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

Great Barrington Massachusetts, Bed and Breakfasts Map it
 Baldwin Hill Farm B&B bed and breafast

Baldwin Hill Farm B&B

Great Barrington, MA


Rooms: 4
With Private Bath: 2
Rates: 118.00- 175.00 USD
Victorian farm home on a Berkshire hilltop. Convenient access to all Berkshire attractions. Ideal for all types of vacationers! The perfect country setting.

 Thornewood Inn bed and breafast

Thornewood Inn

Great Barrington, MA


Rooms: 13
With Private Bath: 13
Rates: 99.00- 295.00 USD
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.


Lee Massachusetts, Bed and Breakfasts Map it

 Jonathan Foote 1778 House bed and breafast

Jonathan Foote 1778 House

Lee, MA


Rooms: 5
With Private Bath: 5
Rates: 150.00- 235.00 USD
Romantic 1778 farmhouse, full of history and charm, provides a country setting that is central to all Berkshire attractions. Fireplaces, antiques, and comfort abound.

 Chambery Inn bed and breafast

Chambery Inn

Lee, MA


Rooms: 9
With Private Bath: 9
Rates: 89.00- 289.00 USD
Chambery Inn has French-inspired design and nine exceptional rooms. This nineteenth-century parochial school turned country inn possesses a unique character, a truly distinctive landmark in the beautiful Berkshire Hills.

 Devonfield Country Inn B&B bed and breafast

Devonfield Country Inn B&B

Lee, MA


Rooms: 10
With Private Bath: 10
Rates: 165.00- 375.00 USD
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.

 Applegate Inn bed and breafast

Applegate Inn

Lee, MA


Rooms: 11
With Private Bath: 11
Rates: 150.00- 385.00 USD
Applegate Inn, a true Bed and Breakfast, was built in the grand era of the 1920's. Privacy is all yours with our six acres of groomed trails and yard.


Lenox Massachusetts, Bed and Breakfasts City Guide | Map it
 Walker House bed and breafast

Walker House

Lenox, MA


Rooms: 8
With Private Bath: 8
Rates: 100.00- 230.00 USD
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.

 Birchwood Inn bed and breafast

Birchwood Inn

Lenox, MA


Rooms: 11
With Private Bath: 11
Rates: 180.00- 345.00 USD
1766 warm and welcoming Lenox, MA. bed and breakfast, in the heart of the Berkshires. The inn is renowned for its romantic and comfortable country elegance and memorably decadent breakfasts.

 Gateways Inn & La Terrazza Restaurant bed and breafast

Gateways Inn & La Terrazza Restaurant

Lenox, MA


Rooms: 12
With Private Bath: 12
Rates: 200.00- 600.00 USD
Let the Gateways Inn take you to another time and place. The incomparable elegance of the Procter mansion, infused with the European charm and hospitality of Innkeepers Michele & Eiran Gazit will surely enchant you.

 The Rookwood Inn bed and breafast

The Rookwood Inn

Lenox, MA


Rooms: 19
With Private Bath: 19
Rates: 185.00- 425.00 USD
Fairytale Queen Anne Victorian Bed and Breakfast where memories are made. Perfect for your dream getaway. Antique-filled guest rooms w/modern amenities, private baths; comfortable & elegant decor; delicious, heart healthy breakfasts. Ideal setting for intimate weddings

 Summer White House bed and breafast

Summer White House

Lenox, MA


Rooms: 6
With Private Bath: 6
Rates: 160.00- 245.00 USD
The Summer White House is just a mile from Tanglewood, in the very heart of historic Lenox. Outstanding recreation of an era (1885) in a house built by John Schermerhorn.

 Apple Tree Inn bed and breafast

Apple Tree Inn

Lenox, MA


Rooms: 34
With Private Bath: 34
Rates: 60.00- 400.00 USD
The Apple Tree Inn sits on a twenty-two acre landscaped hilltop estate in the Berkshire Hills of western Massachusetts. It is across the road from Tanglewood, the summer home of the Boston Symphony.

 1897 Hampton Terrace B&B bed and breafast

1897 Hampton Terrace B&B

Lenox, MA


Rooms: 14
With Private Bath: 14
Rates: 175.00- 345.00 USD
1897 in-town Lenox Gilded Age landmark home. An inn since 1937. After staying here, Traditional Home Magazine declared "enjoy Gilded Age glamour and relaxed elegance at one of the East Coast's premier getaway destinations" and "absolutely perfect."

