2019 CAPTURED Halloween Tradition Continues at Sleepy Hollow November 7, 2019November 7, 2019 Little Rebellion 86 Views 0 Comment halloween, pumpkins, skulls, Sleepy Hollow Photos by Lara Usifer A visit to Sleepy Hollow, New York on Halloween evening. Sleepy Hollow is known for its legend of the Headless Horseman during the American Revolutionary War. In the Halloween spirit, this masks sits in a chair in the Visitors Center Theater at Philipsburg Manor. Bill Irwin stars in the movie “The Unsilent Picture.” While the silent movie plays, there are live sound effects being performed to go with the movie. The theater located in the Sleepy Hollow Gift Shop is set up for a Halloween screening of “The Unsilent Picture.” The lantern-lined trail to the Sleepy Hollow Gift Shop. Tour guests are lined up waiting to enter the first tour of the Halloween evening. The Sleepy Hollow Cemetery offers two-hour lantern tours on Halloween night. The tour consists of walking through the cemetery, listening to scary stories. Kids make a stop at the Sleepy Hollow Police Department for some candy. Firefighter Headless Horseman sits outside of Sleepy Hollow’s fire department for Halloween. Keeping the Headless Horseman legend alive, the fire department leaves a parking sign just for the horseman right in front of their building. Sleepy Hollow’s fire department joined in on the Halloween fun with red lights outside and hanging decorations. The Sleepy Hollow Gift Shop has a lot of Halloween decorations like these skull ornaments on display for Halloween.