Chesterfield Bed and Breakfasts

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B&Bs in Towns near Chesterfield

  From $170

Rte. 7, Box 618, Stockbridge, Massachusetts
Enjoy peaceful charm and elegance in a 1906 Georgian style mansion secluded on 12 acres in the heart of the Berkshires.
  From $90

230 N. Main Street, Northampton, Massachusetts
A nature lover's delight: farmland, forests and a river are right on the property!
  From $105

29 Highland Drive, Greenfield, Massachusetts
Nestled in the valley and perched on a hillside sits an oasis of uncommon accommodation.
  From $150

670 Amherst Road, Granby, Massachusetts
Beautiful Guest House in the Mount Holyoke Range State Park, near the Notch at Bare Mountain & Atkins Farms Country Market.
  From $95

173 Whately Road, Conway, Massachusetts
1860 Greek Revival home situated 6 miles off Route 91, it is close to Northampton, Deerfield, Amherst & Shelburne Falls.
  From $185

232 East Pleasant Street, Amherst, Massachusetts
Historic home just a short stroll to the picturesque Amherst Common with its excellent restaurants, shops & Amherst Cinema.
  From $100

155 Haydenville Road, Whately, Massachusetts
A traditional New England Cape Bed and Breakfast home situated next to Whately's beautiful West Brook.
  From $80

815 South East Street, Amherst, Massachusetts
If you seeking peace and quiet in a tranquil environment, you’ll find that here! Nestled among dozens of beautiful hiking trails and is just five minutes from the acclaimed Norwottuck Rail Trail!
  From $125

17 Main Street, Lenox, Massachusetts
Called 'The Lanai' for its many inviting porches, the Summer White House is an original Berkshire Cottage, built in 1885.
 

11 Hadley Street, South Hadley, Massachusetts
A charming Victorian home located across the street from Mount Holyoke College & the South Hadley Village Commons!
  From $195

7 Hubbard Street, Lenox, Massachusetts
Escape to our historic Berkshires bed and breakfast inn. Experience comfortable country elegance. Fantastic specials, romance & culinary packages!
  From $100

64 Walker Street, Lenox, Massachusetts
A landmark in classic American Federal architecture built in 1804.