Hotels near Chesterwood South Lee
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Where to stay near Chesterwood?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood0.6 km from Chesterwood
9.2 out of 10, Wonderful, (111 reviews)
The price is $330
$399 total
includes taxes & fees
Jul 5 - Jul 6

The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,004 reviews)
The price is $151
$214 total
includes taxes & fees
Jul 1 - Jul 2

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG8 km from Chesterwood
8.8 out of 10, Excellent, (776 reviews)
The price is $129
$144 total
includes taxes & fees
Jun 25 - Jun 26

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 IHG6.6 km from Chesterwood
9.2 out of 10, Wonderful, (914 reviews)
The price is $134
$169 total
includes taxes & fees
Jun 23 - Jun 24

Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (461 reviews)
The price is $149
$163 total
includes taxes & fees
Jun 23 - Jun 24

The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (569 reviews)
The price is $88
$98 total
includes taxes & fees
Jun 23 - Jun 24

Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (873 reviews)
The price is $86
$96 total
includes taxes & fees
Jun 23 - Jun 24

Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (102 reviews)
The price is $275
$307 total
includes taxes & fees
Jun 23 - Jun 24

East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (48 reviews)
The price is $145
$162 total
includes taxes & fees
Jul 6 - Jul 7

Quality Inn Great Barrington
Quality Inn Great Barrington10.3 km from Chesterwood
8.6 out of 10, Excellent, (1,012 reviews)
The price is $104
$116 total
includes taxes & fees
Jun 24 - Jun 25

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox14.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,003 reviews)
The price is $135
$151 total
includes taxes & fees
Jun 29 - Jun 30

Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (138 reviews)
The price is $429
$479 total
includes taxes & fees
Jul 15 - Jul 16

The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (312 reviews)
The price is $155
$173 total
includes taxes & fees
Jul 6 - Jul 7

Berkshire Mountain Lodge
Berkshire Mountain Lodge15.9 km from Chesterwood
9.0 out of 10, Wonderful, (997 reviews)
The price is $135
$173 total
includes taxes & fees
Jun 23 - Jun 24

Little Cat Lodge
Little Cat Lodge16.3 km from Chesterwood
9.6 out of 10, Exceptional, (85 reviews)
The price is $169
$189 total
includes taxes & fees
Jun 23 - Jun 24

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (587 reviews)
The price is $79
$88 total
includes taxes & fees
Jun 23 - Jun 24

Inn at Silver Maple Farm
Inn at Silver Maple Farm17.5 km from Chesterwood
9.8 out of 10, Exceptional, (108 reviews)
The price is $159
$178 total
includes taxes & fees
Jun 23 - Jun 24

Sunset Inn
Sunset Inn9.1 km from Chesterwood
7.6 out of 10, Good, (416 reviews)
The price is $110
$123 total
includes taxes & fees
Jul 6 - Jul 7

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,001 reviews)
The price is $80
$88 total
includes taxes & fees
Jun 25 - Jun 26

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,003 reviews)
The price is $132
$148 total
includes taxes & fees
Jun 24 - Jun 25
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.
Compare popular hotels close to Chesterwood
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
![]() The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood | 9.2 Wonderful 111 reviews | View | ||||||
![]() The Red Lion Inn | 8.8 Excellent 1,004 reviews | View | ||||||
![]() Holiday Inn Express Hotel & Suites Great Barrington by IHG | 8.8 Excellent 776 reviews | View | ||||||
![]() Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 914 reviews | View | ||||||
![]() Shaker Mill Inn | 9.6 Exceptional 461 reviews | View |

































































