The Legend of Sleepy Hollow takes on a whole new meaning when you actually come face to face with the Headless Horseman! Or is it the horseman of Death from the Book of Revelation? Either way you are sure to be enchanted by this classic tale. Meet Brom Bones, Katrina Van Tassel, Ichabod Crane and of course the star of the show, The Headless Horseman. Yes... He lives and he is riding into Chester New Jersey!


  • Date:10/4/2025 05:30 PM - 10/4/2025 08:00 PM
  • Location Municipal Field & Gazebo, Borough Park, 155 Main Street, Chester, NJ, USA (Map)
  • More Info:Rain date is Sunday 10/05/25

Price:$25

Description

Washington Irving penned The Legend of Sleepy Hollow in 1819, a tale that has endured for centuries, inspiring countless adaptations in movies, television, coloring books, and cartoons. Even Disney has created its own version. On October 4th, Mainstreet Chester will bring this iconic story to life with a unique re-enactment. Haunted History Productions will immerse you in the world of Sleepy Hollow, featuring beloved characters like Katrina Van Tassel, Brom Bones, and Ichabod Crane. As you stroll through the festively decorated streets of Chester New Jersey, with the crisp fall breeze and the scent of autumn and fresh farm fruits in the air, keep your eyes peeled—you might just catch a glimpse of the Headless Horseman. Or could it be one of the Four Horsemen of the Apocalypse whose names are Apocalypse, War, Famine and the star of tonight's encounter…Death! This walking storybook adventure promises to be a one-of-a-kind Halloween experience. Combining legend, theology, and theatre, it’s sure to be the highlight of your fall season. Gather your family and friends, because "The Headless Horseman Rides into Chester" is an event that will thrill and entertain all ages.

Tours depart every 15 minutes from 5:30 PM to 8:00 PM. To save time, purchase your time slot in advance and skip the line!

RESERVE YOUR TIME AND SKIP THE LINE!
Use the Buy Now button to purchase $25 advance tickets on Eventbrite.  No refunds.

Standby tickets will be sold on location the evening of the event.  

Stroller kids and  5 and under are free.  Service dogs only are permitted.

All adventures depart in groups every 15 minutes.  . 

This is a 55 minute walking experience. so please wear comfortable shoes and weather appropriate attire. 

Arrive  no later then 15 minutes prior to your scheduled time.

Find the line marked with your time departure and line up as you wait for your event to begin.  Staff may provide additional details upon arrival.  

Haunted History Productions brings storytelling and walking tours to a whole new level. You won't want to miss this experience.  The Headless Horseman rarely makes "live" appearances!