7 days in Berkshires Itinerary

7 days in Berkshires Itinerary

Created using Inspirock United States trip planner

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Route & dates

7 days in Berkshires Itinerary

Start: Istanbul
Fly:  18​h
— 5 nights
Fly:  18​h
End: Istanbul


Pittsfield ©
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. Escape the urban bustle at Jiminy Peak Mountain Resort and Monument Mountain. For shopping fun, head to Lee Premium Outlets or Guido's Fresh Marketplace. Change things up with these side-trips from Pittsfield: Ski Butternut (in Great Barrington), Schantz Galleries (in Stockbridge) and MASS MoCA (in North Adams). On the 12th (Fri), enjoy an adventurous day among the treetops at some of the top local zipline courses and adventure parks. There's still lots to do: admire the masterpieces at Norman Rockwell Museum, relax in the rural setting at Hancock Shaker Village, take in the spiritual surroundings of National Shrine of the Divine Mercy, and stop by The Bookstore.

For other places to visit, ratings, traveler tips, and more tourist information, read Pittsfield trip planner

Istanbul, Turkey to Pittsfield is an approximately 18-hour flight. The time zone changes from Eastern European Time to Eastern Standard Time, which is usually a -7 hour difference. While traveling from Istanbul, expect a bit cooler days and colder nights in Pittsfield, ranging from highs of -1°C to lows of -12°C. Cap off your sightseeing on the 12th (Fri) early enough to travel back home.

Things to do in Pittsfield

Outdoors Parks Winter Sports

Side Trips

Stockbridge, Great Barrington, Jiminy Peak Mountain Resort, Lee Premium Outlets, The Clark Art Institute
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
Jiminy Peak Mountain Resort ©
Jiminy Peak Mountain Resort