Horseman Headless Hoodies

Original painting by artist Craig Mahoney

Halloween Night Headless Horseman

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

Bring home the legend of Sleepy Hollow!

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

Headless Horseman

Headless Horseman

The classic Headless Horseman in the grave of his victims

The Legend of Sleepy Hollow, The Headless Horseman

Headless Horseman

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

A quick design.

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

Headless Horseman

Illustration of the headless Horseman. "The Legend of Sleepy Hollow" is a gothic story by American author Washington Irving, first published in 1820 where a headless horseman soldier decapitated by a cannonball in battle is roaming the land in search of his missing head.

This illustration features the famous Headless Horseman.

Sleepy Hollow

Headless Horseman

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

Headless Horseman

A Sleepy Hollow inspired beer label featuring the Headless Horseman

A spectral rider on a demon horse heralds the holiday of Halloween. Saddle up and join the ride!

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!

A spooky design I made for Halloween of The Headless Horseman of Sleepy Hollow

Headless Horsemen design

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 Unicornman

"With a hip, hip and a clippity clop He's out looking for a head to chop So don't stop to figure out a plan Cause you can't reason with a headless man"

Vintage Logo of Headless Horseman

Headless Horseman taking a break for his pumpkin spice ice coffee. Everybody deserves some time off

A quick design.

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

A quick design.

A ghostly horseman on a demon steed charges through Halloween night, inviting you to join him. Ride with him or get a flaming pumpkin in the face. Your choice.

Headless Horseman - The Ichabod Crane Equestrian School, Sleepy Hollow New York. We have been training Headless Hessians since 1790! Wear the authentic Ichabod Crane Sleepy Hollow Gear. This is a great tourist design for anyone visiting Ghostly Haunts. Hand Drawn graphics in a classic branded badge design shows Jack-o-Lantern and Jumping Horses with Old Timey Text.