In American Forklore the Headless Horseman was originally known as the Headless Hessian of the Hollow. During the battle of White Plains at Merritt Hill the Hessian trooper was decapitated by a cannonball. He was buried in the old dutch church of Sleepy Hollow, and legend has it that he would rise as a vengeful ghost in search for his lost head. The reason this tale is often associated with Halloween and why his head is sometimes depicted as a pumpkin is because the battle took place on the 28th of October 1776, a few days before Halloween.
This is from our October 2019 Tee Party.
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