
Find hotels near Chesterwood, South Lee from AED 401
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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 AED 1,137
AED 1,375 total
includes taxes & fees
15 Mar - 16 Mar

Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (97 reviews)
The price is AED 639
AED 714 total
includes taxes & fees
9 Mar - 10 Mar

Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (136 reviews)

The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,000 reviews)
The price is AED 577
AED 809 total
includes taxes & fees
9 Mar - 10 Mar

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, (768 reviews)
The price is AED 558
AED 624 total
includes taxes & fees
29 Mar - 30 Mar

East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.6 out of 10, Exceptional, (38 reviews)
The price is AED 452
AED 505 total
includes taxes & fees
29 Mar - 30 Mar

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, (845 reviews)
The price is AED 443
AED 567 total
includes taxes & fees
9 Mar - 10 Mar

Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.8 out of 10, Exceptional, (21 reviews)
The price is AED 511
AED 570 total
includes taxes & fees
8 Mar - 9 Mar

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel8.6 km from Chesterwood
9.2 out of 10, Wonderful, (1,001 reviews)
The price is AED 359
AED 401 total
includes taxes & fees
22 Mar - 23 Mar

Inn at Kenmore Hall
Inn at Kenmore Hall12.1 km from Chesterwood
10.0 out of 10, Exceptional, (27 reviews)
The price is AED 1,561
AED 1,712 total
includes taxes & fees
20 Mar - 21 Mar

The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (554 reviews)
The price is AED 404
AED 451 total
includes taxes & fees
3 Mar - 4 Mar

Prospect Berkshires
Prospect Berkshires12.8 km from Chesterwood
9.6 out of 10, Exceptional, (20 reviews)
The price is AED 698
AED 903 total
includes taxes & fees
9 Mar - 10 Mar

Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (824 reviews)

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, (742 reviews)
The price is AED 393
AED 439 total
includes taxes & fees
5 Mar - 6 Mar

Hampton Terrace Inn
Hampton Terrace Inn9.8 km from Chesterwood
9.0 out of 10, Wonderful, (43 reviews)
The price is AED 804
AED 898 total
includes taxes & fees
3 Mar - 4 Mar

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires12.1 km from Chesterwood
9.2 out of 10, Wonderful, (601 reviews)
The price is AED 511
AED 570 total
includes taxes & fees
8 Mar - 9 Mar

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.0 out of 10, Wonderful, (1,001 reviews)
The price is AED 490
AED 564 total
includes taxes & fees
3 Mar - 4 Mar

Inn at Silver Maple Farm
Inn at Silver Maple Farm17.5 km from Chesterwood
9.8 out of 10, Exceptional, (101 reviews)
The price is AED 437
AED 490 total
includes taxes & fees
24 Mar - 25 Mar
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 | ||||||
![]() Granville House | 10.0 Exceptional 97 reviews | View | ||||||
![]() Devonfield Inn B&B | 10.0 Exceptional 136 reviews | View | ||||||
![]() Chambery Inn | 9.6 Exceptional 376 reviews | View | ||||||
![]() The Red Lion Inn | 8.8 Excellent 1,000 reviews | View |
Top Chesterwood Hotel Reviews

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