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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:  

Beach/Shoreline

What could be more enticing then a beach vacation? Fortunately, many bed and breakfasts are located right on or near a beach or shoreline. Enjoy ocean views, surfing, beach combing, fishing and so much more. Nothing rivals a glorious holiday near the water.



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.

Chambery Inn bed and breafast

Chambery Inn

Lee, MA


Rooms: 9
With Private Bath: 9
Rates: 89.00- 289.00 USD
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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: 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
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.

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.

Summer White House bed and breafast

Summer White House

Lenox, MA


Rooms: 6
With Private Bath: 6
Rates: 160.00- 225.00 USD
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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.

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.

Kemble Inn bed and breafast

Kemble Inn

Lenox, MA


Rooms: 13
With Private Bath: 13
Rates: 155.00- 395.00 USD
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Elegant 1881 Georgian mansion, magnificent mountain views, spacious rooms with private baths, fireplaces, A/C and TV. Many have working marble fireplaces and Jacuzzis. Extended continental breakfast is included.


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
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.


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.


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.



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