The King’s Highway

Oldest Road In America Starts (or Ends) In Massachusetts
Oldest Road In America Starts (or Ends) In Massachusetts
Oldest Road In America Starts (or Ends) In Massachusetts
According to Onlyinyourstate.com, what you see is called The King's Highway which was established by King Charlies II of 1650, which slowly expanded southward from Boston until 1735. The road was a big help for mail delivery between New York City and Boston at the time considering horse carriages where the only means of transportation.