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Near Tanglewood Music Festival, A Bed & Breakfast in the Berkshires is a contemporary home on over three acres with valley views. There is a library with hundreds of books and a guest living room with piano. Complimentary afte... more
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22. The Yankee Suites Extended Stay
from $89
26 Apartment Style Non-Smoking Suites in city setting. Property has three 2 story buildings. On site parking, mailboxes, and laundry facilities are some of the features that make this property unique. All Suites have separate b... more
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23. Canyon Ranch Berkshires
from $1,256
Canyon Ranch is the Berkshires Health Resort in western Massachusetts, within walking distance of the lovely town of Lenox and close to upstate New York. The stunning Berkshires Mountains and classic New England setting add to... more
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24. Cranwell Rsrt Spa And Golf Cl
from $345
Cranwell Resort, Spa and Golf Club, is the premier all-season resort in the heart of the majestic Berkshires where you'll enjoy one of the largest new spas in the Northeast, luxury accommodations, fine dining, outstanding ameni... more
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25. Wheatleigh
from $811
Wheatleigh is the perfect marriage of the grandeur of a 16th century Florentine palazzo with the elegance and comfort of the 21st century. Set on 22 acres overlooking the Berkshire Mts and Lake. Built in 1893, Wheatleigh has ju... more
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26. Blantyre
from $550
BUILT IN 1902/ THIS TUDOR STYLE SUMMER HOME WAS ONE OF THE-BERKSHIRE COTTAGES- OF THAT ERA. PURCHASED BY THE FITZPATRICKFAMILY IN THE EARLY 1980S AND COMPLETELY RESTORED/ BLANTYREGREW FROM ITS EARLY DAYS AS A BED AND BREAKFAST... more
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27. THE KEMBLE INN BNB
from $254
YEAR BUILT 1881 YEAR REMODELED 2007ADDITIONAL PROPERTY DESCRIPTION KEMBLE INN IS UNIQUELY LOCATED ON THE HILL TOP OF THREE ELEVATED ACRES IN THE CENTER OF HISTORIC LENOX IT OFFERS OPEN UNOBSTRUCTED VIEWS OF... more
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28. Gateways Inn
from $160
Harley Procter, who hitched up with a man called Gamble and made a bundle, had this house built in 1912. Its most impressive feature is the staircase that winds down into the lobby. Designed by McKim, Mead & White, i... more
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Over a century ago the old, hand crafted iron gate in front of the Gregory House welcomed family and friends of the Gregorys to their cottage in the country. Today it still stands as a graceful symbol of hospitality to world tr... more
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30. WYNDHAMVR BENTLEY BROOK
from $209
NESTLED AT THE FOOT OF THE SKI SLOPES OF JIMINY PEAKMOUNTAIN WYNDHAM BENTLEY BROOK IS THE PERFECT GETAWAYLOCATION FOR THE AVID SKIER OR SNOW SPORTS ENTHUSIAST.CHAIR LIFTS TAKING YOU UP THE MOUNTAIN ARE ONLY 200FEET AWAY FROM TH... more
