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Plan your fall foliage getaway and head to the Berkshires. More than just western Massachusetts, the Berkshires also encompasses areas of Connecticut, New York and Vermont. The Berkshires offers a wide range of bed & breakfasts, inns, and small hotels. An ideal destination in the autumn months for leaf peeping along country roads, the Berkshires also provides travelers with an abundance of outdoor activities as well as restaurants, galleries, shops and museums.
Escape to a bed and breakfast and enjoy autumn in the Berkshires.
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Brook Farm Inn
Lenox, MA |
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Visit the charming & relaxing Alexandra Bed and Breakfast Inn, located in Bennington, Vermont. Outstanding food and heart felt Vermont hospitality is our expertise. more...
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3 room(s)
2 suite(s)
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$89-$159
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Elegantly restored historic North Bennington Vermont village bed and breakfast. Great winter getaway packages. more...
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3 cottage(s)
9 room(s)
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$80-$195
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Rooms, cottage, and suites within walking distance to the many distinctive shops and restaurants. more...
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9 room(s)
1 suite(s)
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$125-$265
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Welcome to the Historic South Shire Inn, situated in the heart of Bennington, VT. This inn has the old world charm of a true bed and breakfast with nine spacious and individually decorated guest rooms. Explore Old Bennington with many historic sites, great restaurants and numerous activities. Visit Us Soon! more...
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Gracious accommodations in historic mansion on 11 magnificent acres. 11 guest rooms blend old world grandeur w/ modern amenities. The Four Chimneys Inn is a perfect launch pad for day trips to nearby Saratoga Springs NY, Williamstown MA, Lenox MA, Manchester VT, Stratton VT and other picturesque destinations. more...
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Melody’s Place Bed & Breakfast is located in Charlemont, Massachusetts in the Eastern Berkshire Valley. There is a small Antique shop on the property so you don't have to go far to find treasures. New free Wireless Internet Access is available for you business travelers and those just trying to keep in touch with the outside world!!! more...
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9 room(s)
3 suite(s)
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$85-$205
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Voted Central Berkshire County's Best Bed and Breakfast Inn, The Dalton House is centrally located in the small residential town in the heart of the Berkshires. The perfect setting to experience the spectacular beauty of year round outdoor activities. more...
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Historic 1863 farmhouse Colonial, quiet location, stroll to town, pretty, comfy, old New England more...
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Welcome to Berkshire-Pied-a-Terre, vacation rental apartments with bed and breakfast ambiance in Great Barrington, Massachusetts in the southern Berkshires. Stay for a week or enjoy the comfort of a Great Barrington extended stay! more...
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Our lodging site is ideally located only 3 minutes from Great Barrington shopping and restaurants; visitors to the Acorn's Hope Bed and Breakfast Inn in Great Barrington, Massachusetts, have easy access to all the activities and cultural events that the Berkshires have to offer. more...
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13 room(s)
2 suite(s)
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$115-$315
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The Thornewood Inn & Spencer’s Restaurant is located in Great Barrington, MA. The Thorne family invites you to visit our exceptional turn of the century Dutch colonial inn located in the heart of the beautiful Berkshire Hills. Our family run inn offers the best of everything. more...
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The Inn at Green River Bed & Breakfast is an upscale lodging accommodation in Hillsdle, NY nestled in a beautiful natural setting in Columbia County, Hudson River Valley, close to Berkshires & Tanglewood. Guests return to the inn year after year to, drawn by the Inn's casual elegance, its beautiful, tranquil setting and by innkeeper Deborah Bowen's warm hospitality and scrumptious breakfasts. more...
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The Bell House Bed and Breakfast, open year round, is located in Columbia County, New York, in the historic Hudson Valley. Overlooking beautiful perennial gardens, mature plantings and stately trees, guests can enjoy the swimming pool on a hot summer day or relax on the covered wrap-around porch or the brick terrace overlooking the garden. more...
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We offer fine accommodations in varying degrees of charm and amenities. You'll love our front porch and the meditation garden in the back yard after a long day of touring Hudson, New York, and its great antique centers and mansions. more...
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Located in the heart of New York's Hudson Valley halfway between Manhattan, NY and the Adirondacks. more...
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Enjoy the comfort of Mount Merino Manor, an elegant Bed and Breakfast in a private country setting. Located in Hudson, New York, home to seven luxury guest rooms, many with fireplaces, whirlpool tubs and walk-in spa showers, this bed and breakfast is ideal for a romantic getaway. more...
