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Chesterwood Hotels




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In and around Chesterwood

Stockbridge

32 Hotels

2.8 km
Housatonic

35 Hotels

2.9 km
West Stockbridge

36 Hotels

3.8 km
Alford

36 Hotels

7.4 km
Lee

30 Hotels

8.8 km
More…
Stockbridge

32 Hotels

2.8 km
Housatonic

35 Hotels

2.9 km
West Stockbridge

36 Hotels

3.8 km
Alford

36 Hotels

7.4 km
Lee

30 Hotels

8.8 km
Austerlitz

38 Hotels

9.2 km
Lenox

33 Hotels

9.8 km
Great Barrington

26 Hotels

11.0 km
Richmond

28 Hotels

11.3 km
Monterey

30 Hotels

14.5 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…

  • 129 reviews
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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…

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

Property Location With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district and minutes from Mission House, and close to... Read more…

  • 1052 reviews
  • 3.3 km
From US$ 130
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47 Main Street, Stockbridge, Massachusetts 01262, US

Property Location With a stay at 1862 Seasons on Main Bed and Breakfast in Stockbridge, you'll be minutes from Mission House and close to Berkshire Theatre... Read more…

  • 626 reviews
  • 3.5 km
From US$ 185
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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 close to Berkshire Botanical... Read more…

  • 116 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…

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

Property Location When you stay at The Briarcliff Motel in Great Barrington, you'll be close to Lake Mansfield Park. This motel is within the vicinity of... Read more…

  • 465 reviews
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From US$ 90
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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…

  • 520 reviews
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From US$ 185
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