 Chesapeake Inn bed and breafast

Chesapeake Inn

Lenox, MA


Rooms: 4
With Private Bath: 4
Rates: 95.00- 499.00 USD
Beautiful Berkshire Inn committed to giving our guests outstanding service and catering an experience to their wants. Set it a rustic property on secluded grounds yet just a mile away from Lenox.

 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
Stonover Farm is a 110-year-old Berkshire "cottage" once served as farmhouse to the Stonover Estate, and has been renovated extensively. Luxury accommodations include 3 suites & 2 self-contained cottages.


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: 345.00- 385.00 USD
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.


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: 198.00- 410.00 USD
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. We offer $30 prix fixe menus on Wed, Thurs, Sun.


South Lee Massachusetts, Bed and Breakfasts Map it
 Federal House Inn bed and breafast

Federal House Inn

South Lee, MA


Rooms: 9
With Private Bath: 9
Rates: 150.00- 275.00 USD
Federal House Inn is an historic 1824 Federal Style home with gracious common areas and sunny guestrooms all with private baths and fireplaces. A mile from Stockbridge, minutes to Tanglewood, this elegant Bed and Breakfast is known for its warm hospitality.

 Historic Merrell Inn bed and breafast

Historic Merrell Inn

South Lee, MA


Rooms: 10
With Private Bath: 10
Rates: 115.00- 295.00 USD
One of New England's most historic stage coach Inns, a few miles from Norman Rockwell Museum and Stockbridge. The only Inn included in the Historic American Buildings Survey.


Stockbridge Massachusetts, Bed and Breakfasts City Guide | Map it
 Stockbridge Country Inn bed and breafast

Stockbridge Country Inn

Stockbridge, MA


Rooms: 8
With Private Bath: 8
Rates: 149.00- 499.00 USD
Closest Inn to Norman Rockwell Museum, Chesterwood, and Berkshire Botanical Gardens. Federal-style house with up-country furnishings and Audubon's. Poster beds, private baths, full breakfast. Minutes to Tanglewood and skiing. Four acres and a pool.

 The Inn at Stockbridge bed and breafast

The Inn at Stockbridge

Stockbridge, MA


Rooms: 16
With Private Bath: 16
Rates: 160.00- 385.00 USD
Experience peaceful charm and elegance in a 1906 Georgian style mansion secluded on 12 acres. Sixteen well appointed guestrooms, many with a fireplace, double whirlpool and wonderful amenities. Let the cares of the world drift away.

 Conroy’s B&B bed and breafast

Conroy’s B&B

Stockbridge, MA


Rooms: 9
With Private Bath: 6
Rates: 125.00- 325.00 USD
Conroy's Bed and Breakfast, an 1828 farmhouse in the Federal style, sits on three beautiful acres protected by a giant pine hedge. The wide lawn with mature maple trees, wonderful stone walls, old farm foundations and perennial gardens provide four season beauty.


West Stockbridge Massachusetts, Bed and Breakfasts Map it
 The Williamsville Inn bed and breafast

The Williamsville Inn

West Stockbridge, MA


Rooms: 16
With Private Bath: 16
Rates: 200.00- 345.00 USD
Award-winning, fully renovated Inn with 16 individually designed guests rooms, all with private bathroom, set on 10 acres of organic gardens with pool, clay tennis court, The Taste of Germany Restaurant and hands-on cooking classes by certified Masterchef


Williamstown Massachusetts, Bed and Breakfasts Map it
 1896 House Inn & Country  Lodgings bed and breafast

1896 House Inn & Country Lodgings

Williamstown, MA


Rooms: 36
With Private Bath: 36
Rates: 59.00- 289.00 USD
Historic 1896 landmark Inn in Williamstown, MA in the Berkshires, with six Barnside luxury bed & breakfast Suites, a great pub, and 2 charming motels. Our romantic inn features Jacuzzis for 2, fireplaces, king beds, WiFi, DVDs, and full breakfasts.

 Berkshire Hills Motel bed and breafast

Berkshire Hills Motel

Williamstown, MA


Rooms: 21
With Private Bath: 21
Rates: 69.00- 159.00 USD
Nestled in the lovely countryside of the Berkshire Hills of Western Massachusetts, our property has an incredibly beautiful wooden setting, surrounded by a babbling brook. All our cozy, comfortable rooms have private baths and offer modern amenities.




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