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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

Our top choices for Chester motels

Apartment, 2 Double Beds (Ground Floor) | Living area

1. Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (287 reviews)
"Very welcoming owners, very quiet place! We slept like babies! Highly recommended"
Canada
Roxane
The price is CA $133
CA $145 total
includes taxes & fees
Aug 6 - Aug 7
Countryside Motel
Desk, blackout drapes, iron/ironing board, WiFi (free)

2. 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, (1,005 reviews)
"The room was very clean."
United States
John
The price is CA $140
CA $163 total
includes taxes & fees
Aug 12 - Aug 13
Days Inn by Wyndham Nanuet / Spring Valley
Aerial view

3. West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (730 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is CA $141
CA $173 total
includes taxes & fees
Sep 2 - Sep 3
West Point Motel
Desk, soundproofing, iron/ironing board, WiFi (free)

4. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (832 reviews)
"Good cheap place to stay. Kind staff"
United States
Nick
The price is CA $146
CA $186 total
includes taxes & fees
Aug 6 - Aug 7
FairBridge Inn & Suites at West Point
Exterior

5. Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (313 reviews)
"great stay !"
United States
reagan
The price is CA $119
CA $141 total
includes taxes & fees
Aug 9 - Aug 10
Cadet Motel
Double Room, 2 Double Beds

6. 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, (1,006 reviews)
"Staff at front desk was very kind thoughtful and helpful at check-in"
United States
Steven
The price is CA $106
CA $126 total
includes taxes & fees
Aug 9 - Aug 10
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Business centre

7. 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, (1,004 reviews)
"The rooms are clean, beds are comfortable, great coffee in the lounge area. Staff is always helpful!"
United States
Marlon
The price is CA $136
CA $168 total
includes taxes & fees
Aug 12 - Aug 13
Americas Best Value Inn at Central Valley-Woodbury
View from room

8. Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (549 reviews)
"The TV didn’t work. The bed was uncomfortable. The ac and shower was good. It looked very clean overall but there was poop little spots on the wall."
United States
Erik
The price is CA $84
CA $97 total
includes taxes & fees
Aug 17 - Aug 18
Appalachian Motel
Classic Quadruple Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

9. Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (225 reviews)
"Clean, nice decor, great hot shower, nearby restaurants. Would definitely stay again ! Great deal for price."
United States
Don
The price is CA $118
CA $132 total
includes taxes & fees
Aug 24 - Aug 25
Rolling Hills Motel
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave

10. Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (433 reviews)
"I had a clean room and felt safe and slept great. I was in the area for a horse show at the Fair Grounds and had to check in late (after normal check-in hours). The owner made sure she contacted me to help me do self-check in and then afterwards, she texted me to make sure I got in safely. Great Experience. 100% satisfied."
United States
Nancy
The price is CA $113
CA $127 total
includes taxes & fees
Aug 16 - Aug 17
Sussex Motel
Comfort Room, 2 Double Beds

11. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (177 reviews)
"Had a very nice stay."
United States
Max
The price is CA $136
CA $152 total
includes taxes & fees
Aug 31 - Sep 1
High Point Motel
Seasonal outdoor pool

12. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (703 reviews)
"Location was close to wedding venue I wouldn't stay here otherwise."
United States
Arthur
The price is CA $97
CA $115 total
includes taxes & fees
Sep 3 - Sep 4
Days Inn by Wyndham Middletown
In-room safe, desk, iron/ironing board (on request), cribs (free)

13. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,006 reviews)
"Property needs a makeover, but staff were very reasonable, helpful and cordial at all times."
United States
Stephen
The price is CA $113
CA $133 total
includes taxes & fees
Aug 9 - Aug 10
Super 8 by Wyndham Montgomery Maybrook
Room, 1 King Bed, Accessible, Bathtub

14. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,004 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
The price is CA $103
CA $121 total
includes taxes & fees
Aug 30 - Aug 31
Super 8 by Wyndham Middletown
Suite, 1 King Bed, Non Smoking (1 Bedroom)

15. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (638 reviews)
"The initial process was quick. The room was clean. Everything worked. It can't get better than that! Thank you to the beautiful family that manages the property!"
United States
Jasine
The price is CA $129
CA $146 total
includes taxes & fees
Sep 3 - Sep 4
Days Inn by Wyndham Wurtsboro
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
"Very clean rooms"
Albert 1-night trip
Posted 1 hour ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Chester

Chester Motels information

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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. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport is located 14.5 mi (23.4 km) from the heart of Chester. Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Super 8 by Wyndham Montgomery Maybrook: Laundry facilities along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 10.4 mi (16.8 km) away. Days Inn by Wyndham Nanuet / Spring Valley: Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking. Located 22 mi (35.4 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. FairBridge Inn & Suites at West Point: 15.5 mi (24.9 km) from the heart of Chester. Enjoy access to the 24-hour front desk, 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. 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. 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.

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