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Here you will find the 19 B&B's of the Hampshire Hills Bed and Breakfast Association that will welcome you to enjoy real, rural New England. We offer comfortable rooms, great breakfasts and personal attention from hosts who will help you to explore the many recreational and cultural delights in Western Massachusetts. Here's where the Berkshires begin!
Hampshire Hills Bed & Breakfast Association
Historic Merrell Inn, built of brick more than 200 years ago, is one of New England's rare historic old stagecoach Inns -- listed on the National Register of Historic Places.
Historic Merrell Inn
South Lee "Berkshires", Massachusetts 		Lenox, Massachusetts Bed & Breakfast: Stonover Farm is comprised of the 110-year-old main farmhouse and the Rock Cottage, which sit on 10 acres, 2 miles from Lenox. The property has recently been renovated with main house offering three luxury suites and there are an additional four rooms in the Rock Cottage. In the main house the living room has an attached greenhouse, three working fireplaces, and an information room with computer for guest use (high speed internet access, word processor and printer). Enjoy a full Breakfast and late afternoon wine, beverages and a selection of local and imported cheeses.
Stonover Farm Bed & Breakfast
Lenox, Massachusetts 		Chambery Inn is a unique bed and breakfast located in the beautiful Bershires in Lee, Massachusetts.
Chambery Inn Bed & Breakfast
Lee, Massachusetts

Bed & Breakfasts located in the Windsor, Massachusetts Area

(25 mi. northwest of Springfield)
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1 B&B located in Windsor
Click here for more information and color pictures! Hampshire Hills Bed & Breakfast Association
A warm welcome awaits you in the Hampshire Hills. Here's where the Berkshires begin!
24 B&Bs located near Windsor
Click here for more information and color pictures! Historic Merrell Inn - South Lee
Discover the beauty of the seasons in the Berkshire Mountains at this charming inn!
Click here for more information and color pictures! Chambery Inn Bed & Breakfast - Lee
A One-of-a-Kind Bed & Breakfast in the Berkshires!
Click here for more information and color pictures! Jonathan Foote 1778 House - Lee
An 18th century Georgian farmhouse comfortably furnished with antiques. A country setting close to all Berkshire attractions.
Click here for more information and color pictures! Birchwood Inn - Lenox
Warm and welcoming,historic and romantic bed and breakfast inn. Experience comfortable country elegance.
Click here for more information and color pictures! Federal House Inn - South Lee
'Of all the places we have stayed in around the world, your hospitality was the best' The Gambles Essex, England
Click here for more information and color pictures! The Cornell Inn - Lenox
Three-guesthouse Inn located in the heart of Lenox village, adjacent to Kennedy Park, and just up the road from Tanglewood.
Click here for more information and color pictures! Applegate Bed & Breakfast - Lee
Built in the grand era of the 1920's, Applegate is set amid towering pines and manicured lawns.
Click here for more information and color pictures! Devonfield Bed & Breakfast - Lee
A New England Country House Bed and Breakfast located between Lenox and Stockbridge in the Heart of the Berkshires!
Click here for more information and color pictures! The Summer White House - Lenox
Called 'The Lanai' for its many inviting porches, the Summer White House is an original Berkshire Cottage, built in 1885.
Click here for more information and color pictures! Garden Gables Inn - Lenox
Tucked away on five breathtaking acres of landscaped gardens and only a mile from Tanglewood.
Click here for more information and color pictures! Conroy's B&B - Stockbridge
An 1830's Federal style farmhouse offering charming country bedrooms in The Main House and The Barn.
Click here for more information and color pictures! Apple Tree Inn - Lenox
Twenty-two acre hilltop estate in the Berkshire Mountains of western Massachusetts, across the road from Tanglewood.
Click here for more information and color pictures! Stonover Farm Bed & Breakfast - Lenox
110-year-old luxury farmhouse on 10 country acres with magnificent trees, lawns & forest - close to Tanglewood and Lenox.
Click here for more information and color pictures! Twin Maples Bed & Breakfast - Williamsburg
200-year-old colonial farmhouse with sugar house in operation in early spring.
Click here for more information and color pictures! 1886 House - Chesterfield
The 1886 House is an authentic New England country farmhouse situated in the foothills of the Berkshires.
Click here for more information and color pictures! Flower Hill Farm Bed & Breakfast Retreat - Williamsburg
Lovely Gardens, Mountain Views, very Private Suites w/kitchens at this Charming 1790 Organic Vegetarian/Vegan B&B Retreat!
Click here for more information and color pictures! Brook Farm Inn - Lenox
Victorian graces of the past, all the comforts of today!
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The perfect getaway for any occasion!
Click here for more information and color pictures! Mount Greylock Inn - Adams
1887 Queene Anne Victorian located in beautiful Berkshire County, only 15 minutes from the New York and Vermont borders.
Click here for more information and color pictures! The Inn at Stockbridge - Stockbridge
Enjoy peaceful charm and elegance in a 1906 Georgian style mansion secluded on 12 acres in the heart of the Berkshires.
Click here for more information and color pictures! The Seven Hearths Bed & Breakfast - Chesterfield
Hot tub and fireplaces! Enjoy Simple country elegance.....
Click here for more information and color pictures! Brookwood Bed & Breakfast - Plainfield
European style Bed & Breakfast in a wooded area on a quiet road, high in the Berkshire Hills of western Massachusetts.
Click here for more information and color pictures! Walker House - Lenox
A landmark in classic American Federal architecture built in 1804.
Click here for more information and color pictures! Inn Nature Bed & Breakfast and Yoga - Chesterfield
Peaceful Retreat on 12 acres, offering a place to rest & rejuvenate on your visit to the Pioneer Valley & the Berkshires.
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