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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:  

Gourmet Food

What's not to like about a delicious gourmet meal? Many bed and breakfast innkeepers are chefs who elevate food preparation to an art form. Awaken to a steaming cup of gourmet coffee, followed by an expertly prepared gourmet breakfast. Then, at the end of a long day, indulge in a glass of sherry and perhaps some decadent gourmet chocolate. Getting spoiled was never so fun!



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

Windflower Inn

Great Barrington, MA


Rooms: 13
With Private Bath: 13
Rates: 100.00- 250.00 USD
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Elegant, small country Inn. Beautiful rooms, some with fireplaces, all with private bath & A/C. Full breakfast with homemade breads, eggs & dairy from local farms, and afternoon tea. Ten acres of grounds & gardens. Family owned & operated for 28 years.

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.

Applegate Inn bed and breafast

Applegate Inn

Lee, MA


Rooms: 11
With Private Bath: 11
Rates: 150.00- 385.00 USD
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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 & yard.


All Lenox Massachusetts, Bed and Breakfasts City Guide | Map it
Brook Farm Inn bed and breafast

Brook Farm Inn

Lenox, MA


Rooms: 15
With Private Bath: 15
Rates: 145.00- 425.00 USD
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Brook Farm Inn is a graceful Victorian, close to Lenox Center and Tanglewood, in the heart of the Berkshires of Western Massachusetts. Nestled in a glen surrounded by trees and gardens with heated outdoor pool, the inn is a 4-season destination.

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.

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.

Garden Gables Inn bed and breafast

Garden Gables Inn

Lenox, MA


Rooms: 17
With Private Bath: 17
Rates: 154.00- 498.00 USD
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All the romantic charm of a Berkshire Bed and Breakfast but with four-star amenities! Guests of this historic Inn near Lenox Village & Tanglewood love the private baths/spa robes, spa room, pool, organic & locally sourced food and personal service. Green, eco-friendly.

Apple Tree Inn bed and breafast

Apple Tree Inn

Lenox, MA


Rooms: 34
With Private Bath: 34
Rates: 60.00- 400.00 USD
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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.


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 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
Ramblewood Inn bed and breafast

Ramblewood Inn

Sheffield, MA


Rooms: 6
With Private Bath: 4
Rates: 115.00- 225.00 USD
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Nestled among the pines in the foothills of the Berkshire mountains, with a serene, spring-fed lake. Convenient to all the scenic and cultural attractions that make the Berkshires famous. Peaceful and relaxed.

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 South Egremont Massachusetts, Bed and Breakfasts Map it
The Egremont Inn bed and breafast

The Egremont Inn

South Egremont, MA


Rooms: 20
With Private Bath: 20
Rates: 135.00- 250.00 USD
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Wonderful Colonial inn offering charm & comfortable guestrooms & suites. The restaurant, The Tavern serves delicious American cuisine. Close to antiquing, cycling, hiking, skiing & Tanglewood - come join us.


All 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
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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- 375.00 USD
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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

1862 Seasons on Main bed and breafast

1862 Seasons on Main

Stockbridge, MA


Rooms: 5
With Private Bath: 5
Rates: 135.00- 330.00 USD
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An award winning Inn with unparalleled service, gourmet breakfasts, Frette linens, a business center & WiFi. Bike or walk to Stockbridge shops, restaurants, galleries, theater and museums. Just five minutes to Tanglewood.


All 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
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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.


All Williamstown Massachusetts, Bed and Breakfasts Map it
Steep Acres Farm B&B bed and breafast

Steep Acres Farm B&B

Williamstown, MA


Rooms: 4
With Private Bath: 3
Rates: 70.00- 160.00 USD
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Country home on a high knoll--spectacular views of Berkshire Hills & Vermont's Green Mts. Furnished in country antiques.

1896 House Country Inn & Motels bed and breafast

1896 House Country Inn & Motels

Williamstown, MA


Rooms: 36
With Private Bath: 36
Rates: 59.00- 289.00 USD
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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.



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