A green agricultural field with rows of crops and greenhouses in the distance under a cloudy sky.

Find Chester motels from $82

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Chester motels

Business center

1. 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, (1,001 reviews)
"Great place, clean quiet, helpful staff"
United States
Marlon
$99 nightly
The price is $122
Sep 30 - Oct 1
Total with taxes and fees
Americas Best Value Inn at Central Valley-Woodbury
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

2. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,005 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
$77 nightly
The price is $90
Sep 23 - Sep 24
Total with taxes and fees
Super 8 by Wyndham Middletown
View from room

3. Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (565 reviews)
"Room was very clean and comfortable for a short stay"
United States
Naila
$72 nightly
The price is $83
Sep 23 - Sep 24
Total with taxes and fees
Appalachian Motel
Seasonal outdoor pool

4. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (716 reviews)
"I checked in, opened the door to the room and immediately knew I did not want to touch anything. The smell and the deterioration of the room really seemed like an abandoned building. So bad. The attendant apologized and said they would refund my room - I'm still waiting for the refund. I had to quickly find another place to stay that evening. Sleeping in a car would be far better than this place"
United States
Mendy
$91 nightly
The price is $107
Oct 12 - Oct 13
Total with taxes and fees
Days Inn by Wyndham Middletown
Comfort Room, 2 Double Beds | Iron/ironing board (on request), WiFi (free)

5. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (197 reviews)
"Beautiful decor and excellent views"
United States
Dakhil
$81 nightly
The price is $90
Oct 4 - Oct 5
Total with taxes and fees
High Point Motel
Desk, soundproofing, iron/ironing board, WiFi (free)

6. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (849 reviews)
"Horrible hotel for the price per night. Wouldn’t pay more than $25 a night"
United States
Robert
$105 nightly
The price is $128
Sep 23 - Sep 24
Total with taxes and fees
FairBridge Inn & Suites at West Point
Exterior

7. Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (316 reviews)
"The rooms were very dated, and the linens and bedspreads were dirty. The parking lot was very hard to park in and lots of coming and going of people who weren’t even staying there. It was a bit dicey."
United States
Colleen
$85 nightly
The price is $100
Sep 23 - Sep 24
Total with taxes and fees
Cadet Motel
Aerial view

8. West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (739 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
$100 nightly
The price is $123
Oct 5 - Oct 6
Total with taxes and fees
West Point Motel
Classic Quadruple Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | WiFi (free), bed sheets

9. Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (229 reviews)
"Clean, nice decor, great hot shower, nearby restaurants. Would definitely stay again ! Great deal for price."
United States
Don
$79 nightly
The price is $88
Oct 21 - Oct 22
Total with taxes and fees
Rolling Hills Motel
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | WiFi (free), bed sheets

10. Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.6 out of 10, Excellent, (456 reviews)
"The rooms are very clean, spacious and I love how they are decorated! The owner is very pleasant and helpful!"
United States
Grace
$74 nightly
The price is $82
Sep 27 - Sep 28
Total with taxes and fees
Sussex Motel
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

11. Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (297 reviews)
"$115 a night and if you have a guest show up for 10 minutes they will throw you out"
United States
Marc
$95 nightly
The price is $103
Sep 23 - Sep 24
Total with taxes and fees
Countryside Motel
In-room safe, desk, iron/ironing board (on request), cribs (free)

12. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,003 reviews)
"Super 8 is a great, clean place, and the breakfast is nice"
United States
Ahmed
$79 nightly
The price is $94
Sep 23 - Sep 24
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, laptop workspace, iron/ironing board

13. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (669 reviews)
"Nice place to stay in a nowhere town."
United States
Danny
$109 nightly
The price is $123
Oct 12 - Oct 13
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
Double Room, 2 Double Beds | Desk, iron/ironing board (on request), cribs (free)

14. 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, (1,004 reviews)
"The room was nice and clean the reception was very nice very helpful we like the location that was quiet not many amenities and not near anything but traveling through and for a clean bed a good place to stop"
United States
Robert
$76 nightly
The price is $89
Sep 23 - Sep 24
Total with taxes and fees
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Desk, blackout drapes, iron/ironing board, WiFi (free)

15. 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)
"Great location!! Good deal clean room and free continental breakfast!!"
United States
Jason L
$101 nightly
The price is $118
Oct 4 - Oct 5
Total with taxes and fees
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

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"This was the best Comfort Inn we have stayed at."
Daniel 1-night trip
Posted 6 hours ago
Comfort Suites Fishkill near Interstate 84

Find out more about Chester

Chester Motels information

Number of reviews
5,911
Accommodation
18 Motels
Lowest Price
$82
Highest Price
$128

Frequently asked questions

What is the nightly rate for a motel in Chester?
You can find a great deal from $82 on Chester motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Chester motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Chester motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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