There are
2,968 mi
from San Anselmo, CA to Pittsfield, MA
That's the driving distance. It would take 2 days 4 hours to go from San Anselmo, California to Pittsfield, Massachusetts.
The flight distance (direct flight from San Anselmo, CA to Pittsfield, MA) is 2,583.75 mi.
2,968 mi = 4,776.65 kms