7 days in Berkshires Itinerary

7 days in Berkshires Itinerary

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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. You'll discover tucked-away gems like Mount Greylock State Reservation and Furnace Brook Winery. Change things up with these side-trips from Pittsfield: Williamstown (Clark Art Institute & Williams College), Berkshire East Ski Resort (in Charlemont) and Schantz Galleries (in Stockbridge). And it doesn't end there: explore the world behind art at Norman Rockwell Museum, examine the collection at Bidwell House Museum, trek along Ashuwillticook Rail Trail, and do a tasting at Les Trois Emme Vineyard & Winery.

To find ratings, other places to visit, where to stay, and other tourist information, read Pittsfield day trip planner

Istanbul, Turkey to Pittsfield is an approximately 18-hour flight. You'll gain 7 hours traveling from Istanbul to Pittsfield due to the time zone difference. Traveling from Istanbul in January, you will find days in Pittsfield are slightly colder (-1°C), and nights are much colder (-12°C). Finish your sightseeing early on the 12th (Fri) so you can travel back home.

Things to do in Pittsfield

Parks Outdoors Museums

Side Trips

Lenox, Stockbridge, Catamount Ski Area, Goose Pond Reservation, Furnace Brook Winery at Hilltop Orchards
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
Mount Greylock State Reservation ©
Herman Melville's Arrowhead ©
Herman Melville's Arrowhead

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