Find Chester motels from $62

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Our top choices for Chester motels

1. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
$110 nightly
The price is $123
Nov 13 - Nov 14
Total with taxes and fees
Berkshire Lake Lodge

2. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (64 reviews)
"Comfortable stay "
United States
Paul
$140 nightly
The price is $156
Nov 8 - Nov 9
Total with taxes and fees
Becket Motel

3. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
$56 nightly
The price is $63
Dec 1 - Dec 2
Total with taxes and fees
Econo Lodge Lee - Great Barrington

4. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
$79 nightly
The price is $88
Nov 7 - Nov 8
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

5. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (941 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
$67 nightly
The price is $74
Nov 8 - Nov 9
Total with taxes and fees
Monument Mountain Motel

6. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (305 reviews)
"Super friendly and helpful staff, convenient parking, decently sized room."
United States
Brandon
$82 nightly
The price is $92
Dec 7 - Dec 8
Total with taxes and fees
River Valley Inn

7. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (935 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Nov 8 - Nov 9
Total with taxes and fees
Howard Johnson by Wyndham Lenox

8. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
$79 nightly
The price is $88
Nov 13 - Nov 14
Total with taxes and fees
Sunset Inn

9. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (638 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
$86 nightly
The price is $96
Nov 8 - Nov 9
Total with taxes and fees
The Little Lion

10. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
$71 nightly
The price is $78
Nov 7 - Nov 8
Total with taxes and fees
Pleasant Valley Motel West Stockbridge

11. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (934 reviews)
"Friendly staff"
United States
William
$79 nightly
The price is $88
Nov 8 - Nov 9
Total with taxes and fees
FairBridge Inn Express

12. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
$117 nightly
The price is $131
Dec 7 - Dec 8
Total with taxes and fees
East Rock Inn

13. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
$80 nightly
The price is $89
Dec 7 - Dec 8
Total with taxes and fees
Berkshire Inn

14. Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (999 reviews)
"Great service"
United States
David
$93 nightly
The price is $107
Nov 8 - Nov 9
Total with taxes and fees
Riverdale Inn
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 reviews in Chester

Frequently Asked Questions

What is the nightly rate for a motel in Chester?

You can find a great deal from $62 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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