Hotels near Chesterwood
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Our top choices for Chesterwood hotels
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, (899 reviews)
"Family friendly resort with amenities the whole family can enjoy!"
Justina
The price is P7,151
P9,191 total
includes taxes & fees
May 26 - May 27
Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (856 reviews)
"Very clean and cozy in a great location! "
Lidia
The price is P4,434
P4,953 total
includes taxes & fees
May 27 - May 28
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (561 reviews)
"Avoid this place."
Carole
The price is P5,851
P6,536 total
includes taxes & fees
Jun 11 - Jun 12
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 P19,647
P21,946 total
includes taxes & fees
May 25 - May 26
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 P10,531
P11,763 total
includes taxes & fees
May 24 - May 25
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 P4,619
P5,160 total
includes taxes & fees
May 25 - May 26
Quality Inn Great Barrington
Quality Inn Great Barrington10.3 km from Chesterwood
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
Braynd
The price is P5,207
P5,817 total
includes taxes & fees
May 26 - May 27
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 P7,637
P8,531 total
includes taxes & fees
Jun 1 - Jun 2
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 P3,880
P4,257 total
includes taxes & fees
May 26 - May 27
East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.4 out of 10, Exceptional, (45 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 P9,045
P10,104 total
includes taxes & fees
Jun 7 - Jun 8
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, (1,004 reviews)
"Clean rooms and lovely view"
Laraib
The price is P7,606
P8,496 total
includes taxes & fees
May 25 - May 26
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, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is P10,418
P11,637 total
includes taxes & fees
May 27 - May 28
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington7.4 km from Chesterwood
6.4 out of 10, (663 reviews)
"Good to stay. "
Ibinabo
The price is P4,659
P5,204 total
includes taxes & fees
Jun 9 - Jun 10
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 P11,296
P13,109 total
includes taxes & fees
Jun 2 - Jun 3
The Yankee Inn
The Yankee Inn14.9 km from Chesterwood
9.2 out of 10, Wonderful, (1,002 reviews)
"Breakfast ok, coffee good, staff great"
Peter
The price is P6,713
P7,499 total
includes taxes & fees
May 30 - May 31
Sunset Inn
Sunset Inn9.1 km from Chesterwood
7.6 out of 10, Good, (413 reviews)
"Nice place for a stay"
Jay
The price is P6,775
P7,568 total
includes taxes & fees
May 26 - May 27
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,002 reviews)
"Great location "
Edith
The price is P6,753
P7,543 total
includes taxes & fees
Jun 16 - Jun 17
Berkshire Travel Lodge
Berkshire Travel Lodge9.7 km from Chesterwood
5.4 out of 10, (467 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
Stacy
The price is P4,046
P4,532 total
includes taxes & fees
May 24 - May 25
Element by Marriott Lenox Berkshires
Element by Marriott Lenox Berkshires12.5 km from Chesterwood
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
Izabela
The price is P9,793
P10,939 total
includes taxes & fees
May 28 - May 29
Berkshire Mountain Lodge
Berkshire Mountain Lodge15.9 km from Chesterwood
9.0 out of 10, Wonderful, (944 reviews)
"Really clean, great staff. Pool & hot tub A+"
Daniel
The price is P5,403
P7,411 total
includes taxes & fees
May 26 - May 27
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 Little Lion | 8.6 Excellent 561 reviews | View | ||||||
 Devonfield Inn B&B | 10.0 Exceptional 138 reviews | View | ||||||
 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.2 Wonderful 899 reviews | View | ||||||
 Chambery Inn | 9.6 Exceptional 376 reviews | View | ||||||
 Monument Mountain Motel | 9.0 Wonderful 856 reviews | View |
Top Chesterwood Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
