Lodging Image

Search Motels in Chester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Chester motels

A rectangular swimming pool with a wooden deck and a fence.

1. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (722 reviews)
"It was clean and adequate."
United States
Ainsli
The price is AED 297
AED 350 total
includes taxes & fees
22 Nov - 23 Nov
Days Inn by Wyndham Middletown
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

2. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,005 reviews)
"Terrible hotel Was dirty and nasty"
United States
Alma
The price is AED 259
AED 306 total
includes taxes & fees
22 Nov - 23 Nov
Super 8 by Wyndham Middletown
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

3. 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, (1,000 reviews)
"Great place, clean quiet, helpful staff"
United States
Marlon
The price is AED 364
AED 448 total
includes taxes & fees
5 Nov - 6 Nov
Americas Best Value Inn at Central Valley-Woodbury
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

4. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (234 reviews)
"Good place to stay."
United States
Toby
The price is AED 318
AED 365 total
includes taxes & fees
5 Nov - 6 Nov
High Point Motel
A room with a bed, a window with curtains, and a view of greenery outside.

5. Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (580 reviews)
"Awesome experience, quite impressed"
United States
Mary Ann
The price is AED 220
AED 253 total
includes taxes & fees
5 Nov - 6 Nov
Appalachian 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.

6. Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (472 reviews)
"Great people comfy place to stay"
United States
Henry
The price is AED 290
AED 324 total
includes taxes & fees
8 Nov - 9 Nov
Sussex Motel
A brick building with a sign indicating it's a 'Motel'.

7. Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.6 out of 10, (319 reviews)
"It was a decent place to stay overnight at a reasonable price,"
United States
Frank
The price is AED 312
AED 369 total
includes taxes & fees
5 Nov - 6 Nov
Cadet Motel
A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.

8. West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (771 reviews)
"Stayed here many time great place great staff"
United States
Michael
The price is AED 367
AED 452 total
includes taxes & fees
17 Nov - 18 Nov
West Point 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, (238 reviews)
"Niki was wonderful. Thank you."
United States
Kimberly Arlene
The price is AED 312
AED 349 total
includes taxes & fees
10 Nov - 11 Nov
Rolling Hills Motel
A compact kitchenette with a microwave, coffee maker, and a small refrigerator.

10. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (866 reviews)
"Good location, does the job."
United States
Aaron
The price is AED 312
AED 403 total
includes taxes & fees
8 Nov - 9 Nov
FairBridge Inn & Suites at West Point
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

11. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (688 reviews)
"Very nice place loved the space the jacuzzi perfect for a nice night on the road"
United States
karen
The price is AED 360
AED 407 total
includes taxes & fees
5 Nov - 6 Nov
Days Inn by Wyndham Wurtsboro
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

12. 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)
"Super 8 is a great, clean place, and the breakfast is nice"
United States
Ahmed
The price is AED 264
AED 312 total
includes taxes & fees
22 Nov - 23 Nov
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.

13. Countryside Motel Cold Spring-Fishkill

Countryside Motel Cold Spring-Fishkill
2.0 star property
Cold Spring
7.2 out of 10, Good, (308 reviews)
"It was a good place to sleep for the night. No extra amenities, staff were very nice. Room was clean."
United States
Dawn
The price is AED 331
AED 359 total
includes taxes & fees
5 Nov - 6 Nov
Countryside Motel Cold Spring-Fishkill
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, (1,005 reviews)
"Clean room, staff, washer and dryer, easy parking, convenient location"
United States
LAURA
The price is AED 281
AED 332 total
includes taxes & fees
22 Nov - 23 Nov
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, (1,004 reviews)
"Great visit and the grounds were clean. We enjoyed our stay very nice staff."
United States
Samantha L.
The price is AED 381
AED 443 total
includes taxes & fees
1 Dec - 2 Dec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good
"Good job"
Salah 2-night trip
Posted 21 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY

Frequently asked questions

What can I expect from a motel trip to Chester?
Because you'll save on your room, you can enjoy all that Chester has to offer. In the area, favorite places to visit include Woodbury Common Premium Outlets.
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. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport is located 14.5 mi (23.4 km) from the heart of Chester. Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Days Inn by Wyndham Nanuet / Spring Valley: Laundry facilities along with freebies like breakfast, WiFi, and 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 center, and freebies including WiFi and parking. Located 8.1 mi (13.1 km) from the heart of Chester. Super 8 by Wyndham Middletown: Central Chester is 8.7 mi (14.1 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Days Inn by Wyndham Wurtsboro: 18.4 mi (29.6 km) from the heart of Chester. Enjoy access to the seasonal outdoor pool, and freebies including breakfast, 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, 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. 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 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.

Explore a world of travel with Expedia