Painted in 1858, John Quidor's The Headless Horseman Pursuing Ichabod Crane has one of the simplest, most descriptive titles of any artwork I've come across. Quidor was a native of the Hudson Valley and based the majority of his works on the local writings of James Fenimore Cooper and his personal friend, Washington Irving. His reputation as an artist was never great, and The Headless Horseman dates from a later period when his dedication to the craft declined even more. Nevertheless, it is still valuable as one of the earliest depictions of the climactic chase from Irving's story. The original resides in the Smithsonian American Art Museum.