Sleepy Hollow Michael Bersin 6 years ago The Headless Horseman Pursuing Ichabod Crane (1858), John Quidor (1801-1881), Smithsonian American Art Museum. What Inspired ‘The Legend of Sleepy Hollow’? The Legend of Sleepy Hollow, by Washington Irving Share this: Share on Facebook (Opens in new window) Facebook More Share on Bluesky (Opens in new window) Bluesky