10 Haunted Places - Sleepy Hollow, NY home of Washington Irving's Headless Horseman goes all out. Horseman Hollow in the historic Philipsburg Manor thrills older visitors. For family fare, Haunted Hayride wends through the hollow & provides a glimpse of the legendary Horseman. Sunnyside activities have storytellers & colonial games, hot cider & doughnuts. After sunset, head to Croton-on-Hudson to see the Great Jack-o-Lantern Blaze, where more than 5,000 carved pumpkins illuminate the night.