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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)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
The price is AED 1,137
AED 1,375 total
includes taxes & fees
19 Apr - 20 Apr
Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (97 reviews)
"Very cosy and friendly "
Dominic
The price is AED 639
AED 714 total
includes taxes & fees
7 Apr - 8 Apr
Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
Christopher
The price is AED 1,208
AED 1,350 total
includes taxes & fees
14 Apr - 15 Apr
Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
Mark
The price is AED 372
AED 408 total
includes taxes & fees
9 Apr - 10 Apr
Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
robert
The price is AED 628
AED 702 total
includes taxes & fees
7 Apr - 8 Apr
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,001 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
Gary
The price is AED 493
AED 714 total
includes taxes & fees
12 Apr - 13 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, (776 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is AED 558
AED 624 total
includes taxes & fees
20 Apr - 21 Apr
Brook Farm Inn
Brook Farm Inn9.1 km from Chesterwood
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
Christopher
The price is AED 637
AED 730 total
includes taxes & fees
24 Apr - 25 Apr
The Berkshire Mountain Inn
The Berkshire Mountain Inn10.9 km from Chesterwood
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
Robert
The price is AED 735
AED 821 total
includes taxes & fees
8 Apr - 9 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, (861 reviews)
"Great place to enjoy with the whole family!!!"
Elizabeth
The price is AED 443
AED 567 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Kenmore Hall
Inn at Kenmore Hall12.1 km from Chesterwood
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Margaret
The price is AED 2,112
AED 2,317 total
includes taxes & fees
7 Apr - 8 Apr
Prospect Berkshires
Prospect Berkshires12.8 km from Chesterwood
9.8 out of 10, Exceptional, (23 reviews)
"Excellent local stay - would recommend to all"
Gentian
The price is AED 1,157
AED 1,415 total
includes taxes & fees
13 Apr - 14 Apr
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (43 reviews)
"The room was clean and comfortable wi will back next year:) "
Nadya
The price is AED 452
AED 505 total
includes taxes & fees
20 Apr - 21 Apr
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
Kathleen
The price is AED 404
AED 451 total
includes taxes & fees
8 Apr - 9 Apr
Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
Izabela
The price is AED 525
AED 587 total
includes taxes & fees
12 Apr - 13 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, (1,003 reviews)
"Room was spotless, staff was very kind!"
Ilia
The price is AED 381
AED 425 total
includes taxes & fees
27 Apr - 28 Apr
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (838 reviews)
"Nice place and very reasonable for great location "
Raymond
The price is AED 220
AED 246 total
includes taxes & fees
9 Apr - 10 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)
"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"
Brigid
The price is AED 422
AED 472 total
includes taxes & fees
20 Apr - 21 Apr
Hampton Terrace Inn
Hampton Terrace Inn9.8 km from Chesterwood
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
Kathleen
The price is AED 804
AED 898 total
includes taxes & fees
7 Apr - 8 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 | ||||||
 Granville House | 10.0 Exceptional 97 reviews | View | ||||||
 Devonfield Inn B&B | 10.0 Exceptional 137 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 446 reviews | View | ||||||
 33 Main | 10.0 Exceptional 74 reviews | View |
Top Chesterwood Hotel Reviews
The Red Lion Inn
10/10 Excellent
Hotels near other Chesterwood attractions
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