History of Sleepy Hollow

Sleepy Hollow, New York, is a village steeped in history and legend. Nestled on the eastern bank of the Hudson River, this enchanting community was originally inhabited by the Weckquaesgeek Native Americans, a tribe of the Wappinger Confederacy. With the arrival of European settlers in the 17th century, the area became part of the Dutch colony of New Netherland, and later, under British rule, it was known as North Tarrytown.

The village's most famous association is with Washington Irving's 1820 short story, "The Legend of Sleepy Hollow," which introduced the iconic character of the Headless Horseman. This tale of a Hessian soldier who lost his head to a cannonball during the Revolutionary War and rides in search of it has captivated imaginations for generations. Irving's influence is so profound that in 1996, North Tarrytown officially changed its name to Sleepy Hollow to honor its literary heritage.

Historically, Sleepy Hollow was also an industrial hub, with the establishment of the Tarrytown Assembly, a General Motors plant, playing a significant role in the local economy until its closure in 1996. Today, Sleepy Hollow is a vibrant community that cherishes its past while looking to the future. Residents and newcomers alike are drawn to its rich cultural landscape, historic landmarks like the Sleepy Hollow Cemetery and Philipsburg Manor, and the natural beauty of the Hudson Valley.

For those considering making Sleepy Hollow their home, the village offers a unique blend of small-town charm, historical intrigue, and a close-knit community spirit, all within reach of the amenities and opportunities of New York City.