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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
The price is RM1,305
RM1,579 total
includes taxes & fees
21 Jun - 22 Jun
The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,002 reviews)
"a delightful inn centrally located in charming Stockbridge"
molly
The price is RM672
RM928 total
includes taxes & fees
4 Jun - 5 Jun
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, (902 reviews)
"Wonderful stay for families."
Kimberly
The price is RM461
RM592 total
includes taxes & fees
1 Jun - 2 Jun
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 RM520
RM570 total
includes taxes & fees
28 May - 29 May
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (562 reviews)
"Avoid this place."
Carole
The price is RM377
RM421 total
includes taxes & fees
11 Jun - 12 Jun
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (857 reviews)
"Very clean and cozy in a great location! "
Lidia
The price is RM271
RM303 total
includes taxes & fees
28 May - 29 May
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)
"Clean rooms and lovely view"
Laraib
The price is RM501
RM560 total
includes taxes & fees
1 Jun - 2 Jun
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, (766 reviews)
"Above average hotel breakfast. Very clean hotel."
Helen
The price is RM538
RM601 total
includes taxes & fees
9 Jun - 10 Jun
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 RM794
RM887 total
includes taxes & fees
1 Jun - 2 Jun
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, (781 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is RM702
RM784 total
includes taxes & fees
1 Jun - 2 Jun
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 RM1,301
RM1,453 total
includes taxes & fees
28 May - 29 May
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,005 reviews)
"Great location "
Edith
The price is RM449
RM501 total
includes taxes & fees
31 May - 1 Jun
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (580 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 RM298
RM332 total
includes taxes & fees
28 May - 29 May
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 RM676
RM755 total
includes taxes & fees
28 May - 29 May
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 RM249
RM273 total
includes taxes & fees
28 May - 29 May
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
The price is RM725
RM841 total
includes taxes & fees
3 Jun - 4 Jun
The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (301 reviews)
"A beautiful old inn in the heart of a lovely old town."
Linda
The price is RM454
RM507 total
includes taxes & fees
28 May - 29 May
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (46 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 RM581
RM648 total
includes taxes & fees
15 Jun - 16 Jun
Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (961 reviews)
"Great stay!"
Aditya
The price is RM426
RM476 total
includes taxes & fees
2 Jun - 3 Jun
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington7.4 km from Chesterwood
6.4 out of 10, (664 reviews)
"Good to stay. "
Ibinabo
The price is RM281
RM314 total
includes taxes & fees
3 Jun - 4 Jun
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 1,002 reviews | View | ||||||
 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 902 reviews | View | ||||||
 Shaker Mill Inn | 9.6 Exceptional 457 reviews | View | ||||||
 The Little Lion | 8.6 Excellent 562 reviews | View |
Top Chesterwood Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
