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Find Chester motels from $66

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Motels in Chester

Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 21 - Nov 22
Total with taxes and fees
Howard Johnson by Wyndham Lenox
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (559)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Nov 21 - Nov 22
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (792)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Nov 23 - Nov 24
Total with taxes and fees
Monument Mountain Motel
Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets
River Valley Inn

River Valley Inn

2.0 star property
West Hatfield
8.6 out of 10, Excellent, (97)
"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"
United States
Deb
$109 nightly
The price is $122
Nov 23 - Nov 24
Total with taxes and fees
River Valley Inn
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"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
$76 nightly
The price is $85
Dec 5 - Dec 6
Total with taxes and fees
Sunset Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"good average place to stay."
United States
Terry
$60 nightly
The price is $66
Dec 14 - Dec 15
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (838)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$75 nightly
The price is $84
Nov 27 - Nov 28
Total with taxes and fees
Berkshire Inn
Property grounds
Wagon Wheel Inn

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
United States
Benjamin
$69 nightly
The price is $77
Nov 21 - Nov 22
Total with taxes and fees
Wagon Wheel Inn
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (544)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
$125 nightly
The price is $140
Dec 16 - Dec 17
Total with taxes and fees
The Little Lion
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (647)
"Great place. , good staff "
United States
ketul
$59 nightly
The price is $66
Dec 4 - Dec 5
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
$130 nightly
The price is $146
Dec 10 - Dec 11
Total with taxes and fees
East Rock Inn
Front of property
Becket Motel

Becket Motel

2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
$120 nightly
The price is $135
Nov 25 - Nov 26
Total with taxes and fees
Becket Motel
Exterior
Riverdale Inn

Riverdale Inn

2.0 star property
West Springfield
5.8 out of 10, (1000)
"Staff was nice"
United States
Amanda
$81 nightly
The price is $93
Dec 21 - Dec 22
Total with taxes and fees
Riverdale Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
$75 nightly
The price is $84
Nov 23 - Nov 24
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Clean, cozy, workers are very attentive. The bar and activity center is a lot of fun. "
Paige 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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Find out more about Chester

Chester Motels information

Number of reviews
8,248
Accommodation
19 Motels
Lowest Price
$66
Highest Price
$146

Frequently asked questions

What is the nightly rate for a motel in Chester?
You can find a great deal from $66 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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