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Berkshires

Trip Planner :  USA  /  Massachusetts  /  Berkshires
Museums Nightlife Adventure
Berkshires is in Massachusetts (MA). Make your own Berkshires vacation itinerary, with a little help from those that know the place like the back of their hands, by using our United States travel itinerary planner.
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Plan in the cities

Williamstown Best for: Museums, Nightlife, Outdoors Stockbridge Best for: Museums, Parks, Historic Sites Charlemont Best for: Adventure, Winter Sports, Nature Lenox Best for: Nightlife, Historic Sites, Wildlife Pittsfield Best for: Outdoors, Nightlife, Museums
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Best things to do in Berkshires

Popular
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Clark Art Institute
Williamstown
Visit for: 1​h 30​min
Norman Rockwell Museum
Stockbridge
Visit for: 1​h 30​min
The Mount
Lenox
Visit for: 1​h 30​min
Kid Friendly Attractions
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Zipline
Charlemont
Visit for: 5​h 30​min
Jiminy Peak Mountain Resort
Hancock
Visit for: 4​h
River Rafting & Tubing
Charlemont
Visit for: 4​h
Nature
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Mount Greylock
Adams
Visit for: 3​h 30​min
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Mount Greylock State Reservation
Lanesboro
Visit for: 3​h
Monument Mountain
Great Barrington
Visit for: 3​h 30​min
Parks
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Naumkeag
Stockbridge
Visit for: 2​h 30​min
Berkshire Botanical Garden
Stockbridge
Visit for: 2​h 30​min
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Tyringham Cobble Park
Tyringham
Visit for: 3​h
Hidden Gems
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Natural Bridge State Park
North Adams
Visit for: 3​h
Williams College
Williamstown
Visit for: 2​h
Furnace Brook Winery
Richmond
Visit for: 1​h 30​min
Winter Sports
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Ski Butternut
Great Barrington
Visit for: 4​h
Maple Corner Farm Cross Country Ski Area
Granville
Visit for: 4​h
Berkshire East Ski Resort
Charlemont
Visit for: 4​h
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Where to stay in Berkshires

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Recently planned trips to Berkshires

30 days in United States BY A USER FROM SPAIN November, outdoors, relaxing, historic sites, museums, shopping, wildlife, popular PREFERENCES: November, outdoors, relaxing, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 3 days in Berkshires BY A USER FROM UNITED STATES November, outdoors, relaxing, wildlife, popular PREFERENCES: November, outdoors, relaxing, wildlife ATTRACTION STYLE: Popular PACE: Medium 2 days in Berkshires BY A USER FROM UNITED STATES October, culture, romantic, shopping, slow & easy, hidden gems PREFERENCES: October, culture, romantic, shopping ATTRACTION STYLE: Hidden gems PACE: Slow & easy 1 day in Adams BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 5 days in Berkshires BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 2 days in Pittsfield BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Berkshires BY A USER FROM UNITED STATES October, kids, popular PREFERENCES: October, kids ATTRACTION STYLE: Popular PACE: Medium 5 days in Berkshires BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Berkshires BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 18 days in New England BY A USER FROM UNITED KINGDOM September, outdoors, beaches, historic sites, hidden gems PREFERENCES: September, outdoors, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 3 days in Stockbridge BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 3 days in Stockbridge BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium
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