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Only the Michelin selection
Lakefront Berkshires Retreat with Deck, Dock and Boat!
Well 7.7 (4 reviews)
Starting from $310
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Itinerary
Cozy Mountain Cabin on Resort Property in Cultural Berkshire
Exceptional 10 (1 reviews)
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Itinerary
Eastgate Inn B&B
Exceptional 10 (1 reviews)
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Itinerary
Autumn Hill Lakehouse
Exceptional 10 (1 reviews)
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Itinerary
Waterview Home in the Berkshires Near Hiking
Exceptional 10 (1 reviews)
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Itinerary
Picturesque Cottage with Sunroom on Ashmere Lake!
Exceptional 10 (1 reviews)
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Itinerary
Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
Exceptional 9.5 (2 reviews)
Starting from $253
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Itinerary
Cozy Great Barrington Home about 1 Mi to Ski Resort!
Stunning 8.5 (2 reviews)
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Itinerary
Hancock Village Inn at Jiminy Peak
Exceptional 10 (1 reviews)
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Itinerary
The 1896 House Country Inn - Brookside & Pondside
Pleasant 6.2 (364 reviews)
Starting from $87
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Itinerary
Berkshire Beauty-Full Home
Exceptional 10 (1 reviews)
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Itinerary
Race Brook Lodge
Well 7.3 (11 reviews)
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Itinerary
Econo Lodge Lee - Great Barrington
Good 5.9 (226 reviews)
Starting from $42
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Itinerary
Cozy Stockbridge Cabin - Walk to Beach and Lake!
Exceptional 9.5 (2 reviews)
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Itinerary
East Otis Vacation Rental with Private Deck and BBQ!
Fabulous 9 (1 reviews)
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Itinerary
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Exceptional 10 (2 reviews)
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Itinerary
Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge
Exceptional 10 (1 reviews)
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Itinerary
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
Fabulous 9 (2 reviews)
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Itinerary
Pleasant Valley Motel West Stockbridge
Good 5.9 (130 reviews)
Starting from $54
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Itinerary
Berkshire Valley Inn
Exceptional 9.5 (2 reviews)
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Itinerary
Downtown Upstairs - 67 Church Street
Exceptional 10 (2 reviews)
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Itinerary
Downtown Great Barrington Enjoy Mountain Views
Fabulous 9 (1 reviews)
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Itinerary
Peaceful Family Home with Fire Pit and Large Yard
Exceptional 10 (1 reviews)
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Itinerary
Tranquil 3 BR Stockbridge House with Private Deck!
Exceptional 9.5 (2 reviews)
Starting from $265
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Itinerary
Historic Two Bedroom Downtown Stockbridge
Well 7.5 (2 reviews)
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Itinerary
Historic Stockbridge On Main Street 3 Bedroom
Exceptional 10 (1 reviews)
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Itinerary
The Brooks Motel
Well 7 (16 reviews)
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Itinerary
2 Bed Berkshire Getaway @ Stephentown Hotel
Exceptional 10 (3 reviews)
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Itinerary
The Freeman- 14K SF Estate 40acrs Tennis Vineyard
Exceptional 10 (1 reviews)
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Itinerary
Howard Johnson by Wyndham Lenox
Pleasant 6.7 (339 reviews)
Starting from $55
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Itinerary
Wagon Wheel Inn
Pleasant 6.3 (205 reviews)
Starting from $50
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Itinerary
Northside Motel - Williamstown
Pleasant 6.2 (220 reviews)
Starting from $72
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Itinerary
Stay Berkshires
Pleasant 6.5 (71 reviews)
Starting from $112
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Itinerary
Jurassic Dino Suite Jiminy-Must See Sleeps 4
Fabulous 9 (2 reviews)
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Itinerary
Spacious Tolland Home with Deck and Screened Porch!
Exceptional 10 (1 reviews)
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Itinerary
Lake, Kayaks & Sauna - Family & Wellness
Exceptional 9.5 (2 reviews)
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Itinerary
Lakefront Otis Home with Stunning Views and Boats!
Exceptional 10 (3 reviews)
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Itinerary
Charming Historic Home Close to Downtown and Skiing!
Fabulous 9 (1 reviews)
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Itinerary
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak
Stunning 8.8 (4 reviews)
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Itinerary
Pilgrim Inn
Pleasant 6.7 (624 reviews)
Starting from $49
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Itinerary
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