Sleepy Hollow T-Shirts

Search Results

Sort By:

Main Tag

Description

Pumpkin Head

Tags: pumpkin, horseman, ichabod, pumpkin head, scary

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by ArtbyDJV

$22 $16

Main Tag

Description

Headless Horseman

Tags: ichabod crane, sleepy hollow, horse, eerie, creepy

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by Out of My Mind

$22 $16

The Headless Hessian's Selection T-Shirt

Main Tag

Description

Tags: ghost, halloween, horror, horse, horseman

Graphic tees. Available in Plus Size T-Shirt

The Headless Hessian's Selection T-Shirt

by Haunted Nonsense

$22 $16

Main Tag

Description

A blue version of a cute headless horseman!

Tags: fantasy, fantasy creatures, fantasy illustration, halloween, horror

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman (Blue) T-Shirt

by Andy Portillo

$22 $16

Main Tag

Description

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

Tags: banshee, frankenstein, ghost, halloween gifts, headless horseman

Graphic tees. Available in Plus Size T-Shirt

The Halloween Hallows T-Shirt

by Qspark

$22 $16

Main Tag

Description

Parody horseman.

Tags: horseman, headless horseman, sleepy hollow, sleepyhollow, headlesshorseman

Graphic tees. Available in Plus Size T-Shirt

The Horseman T-Shirt

by Melonseta

$22 $16

Main Tag

Description

Regulating Sleepy Hollow since 1820.

Tags: headless horseman, sleepyhollow, legend of the headless horseman, halloween, sleepy hollow

Graphic tees. Available in Plus Size T-Shirt

Mount Up T-Shirt

by FriendGate

$22 $16

Main Tag

Description

Victorian Headless Horseman

Tags: halloween, halloweentee, horror, horse lover, horse riding

Graphic tees. Available in Plus Size T-Shirt

Victorian Headless Horseman T-Shirt

by LVBart

$22 $16

Main Tag

Description

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

Tags: dullahan, halloween, headless horseman, horror, horse rider

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by Qspark

$22 $16

Main Tag

Description

The headless horseman rides!

Tags: halloween, headless, headlesshorseman, horror, horse lovers

Graphic tees. Available in Plus Size T-Shirt

Headless Rider T-Shirt

by Corey Smith Creative

$22 $16

Main Tag

Description

Ichabod Crane lost the race

Tags: ichabod crane, sleepy hollow, halloween, headless horseman, spooky

Graphic tees. Available in Plus Size T-Shirt

The Headless Horseman T-Shirt

by drawmanley

$22 $16

Main Tag

Description

The ultimate Halloween costume.

Tags: sleepy hollow, ichabod crane, halloween, headless horseman, horseman

Graphic tees. Available in Plus Size T-Shirt

Headless Bojack Horseman T-Shirt

by Black Snow Comics

$22 $16

Main Tag

Description

Headless Horseman

Tags: ichabod crane, sleepy hollow, xmas, christmas, halloween

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by LVBart

$22 $16

Main Tag

Description

The Headless Horseman just wasn't as menacing when his horse was in the shop.

Tags: ichabod crane, legend of the headless horseman, halloween, horror, legend of sleepy hollow

Graphic tees. Available in Plus Size T-Shirt

Running Headless Horseman T-Shirt

by westinchurch

$22 $16

Main Tag

Description

This headless Dullahan sometimes loses her mind...

Tags: monster, fantasy, pin up, sleepy hollow, popculture

Graphic tees. Available in Plus Size T-Shirt

Dullahan girl T-Shirt

by Rafchu

$22 $16

Main Tag

Description

Don't Lose Your Head Graphic T-Shirt

Tags: creepy, halloween, headless horseman, horse lover, horse riding

Graphic tees. Available in Plus Size T-Shirt

Don't Lose Your Head T-Shirt

by CTJFDesigns

$22 $16

Main Tag

Description

It's the headless horseman!

Tags: christmas, horror, sleepy hollow, ichabod crane, creepy

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by Nerdpins

$22 $16

Main Tag

Description

Headless Horseman of Legend on a Rearing Black Horse

Tags: halloween stories, halloween story, myth, american folklore, ghost story

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by Sticker Steve

$22 $16

Main Tag

Description

From downtown, Sleepy Hollow

Tags: basketball, pumpkin, jack o lantern, jordan, ichabod crane

Graphic tees. Available in Plus Size T-Shirt

Headless Horse Dunk (Grid) T-Shirt

by HeroInstitute

$22 $16

Main Tag

Description

My favorite character of all time.

Tags: halloween, headless, horseman, horses, ichabod

Graphic tees. Available in Plus Size T-Shirt

Ichabod Crane T-Shirt

by CarpeOssa

$22 $16

Headless Horseman Finds Love - Orange and White Design T-Shirt

Main Tag

Description

Everybody needs somebody, but not every body needs a head - well, at least in the case of the Headless Horseman.

