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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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Extend your holiday

Visit top cities in Berkshires:
Museums, parks, historic sites
Visit for: 3 daysStart a plan »
Nightlife, historic sites, wildlife areas
Visit for: 3 daysStart a plan »
Museums, nightlife, sightseeing
Visit for: 2 daysStart a plan »
Museums, nightlife, historic sites
Visit for: 2 daysStart a plan »
Adventure, winter sports, nature
Visit for: 3 daysStart a plan »
Visit a single location or make it a multi-destination trip.

Best things to do in Berkshires

Popular
©
Zipline
Charlemont
Visit for: 5​h 30​min
The Mount
Lenox
Visit for: 1​h 30​min
©
Clark Art Institute
Williamstown
Visit for: 1​h 30​min
Museums
Norman Rockwell Museum
Stockbridge
Visit for: 1​h 30​min
MASS MoCA
North Adams
Visit for: 1​h 30​min
Hancock Shaker Village
Pittsfield
Visit for: 1​h 30​min
Kid Friendly Attractions
River Rafting & Tubing
Charlemont
Visit for: 4​h
Jiminy Peak Mountain Resort
Hancock
Visit for: 4​h
Pleasant Valley Sanctuary
Lenox
Visit for: 3​h
Nature
©
Mount Greylock
Adams
Visit for: 3​h 30​min
©
Mount Greylock State Reservation
Lanesboro
Visit for: 3​h
Monument Mountain
Great Barrington
Visit for: 3​h 30​min
Hidden Gems
Williams College
Williamstown
Visit for: 2​h
Cranwell Spa & Golf Resort
Lenox
Visit for: 3​h
©
Tyringham Cobble Park
Tyringham
Visit for: 3​h
Winter Sports
©
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
Don't Miss a Thing. See & Do More.

Recently planned trips to Berkshires

2 days in Berkshires BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 8 days in United States & Niagara Falls BY A USER FROM UNITED STATES August, kids, outdoors, historic sites, museums, popular PREFERENCES: August, kids, outdoors, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 12 days in United States BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 60 days in Massachusetts BY A USER FROM INDIA July, teens, outdoors, relaxing, beaches, historic sites, museums, popular PREFERENCES: July, teens, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 8 days in Stockbridge BY A USER FROM UNITED STATES August, teens, kids, popular PREFERENCES: August, teens, kids ATTRACTION STYLE: Popular PACE: Medium 21 days in United States, Toronto & Montreal BY A USER FROM ITALY August, outdoors, relaxing, beaches, historic sites, slow & easy, popular PREFERENCES: August, outdoors, relaxing, beaches, historic sites ATTRACTION STYLE: Popular PACE: Slow & easy 23 days in United States BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Stockbridge BY A USER FROM UNITED STATES September, culture, romantic, historic sites, museums, popular PREFERENCES: September, culture, romantic, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 4 days in North Adams & Shelburne Falls BY A USER FROM UNITED STATES September, historic sites, hidden gems PREFERENCES: September, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 5 days in Berkshires BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 18 days in United States BY A USER FROM UNITED STATES July, hidden gems PREFERENCES: July ATTRACTION STYLE: Hidden gems PACE: Medium 15 days in Berkshires, Catskill Region & New York's Thousand Islands BY A USER FROM UNITED STATES July, slow & easy, hidden gems PREFERENCES: July ATTRACTION STYLE: Hidden gems PACE: Slow & easy
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