There are
311 mi
from Waterbury, CT to Canandaigua, NY
That's the driving distance. It would take 6 hours 25 mins to go from Waterbury, Connecticut to Canandaigua, New York.
The flight distance (direct flight from Waterbury, CT to Canandaigua, NY) is 235.09 mi.
311 mi = 500.68 kms