Sleepy Hollow Posters and Art Prints

Unleash the spirit of All Hallows' Eve with this captivating illustrated design. A hauntingly beautiful scene comes to life as a mysterious horse rider, draped in eerie attire, navigates the moonlit night. A pumpkin-headed steed gallops beneath a starry sky, carrying an air of enigmatic enchantment. Perfect for those who appreciate the darker, more mystical side of Halloween, this illustration is a spellbinding addition to your collection of holiday-themed art. Get ready to embrace the allure of the night with this chillingly captivating masterpiece.

Sleepy Hollow

illustration of a bucking horse with his headless rider

Be a messenger of the cause! Halloween is near and everybody must know! Call your followers and spread the word.

sleep is such a luxury, which i cant afford.I'll go back to sleep, then.

This year, strut around your private school is style. With this iconic shirt, you'll be sure to catch the attention of Katrina Van Tassel. You'll be the talk of the campus that's for sure. And don't forget—this shirt is also perfect for yachting, lawn tennis, croquet, binge drinking, questionable hookups, and bribing your way into the Ivies. Beware of Abraham "Brom Bones" Van Brunt though—he gets hotheaded when there is a few gin gimlets in him. He'll be jealous once he sees you in this shirt and is likely to do something rash. And definitely don't let ol' man Lauren see you donning this wear. He's likely to take away your scholarship.

Represent what you believe

Tim Burton movies

Headless Horseman

You fought him off in Junkenstein's revenge, but can you handle wearing him?

Embark on a journey into the shadows with our Dark Fantasy Skeleton Horseman tee. This intricately designed artwork features a grim equestrian knight, a skeletal embodiment of the macabre. Clad in armor that echoes the echoes of forgotten battles, the skeletal horseman rides forth with an aura of haunting elegance. The detailed illustration captures the essence of dark fantasy, with the horseman's bony steed galloping through an otherworldly landscape.

Hallween Trick or Treat design featuirng the Headless Horseman.

An unfortunate man tripped into a pumpkin pile. And it seems, one of these pumpkins is not like the others.

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

An orange version of a cute headless horseman!

A green version of a cute headless horseman!

Halloween trick or treat design featuring the Headless Horseman.

the headless surfer

The Headless Horseman, don't go venturing alone at Sleepy Hollow!

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

A product with a Halloween-inspired design is the perfect choice for this special occasion. Its motif evokes the dark and mysterious world of this holiday, creating a unique atmosphere. It's the perfect outfit to bring a touch of magic and mystery to any Halloween party.

Sleepy hollow inspired art

Maybe this is the head of the legend of Sleepy Hollow

Pumpkin Head

I need my coffee to wake up!

The legend of the sporty hollow

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.

WWW,CREEPIES.CO.UK So creepily cute, you’ll love them to death! NO TRICKS, JUST TREATS! v—v

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Headless Horseman

The Hessian selects just the right pumpkin to present to his schoolteacher friend. Copyright © 2023 by J.E.Larson

"The Frightful Fraternity"? "The Scare Society"? "The Creepy Cooks"?

A headhunter on horseback holding a jack-o-lantern. What happened to his head?

Victorian Headless Horseman

Parody horseman.