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4 room(s)
3 suite(s)
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$100-$300
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The Bungalow Hudson Bed & Breakfast is a real arts and crafts bungalow amid the magic of Hudson, New York where you will enjoy style, convenience and simplicity. more...
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The Inn at Hudson Bed & Breakfast, located in Hudson New York, offers three large guest rooms each with a separate bath and furnished by some of Hudson’s antique dealer’s. The Inn is within easy walking distance of several excellent restaurants, as well as Warren Street's renowned stretch of shops and landmark civic buildings. more...
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1 apartment(s)
3 room(s)
2 suite(s)
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$90-$200
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Great Lodging in Columbia County's Hudson River Valley - one block to Historic Hudson's shopping and fine restaurants. more...
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Just 25 minutes from Albany in the Capital Saratoga region of New York, the Van Schaack House Bed & Breakfast offers an elegant escape. We're minutes away from numerous antiques shops, theatre, ballet, pro and college sports and the city's active nightlife. more...
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Elegant yet comfortable country estate in the heart of the Berkshires, near horse farms, with only a half mile walk to downtown Lee, the shopping capital of the Berkshires. Applegate is located in Lee, near Stockbridge (2 miles), Lenox (from Lee to Tanglewood there is a short cut that has no traffic) and Great Barrington. more...
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While vacationing in the Berkshires, step back into a quieter, more relaxed time... with all the modern conveniences more...
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The Chambery Inn Bed and Breakfast, located in Lee Massachusetts, is an old French design parochial school turned Bed and Breakfast that provides a one of a kind atmosphere to the lovely Berkshire horizon. more...
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1 cottage(s)
6 room(s)
3 suite(s)
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Nestled in the beautiful hills of the Berkshires in the charming town of Lee, Massachusetts, Devonfield Bed & Breakfast is an exquisite country inn that offers warm and welcoming hospitality. more...
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The Federal House Inn Bed & Breakfast of Stockbridge, Massachusetts is ideally located in the beautiful Berkshires of Western Massachusetts at the base of Beartown Mountain State Forest. Visit our website & you will choose us! "Our stay with you was a sheer delight. Barbara, your cooking is an inspiration" Paul & Kathy. more...
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Jonathan Foote 1778 House Bed & Breakfast welcomes you to a historic country Bed & Breakfast Inn, full of warmth and charm that welcomes you to step back in time. We are centrally located to all cultural and outdoor attractions in Lee, Massachusetts. more...
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1 block from Lee’s Main Street, minutes from many cultural and sports attractions, 1 mile from Exit 2 Mass Pike. more...
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11 room(s)
1 suite(s)
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$140-$240
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Getaway to Lenox, MA in the Berkshires to a B&B rich in history. Lenox Massachusetts is home of the Hampton Terrace Bed & Breakfast. We offer divine lodging in Massachusetts. Enjoy the Tanglewood Music Festival. more...
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The Apple Tree Inn Bed and Breakfast in Lenox, MA perches on a twenty-two acre hilltop estate in the Berkshire Mountains of western Massachusetts. The main house dates from 1885 and has had several additions over the years.
more...
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11 room(s)
4 suite(s)
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$155-$310
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Whether your vision of the idyllic Birchwood Inn Bed & Breakfast getaway in Lenox, MA is replete with culture and recreation or a comfy chair with a summer breeze or a winter fire, Birchwood Inn Bed and Breakfast sets the scene and lets you set the pace. more...
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15 room(s)
1 suite(s)
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$145-$425
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There is poetry here! Brook Farm Inn Bed & Breakfast is a delightfully romantic Victorian inn, in the heart of the Berkshires. Located a short walk from Lenox center, Brook Farm Inn provides an excellent home base for enjoying all the cultural and outdoor offerings of the Berkshires. more...
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A beautiful Lenox inn located in the heart of historic Lenox village, the Cornell Inn Bed & Breakfast is just up the road from Tanglewood. A three-guesthouse Inn, our buildings date back to 1777. more...
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12 room(s)
1 suite(s)
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$100-$425
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In the heart of Lenox, Massachuetts, you will discover Gateways Inn & Restaurant. Offering recently restored rooms and endless attractions, it’s the perfect getaway for any vacation.
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11 room(s)
1 suite(s)
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$140-$240
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One of Berkshire County’s oldest bed & breakfast inns, completely renovated and featuring a 1930s decor. more...
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Harrison House is a conveniently located on the crest of a hill overlooking Tanglewood and Lenox. Perfect for hikers, cross-country skiers and art lovers. more...
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