Search Motels in Chester

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Motels in Chester

Days Inn by Wyndham Nanuet / Spring Valley
Exterior

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
6.8 out of 10, (1002)
"Staff was great"
The price is AED 340
AED 396 total
includes taxes & fees
5 Oct - 6 Oct
Days Inn by Wyndham Nanuet / Spring Valley
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Desk, iron/ironing board, free cribs/infant beds, free rollaway beds

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.0 star property
5.4 out of 10, (1016)
"Was nice clean area staff was very good and am still here until Sunday."
The price is AED 300
AED 354 total
includes taxes & fees
30 Oct - 31 Oct
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Super 8 by Wyndham Middletown
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Middletown

2.5 star property
6.2 out of 10, (1012)
"I had a wonderful stay and hope to see you again soon."
The price is AED 325
AED 384 total
includes taxes & fees
30 Oct - 31 Oct
Super 8 by Wyndham Middletown
Super 8 by Wyndham Montgomery Maybrook
In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1010)
"The hotel needs a major makeover "
The price is AED 325
AED 367 total
includes taxes & fees
30 Oct - 31 Oct
Super 8 by Wyndham Montgomery Maybrook
Americas Best Value Inn at Central Valley-Woodbury
Room, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi

Americas Best Value Inn at Central Valley-Woodbury

2.0 star property
7.0 out of 10, Good, (1009)
"great hotel for the price we paid"
The price is AED 343
AED 423 total
includes taxes & fees
12 Oct - 13 Oct
Americas Best Value Inn at Central Valley-Woodbury
Days Inn by Wyndham Wurtsboro
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Wurtsboro

2.0 star property
7.6 out of 10, Good, (553)
"Comfortable stay"
The price is AED 404
AED 457 total
includes taxes & fees
2 Oct - 3 Oct
Days Inn by Wyndham Wurtsboro
FairBridge Inn & Suites at West Point
Premium Double Room | In-room dining

FairBridge Inn & Suites at West Point

2.0 star property
6.2 out of 10, (761)
"The building was very old and in bad shape "
The price is AED 437
AED 510 total
includes taxes & fees
5 Oct - 6 Oct
FairBridge Inn & Suites at West Point
Sussex Motel
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets

Sussex Motel

2.5 star property
8.8 out of 10, Excellent, (350)
"It was a sweet stay in this motel, the host was very helpful and welcoming. "
The price is AED 309
AED 344 total
includes taxes & fees
5 Oct - 6 Oct
Sussex Motel
West Point Motel
Standard Room, 2 Queen Beds, Accessible (ADA) | Desk, laptop workspace, blackout drapes, iron/ironing board

West Point Motel

2.5 star property
8.4 out of 10, Very Good, (630)
"Nice motel"
The price is AED 553
AED 625 total
includes taxes & fees
2 Oct - 3 Oct
West Point Motel
High Point Motel
Gazebo

High Point Motel

2.0 star property
9.0 out of 10, Wonderful, (78)
"Clean and quiet, beautiful views , adjacent to state park"
The price is AED 304
AED 339 total
includes taxes & fees
2 Oct - 3 Oct
High Point Motel
Countryside Motel
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

2.0 star property
7.2 out of 10, Good, (253)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
The price is AED 349
AED 378 total
includes taxes & fees
2 Oct - 3 Oct
Countryside Motel
Days Inn by Wyndham Middletown
Seasonal outdoor pool

Days Inn by Wyndham Middletown

2.0 star property
6.4 out of 10, (659)
"The room was clean and as described "
The price is AED 359
AED 424 total
includes taxes & fees
5 Oct - 6 Oct
Days Inn by Wyndham Middletown
Rolling Hills Motel
Property grounds

Rolling Hills Motel

2.0 star property
8.4 out of 10, Very Good, (178)
"Perfect spot to spend the nights of our wonderful getaway"
The price is AED 298
AED 332 total
includes taxes & fees
2 Oct - 3 Oct
Rolling Hills Motel
Appalachian Motel
Free self parking

Appalachian Motel

2.0 star property
7.6 out of 10, Good, (503)
"I would stay here again"
The price is AED 248
AED 284 total
includes taxes & fees
2 Oct - 3 Oct
Appalachian Motel
Cadet Motel
Exterior

Cadet Motel

2.0 star property
6.4 out of 10, (299)
"Staff was nice. Motel is very basic and in the middle of nowhere. "
The price is AED 290
AED 343 total
includes taxes & fees
2 Oct - 3 Oct
Cadet Motel
James Motel
Reception

James Motel

2.0 star property
3.2 out of 10, (17)
"Nothing I checked in and out, I don’t know how Expedia lists places like that you should go and check the properties out before you advertise them "
James Motel
Towne Inn of Fishkill
Exterior

Towne Inn of Fishkill

2.5 star property
6.8 out of 10, (16)
"Beds were clean and comfortable. Bathroom needs much renovation. Parking was great. Good location."
Towne Inn of Fishkill
The Warwick Motel and Suites
Interior

The Warwick Motel and Suites

2.5 star property
6.0 out of 10, (58)
"Very comfortable, the property manager was very cordial"
The Warwick Motel and Suites
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

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent
"The front desk staff was very helpful and friendly. The room was clean and well stocked. The breakfast was great."
Lawrence 1-night trip
Posted 3 days ago
Holiday Inn Express Ramsey-Mahwah by IHG

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. Not-to-be-missed sights include LEGOLAND® New York and Woodbury Common Premium Outlets in the area.
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. Super 8 by Wyndham Middletown: Enjoy access to the laundry facilities, and freebies including WiFi and parking. Located 8.7 mi (14.1 km) from the heart of Chester. Americas Best Value Inn at Central Valley-Woodbury: Central Chester is 8.1 mi (13.1 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: 14.5 mi (23.4 km) from the heart of Chester. Enjoy access to the business center, 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. Must-see places in and around Chester include LEGOLAND® New York and Woodbury Common Premium Outlets. Some outdoorsy places nearby include The Rock Sports Complex, Arrow Park Lake and Lodge, and Orange County Arboretum. You'll find these family-friendly sights in the area: Castle Fun Center, Ice Time Sports Complex, and Mountain Creek Waterpark. 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.