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The Berkshires, Massachusetts and Surrounding Area - Bed and Breakfast Inns

For over 20 years, Pamela Lanier's Travel Guides have been the savvy travelers' key to great deals on quality, romantic The Berkshires bed and breakfast lodging and country inns. Search our database of The Berkshires B&B's and you'll find detailed listings, current rates, and special deals for bed and breakfasts in The Berkshires, Massachusetts.


Amenities Matching:  

Pet Friendly

For pet lovers, going on vacation without their beloved pet is like having teeth pulled. That's why so many bed and breakfasts offer pet friendly lodging. This might include amenities like welcome kits with toys and treats, a pet bed, food and water bowls, special treats in the evening and access to other pet friendly services.



All Great Barrington Massachusetts, Bed and Breakfasts Map it
Thornewood Inn bed and breafast

Thornewood Inn

Great Barrington, MA


Rooms: 15
With Private Bath: 15
Rates: 115.00- 295.00 USD
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Exceptional turn of the century Dutch Colonial Inn set in the heart of the Berkshire Hills. Beautiful antique-appointed rooms, views, Jacuzzis, fireplaces, outdoor pool and in-house massage. Specializing in weddings. Near all attractions.


All Lee Massachusetts, Bed and Breakfasts Map it
Devonfield Country Inn B&B bed and breafast

Devonfield Country Inn B&B

Lee, MA


Rooms: 10
With Private Bath: 10
Rates: 160.00- 375.00 USD
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A gracious English-style country house in the heart of the Berkshires sits on 32 acres only 2 miles from Main Street, Stockbridge, home of the Norman Rockwell Museum. Ideally situated for exploring the rolling tapestry of the Berkshire Hills.


All Lenox Massachusetts, Bed and Breakfasts City Guide | Map it
Stonover Farm B&B bed and breafast

Stonover Farm B&B

Lenox, MA


Rooms: 5
With Private Bath: 5
Rates: 325.00- 575.00 USD
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Stonover Farm is a 110-year-old Berkshire "cottage" which served as farmhouse to the Stonover Estate, and which has been renovated extensively. Luxury accommodations include 3 suites & 2 self-contained cottages.

Walker House bed and breafast

Walker House

Lenox, MA


Rooms: 8
With Private Bath: 8
Rates: 100.00- 230.00 USD
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Peggy & Richard Houdek invite you to share Walker House, their historic Berkshire residence. A landmark in classic American Federal architecture, now in its 3rd decade of welcoming guests.

Rookwood Inn bed and breafast

Rookwood Inn

Lenox, MA


Rooms: 19
With Private Bath: 19
Rates: 175.00- 425.00 USD
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Fairytale Queen Anne Victorian bed & breakfast...perfect for your dream getaway. Antique-filled guest rooms each with private bathroom; comfortable, yet elegant decor; delicious, heart healthy breakfasts. Walk to town, T'wood, & many cultural attractions.

Birchwood Inn bed and breafast

Birchwood Inn

Lenox, MA


Rooms: 11
With Private Bath: 11
Rates: 155.00- 345.00 USD
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Birchwood Inn Bed and Breakfast, of Lenox, MA, has been welcoming friends, old and new, with warmth and congenial hospitality since 1767. The Inn is renowned for its romantic and comfortable country elegance and memorably decadent breakfasts.


All New Ashford Massachusetts, Bed and Breakfasts Map it
Berkshires Shirakaba bed and breafast

Berkshires Shirakaba

New Ashford, MA


Rooms: 2
With Private Bath: 2
Rates: 180.00- 230.00 USD
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Come away to the ancient hills and cool forests we call the Berkshires. Breathe our clean air, drink our clear water, toss your head back and see stars as if you'd never seen them before.


All New Marlborough Massachusetts, Bed and Breakfasts Map it
The Old Inn on the Green bed and breafast

The Old Inn on the Green

New Marlborough, MA


Rooms: 11
With Private Bath: 11
Rates: 206.00- 365.00 USD
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The Old Inn, once a stagecoach relay, offers authentically restored guest rooms, fine dining in intimate candlelit dining rooms and seasonal al fresco dining on the canopied garden terrace off the taproom.


All Richmond Massachusetts, Bed and Breakfasts Map it
A B&B in the Berkshires bed and breafast

A B&B in the Berkshires

Richmond, MA


Rooms: 3
With Private Bath: 3
Rates: 125.00- 595.00 USD
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Gracious hosts offer great beds and breakfasts, private baths, hammock in the orchard, rolling lawns and meadows.


All Sheffield Massachusetts, Bed and Breakfasts Map it
Staveleigh House bed and breafast

Staveleigh House

Sheffield, MA


Rooms: 7
With Private Bath: 7
Rates: 115.00- 195.00 USD
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Welcome to the Staveleigh House. This handsome colonial and two-story barn resides in historic Sheffield. Originally built in 1817 for Reverend Bradford, this house has stood and watched over generations of Sheffield families.

Race Brook Lodge bed and breafast

Race Brook Lodge

Sheffield, MA


Rooms: 32
With Private Bath: 32
Rates: 85.00- 210.00 USD
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Relax - Low keyed, informal rustic retreat, the perfect place to relax in a scenic Berkshire country setting. Hike the trails, wade the brook, swing the hammock, dip in the pool, aaaah.


All West Stockbridge Massachusetts, Bed and Breakfasts Map it
Shaker Mill Inn bed and breafast

Shaker Mill Inn

West Stockbridge, MA


Rooms: 9
With Private Bath: 9
Rates: 99.00- 458.00 USD
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Welcome to our cozy bed and breakfast inn, a Stockbridge and Lenox Massachusetts area lodging nestled in the beautiful Berkshires. The Shaker Mill Inn offers luxurious efficiency suite lodging at affordable prices.

The Williamsville Inn bed and breafast

The Williamsville Inn

West Stockbridge, MA


Rooms: 16
With Private Bath: 16
Rates: 200.00- 345.00 USD
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1797 farmhouse on ten beautiful acres, on a quiet country road in the heart of the Berkshires. The Williamsville Inn offers all the amenities that everyone looks for in a completely renovated historic Country Inn and welcomes weddings and gatherings.



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