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Chesterwood Hotels




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In and around Chesterwood

Stockbridge

33 Hotels

2.8 km
Housatonic

37 Hotels

2.9 km
West Stockbridge

38 Hotels

3.8 km
South Lee

41 Hotels

7.3 km
Alford

39 Hotels

7.4 km
More…
Stockbridge

33 Hotels

2.8 km
Housatonic

37 Hotels

2.9 km
West Stockbridge

38 Hotels

3.8 km
South Lee

41 Hotels

7.3 km
Alford

39 Hotels

7.4 km
Lee

32 Hotels

8.8 km
Austerlitz

42 Hotels

9.2 km
Lenox

35 Hotels

9.8 km
Great Barrington

32 Hotels

11.1 km
Richmond

27 Hotels

11.3 km
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Popular Hotels near Chesterwood

More hotels near Chesterwood
26 Glendale Road RR 183, Stockbridge, Massachusetts 01262, US

Property Location With a stay at Stockbridge Country Inn in Stockbridge, you'll be minutes from Chesterwood and Norman Rockwell Museum. This 4.5-star bed... Read more…

  • 145 reviews
  • 0.7 km
From US$ 156
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14 Prospect Hill Road, Stockbridge, Massachusetts 01262, US

Property Location Located in Stockbridge, The Cottage B&B is minutes from Naumkeag and National Shrine of the Divine Mercy. This bed & breakfast is within... Read more…

  • 47 reviews
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From US$ 99
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30 Main Street, Stockbridge, Massachusetts 01262, US

Property Location Located in Stockbridge, The Red Lion Inn is in the historical district and minutes from Schantz Galleries and Mission House. This... Read more…

  • 1101 reviews
  • 3.3 km
From US$ 130
per room
per night
47 Main Street, Stockbridge, Massachusetts 01262, US

Property Location Located in Stockbridge, 1862 Seasons on Main Bed and Breakfast is minutes from Schantz Galleries and Mission House. This 4.5-star bed &... Read more…

  • 637 reviews
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From US$ 185
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per night
42 Stockbridge Rd, West Stockbridge, Massachusetts 01266, US

Property Location With a stay at Pleasant Valley Motel West Stockbridge in West Stockbridge, you'll be near the beach and minutes from Hoffman's Pottery... Read more…

  • 117 reviews
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From US$ 39
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11 East Street (Route 7), Stockbridge, Massachusetts 01262, US

Property Location Located in Stockbridge, Conroy's B&B is in the mountains and convenient to National Shrine of the Divine Mercy and Berkshire Theatre... Read more…

  • 36 reviews
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From US$ 110
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506 Stockbridge Road, Great Barrington, Massachusetts 01230, US

Property Location With a stay at The Briarcliff Motel in Great Barrington, you'll be close to Art et Industrie and Lake Mansfield Park. This motel is... Read more…

  • 473 reviews
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From US$ 75
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30 East Street, Stockbridge, Massachusetts 01262, US

Property Location With a stay at The Inn at Stockbridge in Stockbridge, you'll be convenient to National Shrine of the Divine Mercy and Berkshire Theatre... Read more…

  • 572 reviews
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From US$ 185
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