2 days in Berkshires Itinerary

2 days in Berkshires Itinerary

Created using Inspirock Berkshires route planner

©
Make it your trip
1
Great Barrington
— 1 night
Drive
2
Pittsfield
— 1 day
Drive

S M T W T F S
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19
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Great Barrington

— 1 night
Great Barrington is a town in Berkshire County, Massachusetts, United States. On the 17th (Sun), admire the masterpieces at Norman Rockwell Museum and then take your sightseeing to a higher altitude at Monument Mountain.

To find photos, traveler tips, ratings, and tourist information, refer to the Great Barrington trip planner.

Use the Route module to find travel options from your starting location to Great Barrington. October in Great Barrington sees daily highs of 60°F and lows of 40°F at night. Finish your sightseeing early on the 18th (Mon) so you can drive to Pittsfield.

Things to do in Great Barrington

Parks · Museums · Nature

Side Trip

Pittsfield

— 1 day
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. On the 18th (Mon), take an in-depth tour of The Mount, Edith Wharton's Home and then get engrossed in the history at Hancock Shaker Village.

For more things to do, maps, traveler tips, and more tourist information, read Pittsfield trip itinerary app.

You can drive from Great Barrington to Pittsfield in an hour. In October, daily temperatures in Pittsfield can reach 60°F, while at night they dip to 40°F. Finish your sightseeing early on the 18th (Mon) so you can drive back home.

Things to do in Pittsfield

Historic Sites · Museums

Side Trip

Berkshires travel guide

4.6
Art Museums · History Museums · Zipline