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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Chester motels

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, (218 reviews)
"Great staff and clean."
United States
John
$79 nightly
The price is $88
Jul 29 - Jul 30
Total with taxes and fees
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, (157 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
$81 nightly
The price is $90
Jul 14 - Jul 15
Total with taxes and fees
High Point Motel
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, laptop workspace, iron/ironing board

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
"Very clean and staff helpful "
United States
Kaiden
$115 nightly
The price is $130
Jul 19 - Jul 20
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
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, (1,000 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
$74 nightly
The price is $84
Jul 5 - Jul 6
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
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, (413 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
$82 nightly
The price is $92
Jul 19 - Jul 20
Total with taxes and fees
Sussex Motel
View from room

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (542 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
$75 nightly
The price is $86
Jul 7 - Jul 8
Total with taxes and fees
Appalachian Motel
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (312 reviews)
"great stay !"
United States
reagan
$85 nightly
The price is $100
Jul 5 - Jul 6
Total with taxes and fees
Cadet 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, (1,005 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
$97 nightly
The price is $120
Jul 8 - Jul 9
Total with taxes and fees
Americas Best Value Inn at Central Valley-Woodbury
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (717 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
$120 nightly
The price is $148
Jul 19 - Jul 20
Total with taxes and fees
West Point 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, (278 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
$95 nightly
The price is $103
Jul 4 - Jul 5
Total with taxes and fees
Countryside Motel
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, (827 reviews)
"Good cheap place to stay. Kind staff"
United States
Nick
$152 nightly
The price is $186
Jul 9 - Jul 10
Total with taxes and fees
FairBridge Inn & Suites at West Point
Seasonal outdoor pool

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (696 reviews)
"Location was close to wedding venue I wouldn't stay here otherwise."
United States
Arthur
$99 nightly
The price is $117
Jul 8 - Jul 9
Total with taxes and fees
Days Inn 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, (1,000 reviews)
"Like the location"
United States
Vijayakumar
$76 nightly
The price is $89
Jul 5 - Jul 6
Total with taxes and fees
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
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
$75 nightly
The price is $88
Aug 2 - Aug 3
Total with taxes and fees
Super 8 by Wyndham Middletown
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
$99 nightly
The price is $115
Aug 3 - Aug 4
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Amazing hotel. It’s quiet and very clean."
Kuan-Liang 1-night trip
Posted 2 hours ago
Sleep Inn & Suites Monroe - Woodbury

Frequently asked questions

What is the nightly rate for a motel in Chester?
You can find a great deal 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.