There are
848 mi
from Lexington, KY to Pittsfield, MA
That's the driving distance. It would take 16 hours 7 mins to go from Lexington, Kentucky to Pittsfield, Massachusetts.
The flight distance (direct flight from Lexington, KY to Pittsfield, MA) is 666.58 mi.
848 mi = 1,364.12 kms