Dutch farmers, fur trappers and fishermen settled Tarrytown in 1645, and several stories have quite literally come out of this town ever since. In 1780, a Revolutionary War incident took place in which Major John Andre was arrested as a spy for the British army, who exposed plans of Benedict Arnold, a famous traitor of the U.S.
Later in 1820, author Washington Irving wrote "The Legend of Sleepy Hollow" about his childhood hometown. (Sleepy Hollow is the town located immediately to the north.) Fast-forward another 30 or so years, and Tarrytown was a spot on the Underground Railroad at the end of the Civil War.
At the turn of the 20th century, many wealthy men, including John D. Rockefeller built elaborate mansions here, and Tarrytown is now considered one of the top 10 places to live in the state.