The short story "The Legend of Sleepy Hollow" was originally published in the collection The Sketchbook of Geoffrey Crayon, and it can be read in tandem with the other stories in that collection or by itself. Especially consider "The Spectre Bridegroom." Also consider reading other works by Washington Irving.
Students should consider looking at Cotton Mather's "History of New England Witchcraft" and other iterations of the Headless Horseman myth.
Students who like this story may also like "The Pit and The Pendulum" and "The Raven" by Edgar Allen Poe, "The Strange Case of Dr. Jekyll and Mr. Hyde" by Robert Louis Stevenson, and the works of Nathaniel Hawthorne, particularly "Young Goodman...