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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Chester motels

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, (626 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is AED 393
AED 445 total
includes taxes & fees
1 Jul - 2 Jul
Days Inn by Wyndham Wurtsboro
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, (216 reviews)
"Great staff and clean."
United States
John
The price is AED 334
AED 373 total
includes taxes & fees
29 Jun - 30 Jun
Rolling Hills Motel
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, (153 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
The price is AED 323
AED 361 total
includes taxes & fees
24 Jun - 25 Jun
High Point 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, (1,000 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
The price is AED 364
AED 448 total
includes taxes & fees
22 Jun - 23 Jun
Americas Best Value Inn at Central Valley-Woodbury
Double Room | Bathroom | Shower, free toiletries, hair dryer, towels

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (539 reviews)
"The rooms are very basic, but we had everything we needed for our stay. A really nice surprise was how comfortable the beds were. The motel is close to hiking trails. The parking lot for hiking Stairway to Heaven was a 2 minute drive from the motel. If you stay here in the winter, it is only a 5 minute drive from Mountain Creek ski resort. We would stay here again."
United States
Lorrie
The price is AED 248
AED 284 total
includes taxes & fees
23 Jun - 24 Jun
Appalachian 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, (406 reviews)
"Very convenient stay on our roadtrip-- simple check in/check out, the room was very tidy, parking was out front, area was quiet and felt safe :)"
United States
Mitchell
The price is AED 342
AED 381 total
includes taxes & fees
30 Jun - 1 Jul
Sussex 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, (1,001 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is AED 320
AED 362 total
includes taxes & fees
22 Jun - 23 Jun
Super 8 by Wyndham Montgomery Maybrook
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (709 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is AED 441
AED 543 total
includes taxes & fees
5 Jul - 6 Jul
West Point Motel
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (311 reviews)
"great stay !"
United States
reagan
The price is AED 312
AED 369 total
includes taxes & fees
22 Jun - 23 Jun
Cadet 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, (275 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."
United States
Richard
The price is AED 349
AED 378 total
includes taxes & fees
22 Jun - 23 Jun
Countryside Motel
Seasonal outdoor pool

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (691 reviews)
"Location was close to wedding venue I wouldn't stay here otherwise."
United States
Arthur
The price is AED 340
AED 402 total
includes taxes & fees
29 Jun - 30 Jun
Days Inn by Wyndham Middletown
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, (824 reviews)
"Good cheap place to stay. Kind staff"
United States
Nick
The price is AED 663
AED 834 total
includes taxes & fees
22 Jun - 23 Jun
FairBridge Inn & Suites at West Point
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, (1,000 reviews)
"Promised breakfast...1 pop tarts and a little container of juice. Staff is awesome and well run. Room clean and adequate. I enjoyed my stay here for many days. Quiet. Close to many stores and restaurants. Everyone was so courteous and helpful"
United States
Christine
The price is AED 303
AED 358 total
includes taxes & fees
20 Jul - 21 Jul
Super 8 by Wyndham Middletown
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
5.6 out of 10, (1,002 reviews)
"Like the location"
United States
Vijayakumar
The price is AED 278
AED 328 total
includes taxes & fees
5 Jul - 6 Jul
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
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)
"Very easy to travel"
United States
Vladimir
The price is AED 372
AED 432 total
includes taxes & fees
28 Jun - 29 Jun
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"I loved everything about this place including the staff"
Monica 2-night trip
Posted 7 hours ago
Sleep Inn & Suites Monroe - Woodbury

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 LEGOLAND® New York.
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. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 14.5 mi (23.4 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. 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 Orange County Arboretum. 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.