Top Hotels Near Chesterwood in South Lee from AU$107
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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 AU$556
includes taxes & fees
14 June - 15 June
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,001 reviews)
"a delightful inn centrally located in charming Stockbridge"
molly
The price is AU$319
includes taxes & fees
9 June - 10 June
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
Mia
The price is AU$154
includes taxes & fees
3 June - 4 June
Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (457 reviews)
"Wonderful place to stay!"
Mervin
The price is AU$209
includes taxes & fees
2 June - 3 June
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, (904 reviews)
"Wonderful stay for families."
Kimberly
The price is AU$222
includes taxes & fees
9 June - 10 June
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (859 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
Mark
The price is AU$120
includes taxes & fees
7 June - 8 June
Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
Nicole
The price is AU$311
includes taxes & fees
2 June - 3 June
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, (767 reviews)
"Above average hotel breakfast. Very clean hotel."
Helen
The price is AU$211
includes taxes & fees
9 June - 10 June
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, (1,001 reviews)
"Clean rooms and lovely view"
Laraib
The price is AU$195
includes taxes & fees
4 June - 5 June
Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (377 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 AU$266
includes taxes & fees
7 June - 8 June
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,002 reviews)
"It was a clean, friendly hotel."
Cheri
The price is AU$176
includes taxes & fees
3 June - 4 June
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (581 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 AU$123
includes taxes & fees
2 June - 3 June
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, (782 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is AU$303
includes taxes & fees
7 June - 8 June
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 AU$512
includes taxes & fees
3 June - 4 June
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 AU$107
includes taxes & fees
9 June - 10 June
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (47 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 AU$206
includes taxes & fees
15 June - 16 June
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place, nice amenities and convenient location, highly recommended."
Arthur
The price is AU$242
includes taxes & fees
9 June - 10 June
The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (302 reviews)
"A beautiful old inn in the heart of a lovely old town."
Linda
The price is AU$178
includes taxes & fees
8 June - 9 June
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington7.4 km from Chesterwood
6.4 out of 10, (664 reviews)
"Decent place.friendly, quiet"
William
The price is AU$111
includes taxes & fees
7 June - 8 June
Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (966 reviews)
"Friendly good location"
Vivian
The price is AU$167
includes taxes & fees
2 June - 3 June
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 1,001 reviews | View | ||||||
 The Little Lion | 8.6 Excellent 562 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 457 reviews | View | ||||||
 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 904 reviews | View |
Top Chesterwood Hotel Reviews
The Red Lion Inn
10/10 Excellent
