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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

Blandford, Massachusetts Bed and Breakfast: The Baird Tavern Bed and Breakfast invites you to step back in time and share the colorful, romantic history of a magnificent pre-Revolutionary home built in 1768 by James Baird and used as a tavern for the first fifty years of its existence.  Let the fireplaces, beehive ovens, panelled walls, chestnut beams and wide pine flooring provide a backdrop for your journey.
Baird Tavern Bed and Breakfast

Blandford, Massachusetts
Lee, Massachusetts (MA) Bed and Breakfast: Federal House Inn is a gracious 1820's home located one mile east of Stockbridge in South Lee, Massachusetts. This Stockbridge MA bed and breakfast is convenient to many Berkshire attractions such as Tanglewood, The Norman Rockwell Museum, Naumkeag, Jacob's pillow, Shakespeare & Co., The Berkshires Theatre Festival, The Williamstown Theatre Festival, fine antiques, shopping, skiing, hiking, and biking.
Federal House Inn

South Lee "Berkshires", Massachusetts
Lee (Berkshires), Massachusetts Bed and Breakfast: Built in the grand era of the 1920's by a New York surgeon for use as a summer estate, Applegate is set amid towering pines and manicured lawns. Rose gardens, perennial beds and mature apple trees cover nearly six acres of the property.
Applegate Bed & Breakfast

Lee "The Berkshires", Massachusetts

Find a Bed and Breakfast in  Becket, Massachusetts

(12 mi southeast of Pittsfield )
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1 B&B located in Becket
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!
28 B&Bs located near Becket
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! 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! 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! 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! 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! 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! 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! 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! Lakeside Estates Bed & Breakfast - East Otis
New England Style Country Inn nestled in the Berkshires, settled on eight acres with beautiful vistas of the Otis Reservoir.
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! 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! Baird Tavern Bed and Breakfast - Blandford
This beautifully restored 18th-century inn, nestled between the Berkshires and Northampton, is the perfect B&B getaway!
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! Christine's Bed & Breakfast Inn and Tea Room - Great Barrington
An authentic New England country cottage farmhouse in the heart of the Berkshires & Norman Rockwell country.
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! Brook Farm Inn - Lenox
Victorian graces of the past, all the comforts of today!
Click here for more information and color pictures! Gateways Inn & Restaurant - Lenox
The perfect getaway for any occasion!
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! 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! Walker House - Lenox
A landmark in classic American Federal architecture built in 1804.
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! Cobble View Bed and Breakfast - Tyringham
Located in the heart of Tyringham Valley, Cobble View is a nature lovers dream.
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! 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 Acorn's Hope Bed & Breakfast - Great Barrington
A 1930's Cape-style cottage providing views of Mt. Catamount amidst a trio of the Berkshires' stately, venerable oak trees.
Click here for more information and color pictures! The Shaker Mill Inn - West Stockbridge
Historic stage coach stop conveniently located to all the central Berkshires have to offer.
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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For more Massachusetts B&Bs, return to:
Massachusetts Bed and Breakfasts or Berkshires Bed and Breakfasts
or find a B & B in these nearby cities:
Lee Bed and Breakfast | South Lee Bed and Breakfast | Lenox Bed and Breakfast | East Otis Bed and Breakfast | Blandford Bed and Breakfast | Stockbridge Bed and Breakfast | Great Barrington Bed and Breakfast | Chesterfield Bed and Breakfast | Plainfield Bed and Breakfast | Tyringham Bed and Breakfast | West Stockbridge Bed and Breakfast | , Bed and Breakfast


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