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The first residents of what eventually became Tarrytown were the Native American Weckquasgeek tribe. The Weckquasgeeks were closely related to the Wappinger Confederacy and further related to the Mohicans. They fished the Hudson River for shad, oysters and other shellfish. Their principal settlement was at what is now the foot of Church Street near the Hudson River shore, between the current location of Losee Park and the Tappan Zee Bridge, at a place they called Alipconk, or the "Place of Elms".
The first European settlers of Tarrytown were Dutch farmers, fur trappers, and fishermen. Records show that the first Dutch residence in Tarrytown was built in 1645; however, the exact location of this residence is not known. Tarrytown sits within the lands of the former Dutch Colony of New Netherland which became English territory in 1674 with the signing of the Treaty of Westminster.
In 1780, in a famous Revolutionary War incident, Major John André was arrested as a spy in Tarrytown. André, a British army officer, was travelling south through the village on the Albany Post Road when he was stopped and searched by three local militiamen. When suspicious papers were found in his boot, he was arrested as a spy and later convicted and hanged. A circumstantial account of the capture of André by militiamen David Williams, John Paulding and Isaac Van Wart, was written in 1903 by the owner and publisher of the Tarrytown Argus, Marcius D. Raymond.
Tarrytown was described in 1820 by the writer Washington Irving in "The Legend of Sleepy Hollow". Irving began his story, "In the bosom of one of those spacious coves which indent the eastern shore of the Hudson, at that broad expansion of the river denominated by the ancient Dutch navigators of the Tappan Zee, and where they always prudently shortened sail and implored the protection of St. Nicholas when they crossed, there lies a small market town or rural port which by some is called Greenburgh, but which is more generally and properly known by the name of Tarry Town."
The Underground Railroad ran through Tarrytown prior to the end of the U.S. Civil War.
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