Find Chester motels from $75

Compare 17 Motels in Chester with updated reviews, rates, and availability.

Other property types in Chester

Property grounds
Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, (115)
"We spent a much needed relaxing weekend at this location. I can't say enough good things about this property. It was beautifully decorated, perfectly supplied, and very clean. We would rent this property again."
Lakefront Luxury on Greenwood Lake
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is $184
$264 total
includes taxes & fees
May 27 - May 28
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
1 bedroom, desk, iron/ironing board, travel crib
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
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.

Chester Motels information

Number of reviews
8,288
Accommodation
17 Motels
Lowest Price
$75
Highest Price
$170

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. Americas Best Value Inn Central Valley is located 8.1 mi (13.1 km) from the heart of Chester. Enjoy access to the business center, and freebies including 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. FairBridge Inn & Suites at West Point: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 15.5 mi (25 km) from the heart of Chester. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: Central Chester is 14.5 mi (23.4 km) away. A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Super 8 by Wyndham Montgomery Maybrook: 10.4 mi (16.8 km) from the heart of Chester. Enjoy access to the laundry facilities, 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. 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, Ice Time Sports Complex, and Mountain Creek Waterpark. While you’re checking out the area, consider visiting Museum Village, Brotherhood Winery, and Galleria at Crystal Run.
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.

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