Find hotels near Chesterwood, South Lee from ₩123,844
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
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, (112 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
The price is ₩505,068
₩610,985 total
includes taxes & fees
Jul 21 - Jul 22
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,005 reviews)
"Clean room and breakfast"
Raphael
The price is ₩270,622
₩370,676 total
includes taxes & fees
Jul 22 - Jul 23
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (579 reviews)
"Such a peaceful and easy stay!"
Mia
The price is ₩171,435
₩191,493 total
includes taxes & fees
Jul 13 - Jul 14
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, (927 reviews)
"Wonderful stay for families."
Kimberly
The price is ₩253,479
₩313,060 total
includes taxes & fees
Jul 16 - Jul 17
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, (792 reviews)
"Dawn was super helpful in getting us checked in."
Kristen
The price is ₩323,966
₩361,870 total
includes taxes & fees
Jul 14 - Jul 15
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, (785 reviews)
"very responsive staff excellent check in and check out"
Kathleen
The price is ₩252,561
₩282,118 total
includes taxes & fees
Jul 27 - Jul 28
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (876 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens)
Loved the place."
Yekaterina
The price is ₩170,028
₩189,930 total
includes taxes & fees
Jul 14 - Jul 15
The Inn at Stockbridge
The Inn at Stockbridge5.2 km from Chesterwood
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
Stephen
The price is ₩585,940
₩687,225 total
includes taxes & fees
Jul 20 - Jul 21
Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
Mervin
The price is ₩273,820
₩300,380 total
includes taxes & fees
Jul 8 - Jul 9
Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
Francis
The price is ₩671,547
₩750,113 total
includes taxes & fees
Jul 14 - Jul 15
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,006 reviews)
"It was a clean, friendly hotel."
Cheri
The price is ₩218,903
₩244,515 total
includes taxes & fees
Jul 22 - Jul 23
Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (380 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 ₩413,011
₩461,333 total
includes taxes & fees
Jul 14 - Jul 15
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (49 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 ₩237,214
₩264,968 total
includes taxes & fees
Jul 22 - Jul 23
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place, nice amenities and convenient location, highly recommended."
Arthur
The price is ₩331,203
₩381,053 total
includes taxes & fees
Jul 12 - Jul 13
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,001 reviews)
"The property is in terrible condition."
Olga V
The price is ₩112,893
₩123,844 total
includes taxes & fees
Jul 8 - Jul 9
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.4 out of 10, Good, (591 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 ₩151,442
₩169,161 total
includes taxes & fees
Jul 8 - Jul 9
Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (1,005 reviews)
"Great lobby and dining room atmosphere!"
Carin
The price is ₩285,259
₩318,635 total
includes taxes & fees
Jul 30 - Jul 31
The Yankee Inn
The Yankee Inn14.9 km from Chesterwood
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Mark
The price is ₩194,701
₩217,477 total
includes taxes & fees
Jul 8 - Jul 9
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington7.4 km from Chesterwood
6.4 out of 10, (674 reviews)
"Decent place.friendly, quiet"
William
The price is ₩128,726
₩143,787 total
includes taxes & fees
Aug 3 - Aug 4
Element by Marriott Lenox Berkshires
Element by Marriott Lenox Berkshires12.5 km from Chesterwood
9.8 out of 10, Exceptional, (28 reviews)
"Friendly staff, beautiful interiors."
Izabela
The price is ₩350,306
₩391,291 total
includes taxes & fees
Jul 27 - Jul 28
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 112 reviews | View | ||||||
 The Red Lion Inn | 8.8 Excellent 1,005 reviews | View | ||||||
 The Little Lion | 8.6 Excellent 579 reviews | View | ||||||
 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 927 reviews | View | ||||||
 Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires | 9.4 Exceptional 792 reviews | View |
Top Chesterwood Hotel Reviews
The Little Lion
8/10 Good
