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
15 May - 17 May
In two weeks
22 May - 24 May
In one month
5 Jun - 7 Jun
In two months
3 Jul - 5 Jul

Our top choices for Chester motels

Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (132 reviews)
"Was a nice room in a nice town! Would stay there again with a super easy check in and checkout "
United States
Reuben
The price is AED 323
AED 361 total
includes taxes & fees
10 May - 11 May
High Point Motel
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (397 reviews)
"The room was clean and designed nicely and had a nice feel…very unexpected for a motel type place."
United States
Ray
The price is AED 275
AED 308 total
includes taxes & fees
10 May - 11 May
Sussex Motel
Classic Quadruple Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (212 reviews)
"This older property is in good shape and conveniently located. Staff was very friendly and we had a large room with 2 queen beds. It was quiet both nights we stayed there"
United States
Timothy
The price is AED 268
AED 299 total
includes taxes & fees
24 May - 25 May
Rolling Hills Motel
Business center

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)
"Friendly check-in staff, room was expected for the price. However, during the night, I felt bugs crawling on me but otherwise this place was chill"
Canada
George
The price is AED 375
AED 461 total
includes taxes & fees
7 May - 8 May
Americas Best Value Inn at Central Valley-Woodbury
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (692 reviews)
"Safe, clean, and easy to get to. "
United States
Tara
The price is AED 367
AED 452 total
includes taxes & fees
1 Jun - 2 Jun
West Point Motel
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is AED 415
AED 469 total
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Wurtsboro
View from room

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (529 reviews)
"Staff constantly watching every move you make "
United States
Marie
The price is AED 248
AED 284 total
includes taxes & fees
11 May - 12 May
Appalachian Motel
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (266 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 AED 349
AED 378 total
includes taxes & fees
7 May - 8 May
Countryside Motel
In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,000 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is AED 315
AED 357 total
includes taxes & fees
7 May - 8 May
Super 8 by Wyndham Montgomery Maybrook
Desk, soundproofing, iron/ironing board, free WiFi

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (818 reviews)
"Bathroom was not clean. Hotel is old and needs updating and care"
United States
Robert
The price is AED 367
AED 470 total
includes taxes & fees
10 May - 11 May
FairBridge Inn & Suites at West Point
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (309 reviews)
"great stay !"
United States
reagan
The price is AED 290
AED 343 total
includes taxes & fees
7 May - 8 May
Cadet Motel
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,002 reviews)
"Not in the greatest part of town, but inexpensive and close to shopping. Check in was easy and quick."
United States
John
The price is AED 309
AED 365 total
includes taxes & fees
7 May - 8 May
Super 8 by Wyndham Middletown
Seasonal outdoor pool

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (682 reviews)
"Service was good."
United States
Sue
The price is AED 375
AED 443 total
includes taxes & fees
10 May - 11 May
Days Inn by Wyndham Middletown
Individually decorated, individually furnished, desk, blackout drapes

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, (1,001 reviews)
"no a good breakfast"
United States
DIEGO
The price is AED 340
AED 396 total
includes taxes & fees
10 May - 11 May
Days Inn by Wyndham Nanuet / Spring Valley
Double Room, 2 Double Beds | Desk, iron/ironing board, free cribs/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
2.0 star property
Newburgh
5.4 out of 10, (1,002 reviews)
"Easy check in. Many restaurants and stores close to it. "
United States
Ricardo
The price is AED 309
AED 365 total
includes taxes & fees
12 May - 13 May
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.
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Room clean, modern, airy, same as bathroom. Breakfast very good with hot/cold items. Parking great. Great location too. Staff was wonderful and very helpful with questions I had."
Gilda 1-night trip
Posted 6 hours ago
Sleep Inn & Suites Middletown - Goshen

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 1080 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. Days Inn by Wyndham Nanuet / Spring Valley is located 22 mi (35.4 km) from the heart of Chester. Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking. Days Inn by Wyndham Wurtsboro: A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 18.4 mi (29.6 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. 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 like 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 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 Lake Tiorati Beach. You'll find these family-friendly sights in the area: Castle Fun Center, LEGOLAND® New York, and Harness Racing Museum and Hall of Fame. 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.