4 days in Berkshires Itinerary

4 days in Berkshires Itinerary

Created using Inspirock Berkshires holiday maker

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Plan created by another user. Make it yours
Drive
1
Williamstown
— 1 night
Drive
2
Great Barrington
— 2 nights
Drive

S M T W T F S
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1
night
Williamstown

Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. On the 8th (Fri), explore the world behind art at The Clark Art Institute, then fly down the slopes at Jiminy Peak Mountain Resort, and then relax in the rural setting at Field Farm. Here are some ideas for day two: hike along Ashuwillticook Rail Trail, then take in the awesome beauty at Mount Greylock, then explore the world behind art at MASS MoCA, and finally look for gifts at Where'd You Get That!?, Inc..

To find more things to do, where to stay, other places to visit, and tourist information, read our Williamstown trip itinerary maker site.

Boston to Williamstown is an approximately 3-hour car ride. Expect little chillier temperatures when traveling from Boston in January; daily highs in Williamstown reach 32°F and lows reach 15°F. Finish your sightseeing early on the 9th (Sat) to allow enough time to drive to Great Barrington.

Things to do in Williamstown

Parks · Museums · Outdoors · Trails

Side Trips

2
nights
Great Barrington

Great Barrington is a town in Berkshire County, Massachusetts, United States. On the 10th (Sun), take in the awesome beauty at Lenox Mountain, contemplate the long history of The Mount, Edith Wharton's Home, and then contemplate in the serene atmosphere at National Shrine of the Divine Mercy. On the 11th (Mon), you'll have a packed day of sightseeing: stroll through Ski Butternut, then take in the awesome beauty at Monument Mountain, then admire the masterpieces at Norman Rockwell Museum, and finally go for a walk through Concepts of Art Lenox Judaica.

To find traveler tips, more things to do, and other tourist information, use the Great Barrington travel planner.

Traveling by car from Williamstown to Great Barrington takes 1.5 hours. In January, daily temperatures in Great Barrington can reach 31°F, while at night they dip to 14°F. Finish up your sightseeing early on the 11th (Mon) so you can travel back home.

Things to do in Great Barrington

Parks · Museums · Historic Sites · Nature

Side Trips

Berkshires travel guide

4.6
Art Museums · Historic Sites · Zipline