Coming October 17, 2015. Think Halloween and of course, think of Sleepy Hollow! What better way to celebrate the spooky season than with the Sleepy Hollow Halloween 10K! The course takes you past storied sights like the Headless Horseman Bridge, Sleepy Hollow Cemetery and the Old Dutch Church. Awards, cider donuts, live music, and prizes for best costume. Keep an eye out for Ichabod Crane!