The True Story of the Headless Horseman Welcome to WatchMojo, and today we’re unearthing the true story behind the Headless Horseman of “Sleepy Hollow” fame. The Headless Horseman is ...

Leora Dillon, aka The Headless Horseman, and her horse Eagle, greet young fans during the Sleepy Hollow vs. Irvington football game at Sleepy Hollow High School on Oct, 19, 2024. / Frank Becerra ...

The tale of the Headless Horseman chasing the hapless ... where Irving is buried, and take photos with the Horseman himself. The Historic Hudson Valley organization transforms the historical ...