Headless Horseman Crewneck Sweatshirts

Original painting by artist Craig Mahoney

Headless Horseman....You can't reason with a headless man!

Headless Horseman

Headless Horseman

The headless Hessian rides again tonight! No mini fig is safe on Hallow's Eve!

A quick design.

The Headless Hessian's nightly ride. Copyright © 2022 by J.E.Larson

The classic Headless Horseman in the grave of his victims

Beware his pumpkin stare! Do you hear the horse that brays in the pale moonlight?

Headless Horseman

Sleepy Hollow

Bring home the legend of Sleepy Hollow!

Headless Horseman

Headless Horseman

Beware the rider with no head, he may take yours as his own!

Headless Horseman

I had an old flaming pumpkin design, so why not do a little headless horseman?

Take it to the paint!

A quick design.

This illustration features the famous Headless Horseman.

A quick design.

The ride of the Headless Horseman at Mickey's Not So Scary Halloween Party is one of my favorite parts of the special event! It's amazing to see him ride by on his dark horse with his glowing jack-o-latern head. Cinderella Castle looks beautiful lit up in Halloween colors. Bring some spooky magic into your home with this design showcasing the Headless Horseman at the Magic Kingdom!

Headless Horseman of Legend on a Rearing Black Horse

Get your hands on this Drewbacca exclusive design. Wear a conversation piece among envious eyes or give the best gift someone will ever receive! (Ok, maybe not the best, they might have been given a lightsaber or a puppy at some point, but it'll still be pretty cool!)

Headless Horseman

Sleepy Hollow

A spooky Halloween design of The Headless Horseman of Sleepy Hollow.

The Headless Horseman ready to ride this Halloween.

The Legend of Sleepy Hollow, The Headless Horseman

It's the headless horseman!

From downtown, Sleepy Hollow

The Headless Horseman ready to ride this Halloween.

Explore the mystery of folklore with our 'Headless Horseman - Sleepy Hollow' design. Inspired by a well-known fashion emblem, this design presents an intriguing reinterpretation: the headless horseman takes the place of the traditional polo jockey. The headless silhouette emerges in a subtle play of style and horror, capturing the essence of Sleepy Hollow's legendary story. With elegance and a haunting touch, this design fuses classic fashion with the dark narrative of folklore.

A terrifying apparition emerges from behind a huge twisted tree. It's a dark rider on a darker horse. He carries a flaming jack-o-lantern raised and ready to hurl at you. Most terrifying of all, he lacks his head. Meet the Headless Horseman of Sleepy Hollow. This is an image I've wanted to create for a while. So, for Halloween 2022, I felt time was ripe. The Headless Horseman is a ghost of folklore that can be found in many parts of Europe and America. Usually, the specter is carrying his head in the saddle, but the most famous version is that of Sleep Hollow, made popular by the short story "The Legend of Sleepy Hollow" by Washington Irving. This version of the Headless Horseman carries a jack-o-lantern (or maybe a pumpkin)....

Headless Horseman

You can't reason with a headless man!