• Ossining’s Haunted Kill Trail of Terror

    Joseph G. Caputo Community Center 95 Broadway, Ossining, NY, United States

    Imagine strolling through the scenic Sing Sing Kill Greenway at dusk—peaceful, right? Wrong! Ossining’s “Haunted Kill” is here to ruin your sense of calm with 20 minutes of heart-pounding, scream-worthy thrills. As you wander through this rocky, shadow-filled path, historical ghost stories unfold before your eyes, brought to life by Westchester Collaborative Theater. But don’t …

    Free

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There’s something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.