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Find Chester motels from $64

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Motels in Chester

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (782)
"This was an older property, but room was nice and bathroom was updated. "
United States
Martha
$67 nightly
The price is $74
Nov 9 - Nov 10
Total with taxes and fees
Monument Mountain Motel
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (556)
"I loved the stay people were nice loved the pool and internet was great "
United States
Jennifer
$75 nightly
The price is $84
Nov 8 - Nov 9
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (818)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 9 - Nov 10
Total with taxes and fees
Howard Johnson by Wyndham Lenox
River Valley Inn
2.0 star property
8.6 out of 10, Excellent, (90)
"Room was very clean. Owners are great Close to all things in Deerfield Would definitely stay there again "
United States
Kenneth
$119 nightly
The price is $133
Nov 9 - Nov 10
Total with taxes and fees
River Valley Inn
Berkshire Inn
2.0 star property
7.8 out of 10, Good, (836)
"This property has a mid century motel look from the street but the rooms have been recently upgraded and are fully modern inside. A great value and comfortable place to stay"
United States
Phillip
$74 nightly
The price is $83
Dec 7 - Dec 8
Total with taxes and fees
Berkshire Inn
Wagon Wheel Inn
2.0 star property
7.0 out of 10, Good, (640)
"There was a mouse in our room at night."
United States
Brin
$69 nightly
The price is $77
Nov 9 - Nov 10
Total with taxes and fees
Wagon Wheel Inn
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (1001)
"good average place to stay."
United States
Terry
$58 nightly
The price is $64
Nov 12 - Nov 13
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Sunset Inn
2.0 star property
7.6 out of 10, Good, (409)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
$81 nightly
The price is $90
Dec 2 - Dec 3
Total with taxes and fees
Sunset Inn
The Little Lion
3.0 star property
8.6 out of 10, Excellent, (543)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
$129 nightly
The price is $144
Nov 9 - Nov 10
Total with taxes and fees
The Little Lion
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (644)
"Staff friendly, room was quiet, large and comfortable. "
United States
Barbara
$59 nightly
The price is $66
Nov 20 - Nov 21
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Becket Motel
2.5 star property
6.8 out of 10, (60)
"A very basic motel with a good size refrigerator. You can't cook here (microwave, a sink but no kitchen towels, grills outside but not sure whose those are). A continental breakfast is listed but is not available . Perhaps the owners should update this. No stuff around. The door was opened remotely. The best thing was its proximity to the Jacob's Pillow Dance Center. If you only want to place to sleep this is adequate. "
United States
Diane
$118 nightly
The price is $132
Nov 23 - Nov 24
Total with taxes and fees
Becket Motel
East Rock Inn
2.0 star property
9.4 out of 10, Exceptional, (35)
"Quiet and peaceful location set off the road, with woodsy area in the back. Very close to Main Street shops and restaurants. "
United States
Amanda
$140 nightly
The price is $157
Dec 7 - Dec 8
Total with taxes and fees
East Rock Inn
Riverdale Inn
2.0 star property
5.8 out of 10, (999)
"Place is neglected. Clearly no effort or money is spent on cleaning. Place smells like it is dirty. Low cost, and looks and smells like it."
United States
Dave
$79 nightly
The price is $91
Dec 7 - Dec 8
Total with taxes and fees
Riverdale Inn
FairBridge Inn Express
2.5 star property
5.4 out of 10, (807)
"Room spotless and staff helpful."
United States
William
$75 nightly
The price is $84
Nov 9 - Nov 10
Total with taxes and fees
FairBridge Inn Express
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

Find out more about Chester

Chester Motels information

Number of reviews
8,211
Accommodation
19 Motels
Lowest Price
$64
Highest Price
$157

Frequently asked questions

What is the nightly rate for a motel in Chester?
You can find a great deal from $64 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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