Hotels near Chesterwood
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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 S$477
includes taxes & fees
7 Apr - 8 Apr
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
Gary
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 S$140
includes taxes & fees
29 Mar - 30 Mar
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, (750 reviews)
"Simple and clean hotel"
Vitor
The price is S$152
includes taxes & fees
30 Mar - 31 Mar
Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (97 reviews)
"Everything about Granville House is delightful.
The owners have paid attention to every detail, from the decor and the way the rooms are appointed to the comfortable bed and the delicious hot breakfast."
Ann
The price is S$248
includes taxes & fees
26 Mar - 27 Mar
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, (856 reviews)
"Room was awesome and very clean "
Ryanashley
The price is S$185
includes taxes & fees
28 Mar - 29 Mar
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 S$157
includes taxes & fees
29 Mar - 30 Mar
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, (1,000 reviews)
"Room was spotless, staff was very kind!"
Ilia
The price is S$137
includes taxes & fees
6 Apr - 7 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, (775 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is S$216
includes taxes & fees
29 Mar - 30 Mar
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (834 reviews)
"Nice place and very reasonable for great location "
Raymond
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,000 reviews)
"Cleanliness, staff courtesy, breakfast."
Chris
The price is S$120
includes taxes & fees
7 Apr - 8 Apr
Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (376 reviews)
"Amazing customer service! Location was very good to explore the area."
Sophia
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 S$468
includes taxes & fees
26 Mar - 27 Mar
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (574 reviews)
"Excellent location!!"
Abdul Samad
The price is S$107
includes taxes & fees
27 Mar - 28 Mar
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (40 reviews)
"The room was clean and comfortable wi will back next year:) "
Nadya
The price is S$166
includes taxes & fees
7 Apr - 8 Apr
Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.6 out of 10, Exceptional, (24 reviews)
"Friendly staff, beautiful interiors."
Izabela
The price is S$198
includes taxes & fees
2 Apr - 3 Apr
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful Inn, hosts are most welcome and the breakfast was perfect. Heading back for certain!"
Karen
The price is S$177
includes taxes & fees
26 Mar - 27 Mar
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 S$82
includes taxes & fees
29 Mar - 30 Mar
Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (880 reviews)
"Beautiful little quaint hotel. I will definitely be returning"
Erin
The price is S$99
includes taxes & fees
2 Apr - 3 Apr
The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (292 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 S$183
includes taxes & fees
26 Mar - 27 Mar
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 Red Lion Inn | 8.8 Excellent 1,000 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 446 reviews | View | ||||||
 Holiday Inn Express Hotel & Suites Great Barrington by IHG | 8.8 Excellent 750 reviews | View | ||||||
 Granville House | 10.0 Exceptional 97 reviews | View |
Top Chesterwood Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
