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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

Chambery Inn is a unique bed and breakfast located in the beautiful Bershires in Lee, Massachusetts.
Chambery Inn Bed & Breakfast

Lee, Massachusetts
Florence, Massachusetts Bed and Breakfast: The Sugar Maple Trailside Inn, located approximately 2.5 miles west of downtown Northampton, is a recently restored 1865 Colonial home, originally built by Florence Sewing Company to house supervisory employees. It was awarded the coveted Historic Preservation Award by the City of Northampton in the spring of 2003 and HGTV has filmed a segment of their acclaimed
Sugar Maple Trailside Inn

Florence "Northampton", Massachusetts
Greenfield, Massachusetts (MA) Bed & Breakfast: Enjoy the ambience of this historic home. Our B&B has six bedrooms with private baths and showers. For your convenience, wireless G DSL is available in all rooms. Enjoy a delicious breakfast each morning. A great location for weddings, corporate retreats and special events.
Poetry Ridge Bed and Breakfast

Greenfield, Massachusetts

Bed & Breakfasts located in the Cummington, Massachusetts Area

(22 mi. east of Pittsfield)
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1 B&B located in Cummington
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!
23 B&Bs located near Cummington
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! Sugar Maple Trailside Inn - Northampton
Featured in Yankee Magazine's Best of N.E. issue, this is the closest b&b to downtown Northampton and Smith College.
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! Deerfield Guest House Bed & Breakfast - Deerfield
An 1840's farmhouse located in the Pioneer Valley, one of New England's most beautiful, peaceful, & culturally rich areas.
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! 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! Poetry Ridge Bed and Breakfast - Greenfield
Historic home on the Mohawk Trail on the basalt ridge above the Connecticut River, conveniently located to area attractions.
Click here for more information and color pictures! Hillside House Bed & Breakfast - Whately
A bed & breakfast adjacent to Northampton, Deerfield & Amherst!
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! 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! The Seven Hearths Bed & Breakfast - Chesterfield
Hot tub and fireplaces! Enjoy Simple country elegance.....
Click here for more information and color pictures! The Knoll Bed & Breakfast - Northampton
A nature lover's delight: farmland, forests and a river are right on the property!
Click here for more information and color pictures! The House In Pumpkin Hollow - Conway
1860 Greek Revival home situated 6 miles off Route 91, it is close to Northampton, Deerfield, Amherst & Shelburne Falls.
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.
Click here for more information and color pictures! McKinley House Bed and Breakfast - Easthampton
Turn-of-the-century home in a lovely residential area located three miles from downtown Northampton.
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! Penrose Victorian Inn - Haydenville
Voted 'Best in the North'. Step back to a time when life was simplerstill so yet grand!
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! Grandmary's Bed & Breakfast - South Hadley
A charming Victorian home located across the street from Mount Holyoke College & the South Hadley Village Commons!
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! The Country Cape Bed and Breakfast - Whately
A traditional New England Cape Bed and Breakfast home situated next to Whately's beautiful West Brook.

For more Massachusetts B&Bs, return to:
Massachusetts Bed and Breakfasts or Connecticut River Valley Bed and Breakfasts
or go to:
Berkshires Bed and Breakfasts | Cape Cod Bed and Breakfasts | Central Massachusetts Bed and Breakfasts | Eastern Massachusetts Bed and Breakfasts | Martha's Vineyard Bed and Breakfasts | Nantucket Island Bed and Breakfasts


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