
Find hotels near Chesterwood, South Lee from AED 281
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Our top choices for Chesterwood hotels

The Inn at Stockbridge
The Inn at Stockbridge5.2 km from Chesterwood
9.8 out of 10, Exceptional, (99 reviews)
The price is AED 965
AED 1,132 total
includes taxes & fees
25 May - 26 May

Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (376 reviews)
The price is AED 628
AED 702 total
includes taxes & fees
10 May - 11 May

Inn at Kenmore Hall
Inn at Kenmore Hall12.1 km from Chesterwood
10.0 out of 10, Exceptional, (28 reviews)
The price is AED 1,561
AED 1,713 total
includes taxes & fees
10 May - 11 May

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, (779 reviews)
The price is AED 653
AED 729 total
includes taxes & fees
20 May - 21 May

Prospect Berkshires
Prospect Berkshires12.8 km from Chesterwood
9.8 out of 10, Exceptional, (25 reviews)
The price is AED 1,463
AED 1,758 total
includes taxes & fees
17 May - 18 May

Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.6 out of 10, Exceptional, (25 reviews)
The price is AED 613
AED 685 total
includes taxes & fees
20 May - 21 May

Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (849 reviews)
The price is AED 251
AED 281 total
includes taxes & fees
28 May - 29 May

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,002 reviews)
The price is AED 509
AED 586 total
includes taxes & fees
14 May - 15 May

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, (760 reviews)
The price is AED 455
AED 509 total
includes taxes & fees
27 May - 28 May

Little Cat Lodge
Little Cat Lodge16.3 km from Chesterwood
9.6 out of 10, Exceptional, (77 reviews)
The price is AED 559
AED 626 total
includes taxes & fees
11 May - 12 May

The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (295 reviews)
The price is AED 422
AED 471 total
includes taxes & fees
12 May - 13 May

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox14.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,008 reviews)
The price is AED 504
AED 562 total
includes taxes & fees
17 May - 18 May

The Yankee Inn
The Yankee Inn14.9 km from Chesterwood
9.2 out of 10, Wonderful, (1,005 reviews)
The price is AED 364
AED 406 total
includes taxes & fees
14 May - 15 May

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,004 reviews)
The price is AED 404
AED 451 total
includes taxes & fees
19 May - 20 May

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (578 reviews)
The price is AED 275
AED 308 total
includes taxes & fees
10 May - 11 May

Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast10.4 km from Chesterwood
8.0 out of 10, Very Good, (501 reviews)
The price is AED 939
AED 1,049 total
includes taxes & fees
24 May - 25 May

Sunset Inn
Sunset Inn9.1 km from Chesterwood
7.6 out of 10, Good, (412 reviews)
The price is AED 388
AED 433 total
includes taxes & fees
26 May - 27 May

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites16.9 km from Chesterwood
8.6 out of 10, Excellent, (1,001 reviews)
The price is AED 404
AED 451 total
includes taxes & fees
14 May - 15 May

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG15.5 km from Chesterwood
9.2 out of 10, Wonderful, (92 reviews)
The price is AED 433
AED 484 total
includes taxes & fees
17 May - 18 May

The Central Downtown Inn & Suites
The Central Downtown Inn & Suites19.6 km from Chesterwood
8.6 out of 10, Excellent, (363 reviews)
The price is AED 389
AED 435 total
includes taxes & fees
31 May - 1 Jun
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 Inn at Stockbridge | 9.8 Exceptional 99 reviews | View | ||||||
![]() Chambery Inn | 9.6 Exceptional 376 reviews | View | ||||||
![]() Inn at Kenmore Hall | 10.0 Exceptional 28 reviews | View | ||||||
![]() Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires | 9.4 Exceptional 779 reviews | View | ||||||
![]() Prospect Berkshires | 9.8 Exceptional 25 reviews | View |
Top Chesterwood Hotel Reviews

The Red Lion Inn
10/10 Excellent
Hotels near other Chesterwood attractions
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