
Hotels near Chesterwood
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Our top choices for Chesterwood hotels

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, (110 reviews)
The price is RM1,232
RM1,491 total
includes taxes & fees
25 Apr - 26 Apr

The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,001 reviews)
The price is RM534
RM774 total
includes taxes & fees
21 Apr - 22 Apr

Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (446 reviews)
The price is RM457
RM502 total
includes taxes & fees
23 Apr - 24 Apr

Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (839 reviews)
The price is RM238
RM266 total
includes taxes & fees
12 Apr - 13 Apr

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
9.0 out of 10, Wonderful, (862 reviews)
The price is RM448
RM578 total
includes taxes & fees
13 Apr - 14 Apr

The Inn at Stockbridge
The Inn at Stockbridge5.2 km from Chesterwood
9.8 out of 10, Exceptional, (99 reviews)
The price is RM999
RM1,171 total
includes taxes & fees
24 Apr - 25 Apr

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel8.6 km from Chesterwood
9.0 out of 10, Wonderful, (1,000 reviews)
The price is RM431
RM482 total
includes taxes & fees
19 Apr - 20 Apr

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, (754 reviews)
The price is RM426
RM476 total
includes taxes & fees
20 Apr - 21 Apr

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires8.6 km from Chesterwood
9.4 out of 10, Exceptional, (777 reviews)
The price is RM605
RM676 total
includes taxes & fees
16 Apr - 17 Apr

The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (555 reviews)
The price is RM437
RM489 total
includes taxes & fees
23 Apr - 24 Apr

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (576 reviews)
The price is RM298
RM333 total
includes taxes & fees
19 Apr - 20 Apr

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,000 reviews)
The price is RM403
RM450 total
includes taxes & fees
4 May - 5 May

Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (137 reviews)
The price is RM1,191
RM1,330 total
includes taxes & fees
26 Apr - 27 Apr

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,000 reviews)
The price is RM283
RM310 total
includes taxes & fees
19 Apr - 20 Apr

Brook Farm Inn
Brook Farm Inn9.1 km from Chesterwood
9.4 out of 10, Exceptional, (164 reviews)
The price is RM690
RM791 total
includes taxes & fees
25 Apr - 26 Apr

Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (376 reviews)
The price is RM680
RM759 total
includes taxes & fees
16 Apr - 17 Apr

The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (292 reviews)
The price is RM434
RM485 total
includes taxes & fees
16 Apr - 17 Apr

Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (892 reviews)
The price is RM312
RM349 total
includes taxes & fees
14 Apr - 15 Apr

Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.6 out of 10, Exceptional, (25 reviews)
The price is RM601
RM672 total
includes taxes & fees
26 Apr - 27 Apr

Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington7.4 km from Chesterwood
6.4 out of 10, (661 reviews)
The price is RM267
RM298 total
includes taxes & fees
23 Apr - 24 Apr
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 110 reviews | View | ||||||
![]() The Red Lion Inn | 8.8 Excellent 1,001 reviews | View | ||||||
![]() Shaker Mill Inn | 9.6 Exceptional 446 reviews | View | ||||||
![]() Monument Mountain Motel | 9.0 Wonderful 839 reviews | View | ||||||
![]() Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.0 Wonderful 862 reviews | View |
Top Chesterwood Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent







































































