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Compare 18 Motels in Chester with updated reviews, rates, and availability.

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
6.4 out of 10, (1003)
"It was ok for the exception of a housekeeping lady came in my room without any proper notice "
The price is AED 340
AED 379 total
includes taxes & fees
6 Jan - 7 January 2025
Days Inn by Wyndham Nanuet / Spring Valley

Super 8 by Wyndham Middletown

2.5 star property
6.2 out of 10, (1003)
"Only had a jail juice a tiny muffin and a small bag of goldfish in a btrown paper bag as breakfast "
The price is AED 284
AED 336 total
includes taxes & fees
5 Jan - 6 January 2025
Super 8 by Wyndham Middletown

Americas Best Value Inn Central Valley

2.0 star property
7.0 out of 10, Good, (1003)
"Room is newly renovated, clean, spacious and comfortable bed, very closed to Woodbury Premium Outlet. Will definitely stay at this hotel again if I'm going to the Outlet again in the future. "
The price is AED 281
AED 346 total
includes taxes & fees
1 Jan - 2 January 2025
Americas Best Value Inn Central Valley

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.0 star property
5.4 out of 10, (1003)
"very good "
The price is AED 262
AED 310 total
includes taxes & fees
24 Dec - 25 Dec
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

FairBridge Inn & Suites at West Point

2.0 star property
6.2 out of 10, (695)
"Was a nice location and quiet "
The price is AED 404
AED 472 total
includes taxes & fees
27 Dec - 28 Dec
FairBridge Inn & Suites at West Point

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1000)
"Although this was not my first time at a Super 8, it was my first time at this particular Super 8. The staff were super friendly and the level of customer service I received was truly excellent. Although there was an offer of complimentary breakfast, I think I slept through the fixings, but there is an Indian/American deli across the way, and that tided me over. I found the bed very comfortable and the room was larger than expected, too."
The price is AED 240
AED 272 total
includes taxes & fees
5 Jan - 6 January 2025
Super 8 by Wyndham Montgomery Maybrook

Days Inn by Wyndham Wurtsboro

2.0 star property
7.6 out of 10, Good, (492)
"Good location for a visit to wurtsboro. Clean and comfortable. "
The price is AED 378
AED 427 total
includes taxes & fees
29 Dec - 30 Dec
Days Inn by Wyndham Wurtsboro

West Point Motel

2.5 star property
8.4 out of 10, Very Good, (567)
"Convenient for Army football games. "
The price is AED 514
AED 582 total
includes taxes & fees
26 Dec - 27 Dec
West Point Motel

Sussex Motel

2.5 star property
8.6 out of 10, Excellent, (258)
"Sussex Motel was a wonderful place to stay. The area around it is nice. Jackie was very kind and offered her help when I checked in. I would highly recommend! "
The price is AED 316
AED 353 total
includes taxes & fees
30 Dec - 31 Dec
Sussex Motel

Rolling Hills Motel

2.0 star property
8.2 out of 10, Very Good, (133)
"quaint decorating in rooms"
The price is AED 283
AED 316 total
includes taxes & fees
24 Dec - 25 Dec
Rolling Hills Motel

James Motel

2.0 star property
3.2 out of 10, (17)
"Really nothing good to say "
James Motel

High Point Motel

7.8 out of 10, Good, (9)
"The owner of the property was very nice. Room was clean, the view was spectacular and the price was affordable."
The price is AED 316
AED 353 total
includes taxes & fees
24 Dec - 25 Dec
High Point Motel

Appalachian Motel

2.0 star property
7.6 out of 10, Good, (442)
"Affordable and easy and near hiking "
The price is AED 257
AED 295 total
includes taxes & fees
1 Jan - 2 January 2025
Appalachian Motel

Countryside Motel

2.0 star property
7.0 out of 10, Good, (216)
"Decent Motel. Needs just a touch of TLC with the cleaning (bathroom vent pretty filthy) but overall, great price and decent room."
The price is AED 290
AED 314 total
includes taxes & fees
24 Dec - 25 Dec
Countryside Motel

Cadet Motel

2.0 star property
6.2 out of 10, (273)
"The property owners were friendly and attenative. We had a leak in our bathroom and they moved us to a new room immediately when it wasnt a simple fix. They were quick to respond to the issue too. The first room with the leak the beds were rock hard but the room we gor moved to was much nicer with softer beds. It certainly isnt a luxury stay but a descent place to rest your head for the night. "
The price is AED 290
AED 328 total
includes taxes & fees
24 Dec - 25 Dec
Cadet Motel

Days Inn by Wyndham Middletown

2.0 star property
6.4 out of 10, (600)
"Run down needs to be refurbished. But will do for a one night stay."
The price is AED 309
AED 350 total
includes taxes & fees
25 Dec - 26 Dec
Days Inn by Wyndham Middletown

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

2.5 star property
6.0 out of 10, (58)
"Room was as expected. Manager/owner was very friendly. Only issue was that manager said they are not working with Hotels.com anymore fir 8 months. My reservation should have been canceled but was not. Luckily he had a room given event near by. But others from event with Hotels.com reservations were turned away. "
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.
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Other property types in Chester

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AED 617
AED 915 total
includes taxes & fees
28 Dec - 29 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is AED 2,777
AED 4,615 total
includes taxes & fees
3 Jan - 4 January 2025
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
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.

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 948 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. Americas Best Value Inn Central Valley: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Chester is 8.1 mi (13.1 km) away. Super 8 by Wyndham Middletown: Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking. Located 8.7 mi (14.1 km) from the heart of Chester. FairBridge Inn & Suites at West Point: Central Chester is 15.5 mi (25 km) away. Free WiFi, free parking, and a 24-hour front desk are available during your stay. 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. Enjoy nature with a stop at The Rock Sports Complex and Goosepond Mountain State Park. You’ll find these family-friendly sights in the area: Castle Fun Center, LEGOLAND® New York, and Ice Time Sports Complex. While you’re checking out the area, consider visiting Museum Village, Goshen Historic Track, and Monroe Federal Plaza Shopping 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.