Sleepy Hollow in History

Sleepy Hollow has a rich history—both before and after it became an incorporated town 150 years ago. Each month—as part of its anniversary—interesting snippets of history are part of its anniversary website. And you, lucky Kendal viewer, can find those here.

A River That Flows Two Ways

The Hudson River, known as the Muhheakunnuk ("river that flows two ways") to the Lenape, has always provided great advantages to the people who lived alongside it. The indigenous peoples inhabited this area for over 10,000 years prior to the European colonization of the surrounding Valley. The most recent, the Weckquaesgeek, who scholars believe were affiliated with the Munsee-Lenape, hunted game along the river’s edge, raised corn and other crops on the fertile banks, and fished its waters for shad, sturgeon and oysters. One of the documented indigenous settlements was called Alipkconk (“a place of elms”), located along the eastern bank in the Tarrytown/ Sleepy Hollow area.

Sleepy Hollow

The name Sleepy Hollow has its origins in the Dutch language, specifically from the term “Die Slaperinge Haven” (or a derivation thereof), which translates to “Sleepy Harbor” or “Sleepy Hollow.” This name seems to have been descriptive of a cove that sat in the area that became the location of the General Motors automobile assembly plant and is now the site of the Edge-on-Hudson development.

Philipsburg Manor

Frederick Philipse, a carpenter by trade, immigrated to America around 1650. He was known in the Dutch colony of New Amsterdam as a Master Carpenter, essentially acting as an architect, a builder, a real estate developer, and an entrepreneur in the growing colony. Margaret Hardenbroeck was just 22 when she arrived in New Amsterdam in 1659 to work for her uncle as a “factor” or merchant’s representative. Margaret soon met and married wealthy merchant Pieter DeVries, who died not long after the birth of their daughter in 1661. Fredrick and Margaret met and married the following year. She brought to this new partnership both wealth, as an heiress to her first husband’s sizable estate, and business savvy, as an international trader with her own ships and a respected voice in the business community. Together, they became the richest couple in the colony. Over the next twenty years, they amassed a large estate along the Hudson River, extending from Spuyten Duyvil to the Croton River (including our entire village), eventually including over 52,000 acres of land.

Old Dutch Church

The Old Dutch Church of Sleepy Hollow was built by Frederick Philipse and his second wife Catherine Van Cortlandt over three and a quarter centuries ago. It has been recognized as one of the oldest churches in New York that continues to host worship services, is a National Historic Landmark, and is the setting for Washington Irving’s The Legend of Sleepy Hollow

George Washington

George Washington passed through our community several times. One of the most well-documented visits occurred on July 2, 1781, when General Washington and his Continental army rested at the Old Dutch Church on their way to Dobbs Ferry to meet up with the French Army.

Washington Irving

Washington Irving, the youngest of William and Sarah Irving’s 11 children, was born in New York City in 1783. Irving first came to our community in 1798, when he was sent here by his family to escape a dangerous Yellow Fever epidemic that had struck New York City. While spending the summer here, he visited with local families and stopped at many historic sites, including the Old Dutch Church. Irving was so deeply affected by his time here that he based one of his most famous short stories on the community. The Legend of Sleepy Hollow, written in 1820, is truly a remarkable tale that helped propel Irving into becoming the first American author to earn international acclaim.