West Chesterfield Bed and Breakfasts

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B&Bs in Towns near West Chesterfield

  From $185

11 Old Stockbridge Road, P. O. Box 1717, Lenox, Massachusetts
Fairy-tale Victorian bed & breakfast has the best location in the Berkshires! Comfort & convenience!
  From $150

279 West Park Street, Lee, Massachusetts
Built in the grand era of the 1920's, Applegate is set amid towering pines and manicured lawns.
  From $325

169 Under Mountain Road, Lenox, Massachusetts
110-year-old luxury farmhouse on 10 country acres with magnificent trees, lawns & forest - close to Tanglewood and Lenox.
  From $120

1565 Pleasant Street, South Lee, Massachusetts
Discover the beauty of the seasons in the Berkshire Mountains at this charming inn!
  From $275

2 Kemble Street, Lenox, Massachusetts
The NEW Kemble Inn was purchased by new owners who will modernize and improve this incredible property.
  From $159

15 Hawthorne Street, Lenox, Massachusetts
Victorian graces of the past, all the comforts of today!
  From $150

1560 Pleasant Street, South Lee, Massachusetts
'Of all the places we have stayed in around the world, your hospitality was the best' The Gambles Essex, England
  From $200

85 Stockbridge Rd., Lee, Massachusetts
Centrally located, yet a world apart,set on a 32 acre pastoral meadow, with rolling tapestry of the Berkshire Hills beyond.
  From $175

108 Old Main Street, Deerfield, Massachusetts
An original New England country inn, nano local Champney's restaurant on site, children welcome, dogs with advance okay. History abounds, and family fun - rafting, farms, hiking, shopping, music.
  From $214

135 Main Street, P.O. Box 52, Lenox, Massachusetts
Tucked away on five breathtaking acres of landscaped gardens - a two minute walk to Lenox Village and only a mile from Tanglewood.
  From $125

2 Old Chester Road, Blandford, Massachusetts
This beautifully restored 18th-century inn, nestled between the Berkshires and Northampton, is the perfect B&B getaway!
  From $175

91 Walker Street, Lenox, Massachusetts
Turn back the clock to the Gilded Age in this 1897 home - an inn since the 1930s! Most rooms feature fireplaces & Jacuzzis.
  From $125

60 Masterson Road, Whately, Massachusetts
A bed & breakfast adjacent to Northampton, Deerfield & Amherst!
  From $100

40 Plunkett Street, Lenox, Massachusetts
One of the first grand Berkshire Cottages, on 27 beautiful acres, centrally located between Boston & New York.
  From $55

10 Richmond Mountain Road, Across from the West Gate at Tanglewood, Lenox, Massachusetts
Twenty-two acre hilltop estate in the Berkshire Mountains of western Massachusetts, across the road from Tanglewood.
  From $150

One East Street, Lee, Massachusetts
An 18th century Georgian farmhouse comfortably furnished with antiques. A country setting close to all Berkshire attractions.
  From $175

649 East Pleasant Street, Amherst, Massachusetts
A Unique Bed and Breakfast suite in a beautifully renovated 1904 farmhouse in a flower farm in Amherst.
  From $85

106 South Street, Williamsburg, Massachusetts
200 year old colonial farmhouse located on 27 acres, less than 2 miles from the center of the lovely village of Williamsburg.
  From $95

459 South Pleasant Street, Amherst, Massachusetts
1828 restored Amherst homestead. Centrally located for visiting the 5 College in the Pioneer Valley and surrounding areas.
  From $150

P.O. Box 454, Williamsburg, Massachusetts
Lovely Gardens, Mountain Views, Private Apartments w/kitchens at this Charming 1790 Organic Vegetarian/Vegan B&B Retreat!
  From $75

599 Main Street, Amherst, Massachusetts
A beautiful inn in the center of many historic sites and activities! Located directly across from Emily Dickinson Homestead. Call 413-253-5000 for reservations!
  From $140

55 Stone Ridge Lane, Greenfield, Massachusetts
Historic home on the Mohawk Trail on the basalt ridge above the Connecticut River, conveniently located to area attractions.
 

51 Walker Street, Lenox, Massachusetts
The perfect getaway for any occasion!
  From $105

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