Find hotels near Chesterwood, South Lee from ₩101,728
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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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
The price is ₩455,527
₩551,068 total
includes taxes & fees
May 26 - May 27
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,010 reviews)
"a delightful inn centrally located in charming Stockbridge"
molly
The price is ₩230,509
₩323,245 total
includes taxes & fees
May 18 - May 19
Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (453 reviews)
"Everything was excellent"
Barbara
The price is ₩163,388
₩179,236 total
includes taxes & fees
May 14 - May 15
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
9.2 out of 10, Wonderful, (894 reviews)
"Great place for a family vacation. Lots of activities for kids and peaceful location in the Berkshires. "
Khary
The price is ₩188,116
₩238,902 total
includes taxes & fees
May 25 - May 26
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area.
"
SUSAN
The price is ₩139,836
₩156,197 total
includes taxes & fees
Jun 11 - Jun 12
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, (764 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
Berdest
The price is ₩182,523
₩203,881 total
includes taxes & fees
May 27 - May 28
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, (1,010 reviews)
"Nice location. Can rent their pontoon boat."
Paul
The price is ₩184,048
₩205,582 total
includes taxes & fees
May 20 - May 21
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (851 reviews)
"Very clean and cozy in a great location! "
Lidia
The price is ₩100,682
₩112,458 total
includes taxes & fees
May 19 - May 20
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 ₩392,597
₩460,464 total
includes taxes & fees
May 21 - May 22
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, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is ₩261,494
₩292,089 total
includes taxes & fees
May 19 - May 20
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 ₩251,690
₩281,144 total
includes taxes & fees
Jun 11 - Jun 12
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 ₩395,957
₩442,280 total
includes taxes & fees
May 18 - May 19
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 room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
Heather
The price is ₩110,397
₩123,314 total
includes taxes & fees
May 14 - May 15
Quality Inn Great Barrington
Quality Inn Great Barrington10.3 km from Chesterwood
8.4 out of 10, Very Good, (1,000 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
Braynd
The price is ₩124,454
₩139,012 total
includes taxes & fees
May 18 - May 19
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,003 reviews)
"Rooms need an update badly."
john
The price is ₩92,733
₩101,728 total
includes taxes & fees
May 26 - May 27
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,000 reviews)
"enjoy your vacation"
lev
The price is ₩212,669
₩244,677 total
includes taxes & fees
May 14 - May 15
The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (299 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
Elaine
The price is ₩168,981
₩188,752 total
includes taxes & fees
May 17 - May 18
Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (940 reviews)
"Great stay!"
Aditya
The price is ₩160,266
₩179,017 total
includes taxes & fees
May 19 - May 20
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 ₩245,817
₩274,577 total
includes taxes & fees
May 25 - May 26
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
Laura
The price is ₩218,851
₩244,456 total
includes taxes & fees
May 17 - May 18
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 111 reviews | View | ||||||
 The Red Lion Inn | 8.8 Excellent 1,010 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 453 reviews | View | ||||||
 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 894 reviews | View | ||||||
 The Little Lion | 8.6 Excellent 559 reviews | View |
Top Chesterwood Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
