Search Hotels Near Chesterwood, South Lee
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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
The price is Rp5.326.288
Rp6.443.421 total
includes taxes & fees
12 May - 13 May
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,001 reviews)
"Breakfast was awesome, I recommend the Cinnamon French Toast."
Walter
The price is Rp2.695.243
Rp3.779.708 total
includes taxes & fees
4 May - 5 May
Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
Patrick
The price is Rp1.879.487
Rp2.061.797 total
includes taxes & fees
5 May - 6 May
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (556 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 Rp1.893.210
Rp2.114.716 total
includes taxes & fees
11 May - 12 May
Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (100 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 Rp3.442.200
Rp3.844.937 total
includes taxes & fees
3 May - 4 May
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, (886 reviews)
"Great place for a family vacation. Lots of activities for kids and peaceful location in the Berkshires. "
Khary
The price is Rp2.203.655
Rp2.798.584 total
includes taxes & fees
3 May - 4 May
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, (758 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 Rp1.913.973
Rp2.137.960 total
includes taxes & fees
6 May - 7 May
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, (778 reviews)
"Staff made our stay enjoyable. Very friendly and extremely helpful. Wanted to check in earlier then normal. They were very helpful. Breakfast was normal chain breakfast. Very quiet hotel."
Graham
The price is Rp2.620.936
Rp2.927.585 total
includes taxes & fees
5 May - 6 May
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, (1,000 reviews)
"Beautiful place- beautiful views "
Yanis
The price is Rp2.029.521
Rp2.266.974 total
includes taxes & fees
18 May - 19 May
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (845 reviews)
"Very clean and cozy in a great location! "
Lidia
The price is Rp1.179.421
Rp1.317.365 total
includes taxes & fees
4 May - 5 May
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 Rp4.523.051
Rp5.304.947 total
includes taxes & fees
4 May - 5 May
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 Rp4.465.937
Rp4.988.400 total
includes taxes & fees
30 Apr - 1 May
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 Rp2.942.926
Rp3.287.248 total
includes taxes & fees
17 May - 18 May
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (577 reviews)
"Clean"
Brian
The price is Rp1.290.825
Rp1.441.938 total
includes taxes & fees
7 May - 8 May
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)
"Delicious breakfast and beautiful room!"
Laarni
The price is Rp2.293.882
Rp2.639.133 total
includes taxes & fees
13 May - 14 May
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,001 reviews)
"Great location "
Edith
The price is Rp1.890.695
Rp2.111.907 total
includes taxes & fees
25 May - 26 May
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
Wayne
The price is Rp1.223.702
Rp1.342.401 total
includes taxes & fees
7 May - 8 May
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 Rp2.430.229
Rp2.714.565 total
includes taxes & fees
15 May - 16 May
Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (920 reviews)
"Such a cool and affordable place to stay in the Berkshires. Great lobby/bar with a good restaurant."
Kathy
The price is Rp1.548.990
Rp1.730.222 total
includes taxes & fees
12 May - 13 May
The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (293 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 Rp2.385.100
Rp2.664.158 total
includes taxes & fees
6 May - 7 May
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 | ||||||
 Shaker Mill Inn | 9.6 Exceptional 447 reviews | View | ||||||
 The Little Lion | 8.6 Excellent 556 reviews | View | ||||||
 Granville House | 10.0 Exceptional 100 reviews | View |
Top Chesterwood Hotel Reviews
The Red Lion Inn
10/10 Excellent
