There are
2,530 mi
from San Mateo, CA to Ashland, KY
That's the driving distance. It would take 1 day 20 hours to go from San Mateo, California to Ashland, Kentucky.
The flight distance (direct flight from San Mateo, CA to Ashland, KY) is 2,144.28 mi.
2,530 mi = 3.22 kms