The Post Road followed the original Wickquasgeck Trail, carved into the brush of Manhattan by its Native American inhabitants.
[3] In 1703, the legislative body provided for the postal road to be a "public and common general highway" along the same route, starting in Kingsbridge, Bronx and ending at a ferry landing in present-day Rensselaer.
He had named Ardsley Park after the English birthplace of his immigrant ancestor, Zechariah Field (East Ardsley, West Riding of Yorkshire, England), who immigrated to the U.S. Just north of Washington Irving's Sunnyside is the Old Dutch Church of Sleepy Hollow featured in his "The Legend of Sleepy Hollow" (1820).
Running concurrent with U.S. Route 9, the Albany Post Road drops the name "Broadway" as it approaches the village of Ossining.
In early autumn 1777, General Israel Putnam retired along the Post Road in the face of Sir Henry Clinton's advance on Peekskill.