3 days in Berkshires Itinerary

3 days in Berkshires Itinerary

Created using Inspirock Berkshires trip itinerary planner

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Make it your trip
Drive
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Pittsfield
— 2 nights
Drive

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Pittsfield

— 2 nights
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. Change things up with these side-trips from Pittsfield: MASS MoCA (in North Adams), The Clark Art Institute (in Williamstown) and Mount Greylock (in Adams). There's still lots to do: take an in-depth tour of Hancock Shaker Village, contemplate the long history of The Mount, Edith Wharton's Home, view the masterpieces at Ozzie's Glass Gallery, and whizz through the canopy at Ramblewild.

For traveler tips, reviews, and tourist information, read our Pittsfield online road trip planner.

Lee to Pittsfield is an approximately half hour car ride. You can also drive. In October in Pittsfield, expect temperatures between 60°F during the day and 40°F at night. Finish your sightseeing early on the 15th (Fri) so you can drive back home.

Things to do in Pittsfield

Museums · Historic Sites · Outdoors · Tours

Side Trips

Berkshires travel guide

4.6
Art Museums · History Museums · Zipline