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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 SAR 1,162
SAR 1,406 total
includes taxes & fees
19 Apr - 20 Apr
The Inn at Stockbridge
The Inn at Stockbridge5.2 km from Chesterwood
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
Steven
The price is SAR 851
SAR 999 total
includes taxes & fees
24 Apr - 25 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 SAR 1,123
SAR 1,254 total
includes taxes & fees
3 May - 4 May
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 SAR 377
SAR 413 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 SAR 642
SAR 717 total
includes taxes & fees
5 Apr - 6 Apr
Lakehouse Inn
Lakehouse Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (297 reviews)
"Friendly staff, great location, beautiful views, cozy room."
Elizabeth
The price is SAR 563
SAR 661 total
includes taxes & fees
17 Apr - 18 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 SAR 504
SAR 730 total
includes taxes & fees
14 Apr - 15 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 SAR 2,159
SAR 2,368 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, (776 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is SAR 571
SAR 637 total
includes taxes & fees
8 Apr - 9 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 SAR 651
SAR 746 total
includes taxes & fees
25 Apr - 26 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 SAR 453
SAR 579 total
includes taxes & fees
7 Apr - 8 Apr
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, (1,002 reviews)
"Room was spotless, staff was very kind!"
Ilia
The price is SAR 389
SAR 435 total
includes taxes & fees
28 Apr - 29 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 SAR 462
SAR 516 total
includes taxes & fees
19 Apr - 20 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 SAR 413
SAR 461 total
includes taxes & fees
13 Apr - 14 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 SAR 537
SAR 600 total
includes taxes & fees
12 Apr - 13 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 SAR 225
SAR 251 total
includes taxes & fees
6 Apr - 7 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 SAR 432
SAR 482 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 SAR 822
SAR 918 total
includes taxes & fees
19 Apr - 20 Apr
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires12.1 km from Chesterwood
9.2 out of 10, Wonderful, (613 reviews)
"Clean room, friendly and helpful staff. "
Jennifer
The price is SAR 552
SAR 617 total
includes taxes & fees
21 Apr - 22 Apr
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)
"Beautiful Inn, hosts are most welcome and the breakfast was perfect. Heading back for certain!"
Karen
The price is SAR 495
SAR 570 total
includes taxes & fees
19 Apr - 20 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 Inn at Stockbridge | 9.8 Exceptional 99 reviews | View | ||||||
 Devonfield Inn B&B | 10.0 Exceptional 137 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 446 reviews | View | ||||||
 Chambery Inn | 9.6 Exceptional 376 reviews | View |
Top Chesterwood Hotel Reviews
Family Ski Getaway in the Berkshires
10/10 Excellent
Hotels near other Chesterwood attractions
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