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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:  

Diet/Vegetarian

bed and breakfasts take the culinary arts very seriously. Whether you enjoy gourmet food or are on a low fat diet, a vegetarian diet, the Atkins diet or a diabetic diet, most B&Bs are more then happy to accommodate your needs.



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.


All Lee Massachusetts, Bed and Breakfasts Map it
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.

Jonathan Foote 1778 House bed and breafast

Jonathan Foote 1778 House

Lee, MA


Rooms: 5
With Private Bath: 5
Rates: 149.00- 225.00 USD
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Romantic 1778 farmhouse, full of history and charm, provides a country setting that is central to all Berkshire attractions. Fireplaces, antiques, and comfort abound.


All Lenox Massachusetts, Bed and Breakfasts City Guide | Map it
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.

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.

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.

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.

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.


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 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
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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.


All Stockbridge Massachusetts, Bed and Breakfasts City Guide | Map it
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

Conroy’s B&B bed and breafast

Conroy’s B&B

Stockbridge, MA


Rooms: 9
With Private Bath: 6
Rates: 120.00- 325.00 USD
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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.

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.


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
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.

House On Main Street bed and breafast

House On Main Street

Williamstown, MA


Rooms: 5
With Private Bath: 2
Rates: 90.00- 150.00 USD
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The charm of the Victorian era with the luxury of the 21st century. Nestled in a tree-lined setting, with the convenience of walking to the Clark Art Museum, Williams College, Williamstown Theatre Festival, shopping and dining.



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