The Legend of Sleepy Hollow

Jonathan Kruk brings Washington Irving’s The Legend of Sleepy Hollow to life in a spirited theatrical solo show filled with mystery, wit, ghostly scares, and a music-driven Headless Horseman chase. He has performed the beloved tale at theaters, historic sites, schools, libraries, and events across the country. Kruk has been featured on The Today Show, CBS Sunday Morning, The Travel Channel, and the BBC.

Performances

“IRVING’S LEGEND”

A singular performance by Jonathan Kruk, Hudson Valley Master Storyteller

Presented by Historic Hudson Valley

Start date: October 2, 2026

End date: November 1, 2026

Time: 6:00 pm

Location: Washington Irving's Sunnyside Homestead
3 West Sunnyside Lane
Tarrytown, NY 10533

~ Original music by Jim Keyes
~ Appearances by The Sunnyside Spirit Puppets
~ Look out for The Galloping Goblin

Amazing! Thank you for your heart-rending performance of "The Legend of Sleepy Hollow” It was worth the trip coming from Salt Lake City, Utah
Annette Van Tassel-Lodder - descendant of Caterina Van Tassel

Tickets

Jonathan’s “Legend of Sleepy Hollow” Solo Show

Date: October 22, 2026

Time: 7:00 pm - 8:00 pm

Location: Avery Homestead County Park, East Patchogue

More Info

Jonathan’s “The Legend of Sleepy Hollow” Solo Show

Date: October 26, 2026

Time: 7:00 pm - 8:00 pm

Location: Haddon Heights Library, Haddon Heights, NJ

More info

Jonathan’s “Legend of Sleepy Hollow” Solo Show

Date: October 29, 2026

Time: 7:30 pm - 8:30 pm

Location: Cong. Church of Easton
Easton, CT

More info

Jonathan Kruk performs The Legend of Sleepy Hollow, one of his special storytelling programs for an audience

“His spirited, candlelit one man show has become a fixture of Halloween"

The Legend Comes to Life

Journey into the haunted heart of the Hudson Valley with Jonathan Kruk, Master Storyteller. His legendary solo performance of The Legend of Sleepy Hollow is more than a reading—it’s a full theatrical experience. With dramatic voices, lively gestures, and live music by a master organist, Kruk brings Washington Irving’s tale to vivid life.

Unlike other versions, this show is interactive, fast-paced, and filled with historical context. Furthermore, Jonathan adapts each performance to the setting, whether it’s in a candlelit church, a theater, or a school auditorium. Because of this, audiences feel immersed in the eerie atmosphere of Sleepy Hollow itself.

Even longtime fans of the story will discover something new. In addition, Jonathan’s extensive research into Hudson Valley folklore gives the tale added richness and authenticity. Whether you’re planning a fall festival, a school assembly, or a Halloween event, this performance will leave a lasting impression.

Don’t wait—send a message to Jonathan Kruk today to reserve your date before the Headless Horseman rides again!

Purchase the DVD

Read Jonathan's Book

Listen to the Digital Download

Finding Washington Irving's Headless Horseman:

The Legend of Sleepy Hollow Driving Tour

Washington Irving immortalized Sleepy Hollow and Tarrytown in his 1820s tale The Legend of Sleepy Hollow. On this driving tour, you’ll follow the path of the Headless Horseman and visit the real sites that inspired the story. From Philipsburg Manor to the Old Dutch Church and Sleepy Hollow Cemetery, you’ll uncover eerie legends and Revolutionary War history that shaped Irving’s ghostly world. Join storyteller Jonathan Kruk for an hour-long journey that will leave you spellbound by Sleepy Hollow’s haunting charm.

This is a 26.2 Mile Driving Tour

It takes an average of 60 mins to complete.

Hudson River Valley, NY

~ "Thrilling!" ~

~ "Best Storyteller in the Hudson Valley" ~

~ Thank you again for your heart rending version of "The Legend of Sleepy Hollow." ...and congratulations on your amazing talent. It was worth the trip from Salt Lake City Utah.

What was the highlight of our trip to Sleepy Hollow? It was the dramatic story telling of The Legend of Sleepy Hollow by one of the best performance artists around--Jonathan Kruk. He made his grand entrance to organ music, dressed in colonial garb, and holding an ominous pumpkin. He used dramatic tones to introduce the story and with glowing emotions. He embodies Irving's most intricate characters. His inflections had every person in the church hanging on to the edge of their pews...never knowing when the next scare might come.

booking

Based in the Hudson Valley, Jonathan Kruk will travel to your region to perform

Phone

(845) 216 - 9087

Email

jonathankruk@gmail.com