Sleepy Hollow Trail
If you don't mind a little walking, you can easily trace Ichabod Crane's famous ride up the Albany Post Road (now Route 9, Broadway). There are several local sites Irving may have had in mind for the Van Tassel farm, but the dominant version revolves around the former Elizabeth Van Tassel house at what is now the northeast corner of Hamilton Place and North Broadway in Tarrytown, now the Landmark Condominium building. From the site of the Elizabeth Van Tassel house, walk north about 0.3 mile on Route 9 (North Broadway) to the André captors' monument in Patriots Park, the spot where Ichabod was met by the headless horseman. From here you can, if you wish, approximate Ichabod's flight by galloping frantically along Broadway until you reach the Old Dutch Church, about 0.6 mile. (article by Jim Logan)
At the living history farmstead Philipsburg Manor, Ichabod can still be seen strolling the grounds. Be sure to stop by the neighboring Sleepy Hollow Cemetery, where Washington Irving is buried as well as Sunnyside, his self-designed 19th century homestead. For the nature-loving horsemen, there are many scenic trails, both equestrian and pedestrian, at the Rockefeller State Park Preserve.