Halloween Headless Horseman Long Sleeve T-Shirts

Represent what you believe

Even the headless horseman needs a pick me up before a hard nights work!

Spooky headless Jack o Lantern girl.

Represent what you believe

Ichabod Crane

The Hat Box Ghost from Haunted Mansion is riding a horse in the style of the Headless Horseman.

Scary headless rider with a pumpkin on fire in his hands in a spooky cementery

Welcome to sleepy hollow

Hallween Trick or Treat design featuirng the Headless Horseman.

Don't lose it!

"The Legend of Sleepy Hollow" is an 1820 short story by American author Washington Irving, contained in his collection of 34 essays and short stories titled The Sketch Book of Geoffrey Crayon, Gent. Irving wrote the story while living in Birmingham, England. Along with Irving's companion piece "Rip Van Winkle," "The Legend of Sleepy Hollow" is among the earliest examples of American fiction with enduring popularity, especially during Halloween because of a character known as the Headless Horseman believed to be a Hessian soldier who was decapitated by a cannonball in battle.

Embrace the spooky season with our "Pumpkin Spice Horseman Brew"! For caffeine connoisseurs who crave a dash of eerie excitement in their mornings, this design perfectly blends the thrill of the Headless Horseman with the comfort of pumpkin spice. Whether you're a fearless coffee aficionado or a fall fanatic seeking a sip of the supernatural, this brew-tiful creation is your must-have sidekick. Get ready to awaken your taste buds and summon a smile with every spooky sip!

"Watch your heads!" A flat design from the movie, Sleepy Hollow.

Halloween trick or treat design featuring the Headless Horseman.

A Halloween classic. Illustration is based on Washington Irving’s The Legend of Sleepy Hollow. The Headless Horseman rides.

Welcome to sleepy hollow why Dont you head on in

Trumpkin loses his head. Design by Sinister Fruit.

based on the 1819 book. the legend of sneaky hollow tells the story of a headless horseman scaring the local peasants when they where bathing in the local pond. or something, i didn't read it.

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

Welcome to sleepy hollow

Get ready to slay the Headless Horseman! Sleepy Hollow's legendary tale comes to life in Anime form with Ichabod Crane. Don't miss out on the chills and thrills!

Too long we have been drinking pumpkin spice beverages. The pumpkins aren't going to take it anymore. They're coming. For us.

The King of Currumpaw join force once again with Legend of Sleepy Hollow for Revenge! Beware!

My take on the dullahan, the headless rider of celtic folklore

El jinete sin cabeza de Sleepy Hollow, en tres colores, blanco negro y rojo. Theprometeus 2023

Rotting inside

My favorite character of all time.

Please Book A Head

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

this is one from my monster series of the good old Jack O Lantern distraught after seeing the smashed pumpkin. He's even crying pumpkin seeds.

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

King Halloween - Gift For Halloween Horror Nights

A spectral rider on a demon horse heralds the coming of Autumn. Are you ready?

Pixie Hollow Spooky Scary Movie Parody

A Halloween classic. Illustration is based on Washington Irving’s The Legend of Sleepy Hollow. The Headless Horseman rides at twilight on a country road.