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, (112 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
The price is P20,282
P24,535 total
includes taxes & fees
Jul 20 - Jul 21
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 P10,860
P14,876 total
includes taxes & fees
Jul 22 - Jul 23
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (578 reviews)
"Such a peaceful and easy stay!"
Mia
The price is P6,880
P7,685 total
includes taxes & fees
Jul 8 - Jul 9
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 P10,996
P12,062 total
includes taxes & fees
Jul 7 - Jul 8
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 P10,172
P12,564 total
includes taxes & fees
Jul 16 - Jul 17
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, (784 reviews)
"very responsive staff excellent check in and check out"
Kathleen
The price is P10,136
P11,322 total
includes taxes & fees
Jul 27 - Jul 28
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 P12,479
P13,939 total
includes taxes & fees
Jul 19 - Jul 20
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 P23,515
P27,579 total
includes taxes & fees
Jul 20 - Jul 21
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 P6,828
P7,627 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,005 reviews)
"It was a clean, friendly hotel."
Cheri
The price is P8,302
P9,273 total
includes taxes & fees
Jul 30 - Jul 31
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 P26,967
P30,122 total
includes taxes & fees
Jul 13 - Jul 14
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 P16,585
P18,525 total
includes taxes & fees
Aug 5 - Aug 6
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 P4,533
P4,973 total
includes taxes & fees
Jul 7 - Jul 8
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 P7,953
P9,150 total
includes taxes & fees
Jul 7 - Jul 8
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 P9,541
P10,657 total
includes taxes & fees
Aug 3 - Aug 4
The Whitlock
The Whitlock9.8 km from Chesterwood
8.4 out of 10, Very Good, (322 reviews)
"A beautiful old inn in the heart of a lovely old town."
Linda
The price is P9,520
P10,634 total
includes taxes & fees
Jul 12 - Jul 13
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 P6,081
P6,793 total
includes taxes & fees
Jul 7 - Jul 8
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 P11,455
P12,795 total
includes taxes & fees
Jul 27 - Jul 28
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 P12,470
P13,929 total
includes taxes & fees
Jul 19 - Jul 20
Quality Inn Great Barrington
Quality Inn Great Barrington10.3 km from Chesterwood
8.6 out of 10, Excellent, (1,009 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
Braynd
The price is P6,213
P6,940 total
includes taxes & fees
Aug 3 - Aug 4
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 578 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 462 reviews | View | ||||||
 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 927 reviews | View |
Top Chesterwood Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
8/10 Good
