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$476
includes taxes & fees
21 Feb - 22 Feb
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,002 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
Gary
The price is S$269
includes taxes & fees
3 Mar - 4 Mar
Shaker Mill Inn
Shaker Mill Inn5.8 km from Chesterwood
9.6 out of 10, Exceptional, (445 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
Carin
The price is S$160
includes taxes & fees
10 Feb - 11 Feb
Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (93 reviews)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
Jennifer
The price is S$247
includes taxes & fees
9 Feb - 10 Feb
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 S$356
includes taxes & fees
22 Feb - 23 Feb
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, (832 reviews)
"Great overnights stay, wish I was here longer "
Thomas
The price is S$174
includes taxes & fees
1 Mar - 2 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, (731 reviews)
"Great property, very accommodating. "
Shanice
The price is S$152
includes taxes & fees
22 Feb - 23 Feb
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, (766 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
Dinh
The price is S$214
includes taxes & fees
12 Feb - 13 Feb
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (553 reviews)
"Great friendly staff"
Pablo
The price is S$156
includes taxes & fees
9 Feb - 10 Feb
Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (135 reviews)
"The inn has an excellent location and amenities."
Christopher
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, (1,002 reviews)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is S$139
includes taxes & fees
1 Mar - 2 Mar
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (819 reviews)
"The room was clean, and the staff was friendly and helpful. "
Damien
Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (374 reviews)
"Amazing customer service! Location was very good to explore the area."
Sophia
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,000 reviews)
"Safe, clean rooms, decent breakfast "
Neil
The price is S$120
includes taxes & fees
22 Feb - 23 Feb
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
Abdul Samad
The price is S$107
includes taxes & fees
9 Feb - 10 Feb
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,001 reviews)
"Priced very reasonably and the room was clean and comfy!"
Wayne
The price is S$82
includes taxes & fees
10 Feb - 11 Feb
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.6 out of 10, Exceptional, (37 reviews)
"The room was clean and comfortable wi will back next year:) "
Nadya
The price is S$173
includes taxes & fees
22 Feb - 23 Feb
Brook Farm Inn
Brook Farm Inn9.1 km from Chesterwood
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
Christopher
Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.8 out of 10, Exceptional, (18 reviews)
"Spotless rooms and the friendliest service at the front desk! "
Mary
The price is S$197
includes taxes & fees
22 Feb - 23 Feb
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 1,002 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 445 reviews | View | ||||||
 Granville House | 10.0 Exceptional 93 reviews | View | ||||||
 The Inn at Stockbridge | 9.8 Exceptional 99 reviews | View |
Top Chesterwood Hotel Reviews
The Little Lion
10/10 Excellent
