Headless Horseman Crewneck Sweatshirts

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

Original painting by artist Craig Mahoney

Headless Horseman

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

Bring home the legend of Sleepy Hollow!

A quick design.

The classic Headless Horseman in the grave of his victims

Headless Horseman

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

Headless Horseman

Headless Horseman

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

A quick design.

Headless Horseman

A quick design.

Sleepy Hollow

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

Take it to the paint!

This illustration features the famous Headless Horseman.

Headless Horseman

Sleepy Hollow

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!

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

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!)

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

The Headless Horseman ready to ride this Halloween.

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)....

The Legend of Sleepy Hollow, The Headless Horseman

With a hip-hip and a clippety clop, he's out looking for a top to chop. So don't stop to figure out a plan, you can't reason with a headless maaaaan.

You can't reason with a headless man!

The Hessian who was also Headless

Headless Horseman

Headless Horseman of Legend on a Rearing Black Horse

Headless Horseman

Headless horseman

The Headless Horseman ready to ride this Halloween.