Illustration of a ghost tour scene (The Headless Horseman Files)
Haunted Experiences

The Headless Horseman Files

Visitors embark on a 45-minute guided walking tour across the historic grounds to solve a live-action mystery. Along the path, groups encounter suspicious townsfolk like Hans Van Ripper, Katrina Van Tassel, Hulda the Witch, and Brom Bones, as well as the Headless Horseman lurking in the shadows. Participants piece together clues and uncover hidden truths to determine what happened to Ichabod Crane.

Oct 2 – Oct 31, 2026 Recommended for ages 8+

Plan Your Visit

Tickets

Adults: $35; Seniors & Young Adults: $34; Children: $25; 15% off for members.

Neighborhood

Sleepy Hollow

Food & Drink

Food and drinks, including adult beverages, are available for purchase.

Parking

Overflow lot address: 100 Continental St., Sleepy Hollow, NY.

Accessibility

Most scenes are accessible by ramp, though some areas have limited access.

Location

Philipsburg Manor · 381 N Broadway, Sleepy Hollow, NY Get Directions

Local Insight & Ratings

Scare Factor

👻 👻 👻 👻 👻 (2/5)

Family Friendly

👶 👶 👶 👶 👶 (4/5)

Best For

Families with children 8 and up and fans of theatrical mysteries

Vibe

Playful and eerie

Energy Level

Moderate

Photo Friendly

Moderate

Weather Sensitivity

Moderate

Tips & Advice

  • If the main lot is full, use the overflow parking lot located at 100 Continental St., Sleepy Hollow, NY.
  • Be prepared for darkness and transitions between bright outdoor areas and low-light interiors if sensitive to light shifts.

Special Events & Promotions

  • Admission is timed.
  • Members receive 15% off.

Links & Contact

Run by Historic Hudson Valley

Halloween Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.

Frequently Asked Questions

What age group is the experience recommended for?

It is recommended for ages 8 and up due to low-light segments, light suspense, and eerie supernatural themes.

How long does the tour take?

The guided experience lasts approximately 45 minutes.

Are food and drinks available on-site?

Yes, souvenirs as well as food and drink—including adult beverages—are available for purchase.

Browse Halloween in Greenburgh

Always check the official website for the most current information.

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Contributors & Updates

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