2 days in Berkshires Itinerary

2 days in Berkshires Itinerary

Created using Inspirock Berkshires sightseeing 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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Great Barrington

— 1 night
Great Barrington is a town in Berkshire County, Massachusetts, United States. On the 8th (Fri), explore the world behind art at Norman Rockwell Museum and then take in the awesome beauty at Monument Mountain.

To find maps, other places to visit, ratings, and tourist information, use the Great Barrington trip builder app.

The Route module shows you travel options from your home to Great Barrington. In October in Great Barrington, expect temperatures between 60°F during the day and 40°F at night. Cap off your sightseeing on the 9th (Sat) early enough to go by car 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. Kick off your visit on the 9th (Sat): get engrossed in the history at The Mount, Edith Wharton's Home and then take an in-depth tour of Hancock Shaker Village.

To see photos, maps, where to stay, and tourist information, read our Pittsfield tour itinerary website.

Getting from Great Barrington to Pittsfield by car takes about an hour. Expect a daytime high around 60°F in October, and nighttime lows around 40°F. Wrap up your sightseeing on the 9th (Sat) early enough to drive back home.

Things to do in Pittsfield

Historic Sites · Museums

Side Trip

Berkshires travel guide

4.6
Art Museums · History Museums · Zipline