel
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

11. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,004 reviews)
"Super 8 is a great, clean place, and the breakfast is nice"
United States
Ahmed
The price is HK$665
HK$786 total
includes taxes & fees
28 Sept - 29 Sept
Super 8 by Wyndham Montgomery Maybrook
A living room with a ceiling fan, a television on a wooden cabinet, a wooden coffee table, and a door leading to a bathroom with a polka dot shower curtain.

12. Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (299 reviews)
"$115 a night and if you have a guest show up for 10 minutes they will throw you out"
United States
Marc
The price is HK$745
HK$808 total
includes taxes & fees
28 Sept - 29 Sept
Countryside Motel
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

13. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (669 reviews)
"Everything was clean, well maintained people were nice"
United States
Donna
The price is HK$824
HK$931 total
includes taxes & fees
29 Sept - 30 Sept
Days Inn by Wyndham Wurtsboro
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view of greenery.

14. 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
5.6 out of 10, (1,006 reviews)
"The room was nice and clean the reception was very nice very helpful we like the location that was quiet not many amenities and not near anything but traveling through and for a clean bed a good place to stop"
United States
Robert
The price is HK$593
HK$701 total
includes taxes & fees
28 Sept - 29 Sept
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
A hotel room with a large bed, a sitting area with a chair, a bathroom with a bathtub, and a television on the wall.

15. 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 location!! Good deal clean room and free continental breakfast!!"
United States
Jason L
The price is HK$793
HK$923 total
includes taxes & fees
4 Oct - 5 Oct
Days Inn by Wyndham Nanuet / Spring Valley
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

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"Friendly Folks"
Carl 2-night trip
Posted 1 hour ago
Comfort Suites Fishkill near Interstate 84

Find out more about Chester

Chester Motels information

Number of reviews
5,010
Accommodation
18 Motels
Lowest Price
HK$573
Highest Price
HK$1,053

Frequently asked questions

What can I expect from a motel trip to Chester?
As you'll save on your room price, you can make the most of what Chester has to offer. In the area, popular places to visit include Woodbury Common Premium Outlets.
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. High Point Motel: Central Chester is 20.5 mi (32.9 km) away. Free WiFi and free parking are available during your stay, along with room amenities such as a microwave. 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 Lake Tiorati Beach. You'll find these family-friendly sights in the area: Castle Fun Center, LEGOLAND® New York and Ice Time Sports Complex. During your trip, here are some other places to visit: Museum Village, Goosepond Mountain State Park and Sugar Loaf Performing Arts Center.
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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