The Headless Horseman Files
At Philipsburg Manor
Sleepy Hollow, New York
Oct 3rd - Nov 1st, 2025
Immerse yourself in this Sleepy Hollow whodunit and decide for yourself what really happened to Ichabod Crane.
Follow your guide on a mysterious 45-minute walk through the historic grounds of Sleepy Hollow’s Philipsburg Manor, where you’ll step into a chilling, live-action 18th-century whodunit. Along the way, encounter suspicious townsfolk like fiery Hans Van Ripper, charming Katrina Van Tassel, spectral Hulda the Witch, and bold Brom Bones—each with their own tale and motive for causing the demise of Ichabod Crane.
Co-Created by Nick Auer and Sam Myers
Written by Sam Myers
Directed by Nick Auer
Produced by Historic Hudson Valley
Production Stage Manager: Bethany Dolan
Adrian Van der Molen:
Isobel Obrecht
Mateo Gomez
Adrian Sexton
Dianne DeWald
Petrea Whittier
Tim Jones
Katrina Van Tassel: Taylor McKenzie
Hulda: Jackie Schram
Hans Van Ripper: Jeff Scherer
Brom Bones: Will Boyajian
Hulda Swing: Dianne DeWald
Katrina Swing: Isobel Obrecht
Brom Swing: Tim Jones
Puppet Design: Katie Adams
Original Music: Greg Hanson