Tags: cute, funny, halloween, horseman, jack o lantern

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman Finds Love - Orange and White Design T-Shirt

by Sombrero Craft

$22 $16

Main Tag

Description

Go to Sleep Sleeping sleep apnea Sleep bag sleep number bed sleep aid Sleep mask sleep tracker Sleep well sleep sack Sleep buds sleep apnea mask sleep wear womens sleep headphones sleep styler

Tags: disney, sleepy hollow, sleepless, tired, sleeping beauty

Graphic tees. Available in Plus Size T-Shirt

Go to Sleep T-Shirt

by Manafff

$22 $16

The Horseman comes and tonight he comes for you T-Shirt

Main Tag

Description

I can't Feel my face. The legend of sleepy hollow

Tags: believe, face, head, headless, hollow

Graphic tees. Available in Plus Size T-Shirt

The Horseman comes and tonight he comes for you T-Shirt

by KewaleeTee

$22 $16

Main Tag

Description

Don't lose your head.

Tags: cute, funny, headless, horror, oc

Graphic tees. Available in Plus Size T-Shirt

Gallop into the Halloween spirit with our Headless Horseman products, featuring a spine-chilling design of the legendary specter. These items capture the eerie essence of Sleepy Hollow’s most infamous phantom rider, and provide a hauntingly stylish look. Perfect for seasonal festivities...or year-round use for those who delight in the macabre.

Tags: halloween, headless rider, headlesshorseman, horror, horseman

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by Fabled

$22 $16

Halloween Unicorn Headless Horseman T-Shirt

Main Tag

Description

Halloween Unicorn Headless Horseman

Tags: unicorn, unicorn lover, halloween, unicorn halloween, halloween costume gift

Graphic tees. Available in Plus Size T-Shirt

Halloween Unicorn Headless Horseman T-Shirt

by Ultra Electro Galactic Shop

$22 $16

Main Tag

Description

You can't reason with a headless man.

Tags: headless horseman, ichabod crane, legend of sleepy hollow, legend of the headless horseman, ichabodcrane

Graphic tees. Available in Plus Size T-Shirt

The Headless Horseman T-Shirt

by FriendGate

$22 $16

Main Tag

Description

Headless Horseman

Tags: headless, horror, horseman, hunted, death

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by valentinahramov ⭐⭐⭐⭐⭐

$22 $16

Main Tag

Description

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

Tags: american, authors, sleepy, hollow, headless

Graphic tees. Available in Plus Size T-Shirt

The Headless Horsem T-Shirt

by KayeDreams Art

$22 $16

Main Tag

Description

Headless Horseman

Tags: haunted mansion, halloween, vintage halloween, sleepy hollow, frankenstein

Graphic tees. Available in Plus Size T-Shirt

Headless Horseman T-Shirt

by The Kirsten Chronicles

$22 $16

Main Tag

Description

For fans of creepy characters and coin slot machines

Tags: halloween, pumpkin halloween, sleepyhollow, ichabod crane, horse riding

Graphic tees. Available in Plus Size T-Shirt

Coinslot Chaos T-Shirt

by Narwhal-Scribbles

$22 $16

Death Tarot Card The Headless Horseman T-Shirt

Main Tag

Description

This spooky design boasts a gothic take on the tarot card Death. From the classic novel of Washington Irving - The Legend of Sleepy Hollow - the Headless Horseman rears his steed with his jack o lantern head in hand as Ichabod Crane kneels before him.

Tags: halloween, witch, witchcraft, tarot card, jack o lantern

Graphic tees. Available in Plus Size T-Shirt

Death Tarot Card The Headless Horseman T-Shirt

by The Ghoulish Garb

$22 $16

HEADLESS HORSEMEN LIVE FREE OR DIE variant E T-Shirt

Main Tag

Description

Represent what you believe

Tags: horror, pumpkin, live free, ichabod crane, 1776 revolution

Graphic tees. Available in Plus Size T-Shirt

HEADLESS HORSEMEN LIVE FREE OR DIE variant E T-Shirt

by REDEEM the RUINS

$22 $16

The Headless Horseman Finds Love T-Shirt

Main Tag

Description

Everybody needs somebody, but not every body needs a head - well, at least in the case of the Headless Horseman.

Tags: cute, funny, halloween, horseman, october

Graphic tees. Available in Plus Size T-Shirt

The Headless Horseman Finds Love T-Shirt

by Sombrero Craft

$22 $16

Once You Cross That Bridge My Friend T-Shirt

Main Tag

Description

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.

Tags: disney, the legend of sleepy hollow, wind in the willows, folklore, pumpkin

Graphic tees. Available in Plus Size T-Shirt

Once You Cross That Bridge My Friend T-Shirt

by RobotGhost

$22 $16

Main Tag

Description

Getting together with your fellow witches? Let your buddies know your part of the coolest witches coven outside of Salem with this design.

Tags: practical magic, sleepy hollow, sanderson sisters, hocuspocus, witch

Graphic tees. Available in Plus Size T-Shirt

Rollin with my coven T-Shirt

by 8mmAttire

$22 $16

halloween headless horseman beetlejuice horror ichabod crane hocus pocus haunted mansion tim burton

T-Shirt FAQ

Where can I find other halloween designs?

In addition to halloween designs, you can explore the marketplace for horseman, scary, and pumpkin designs sold by independent artists.

What material is this item made of?

100% combed ringspun cotton. The perfect fabric for a graphic tee and the softest in the business. (Due to product availability, cotton type may vary for 2XL and 3XL sizes)

What USA ship methods are available?

UPS MI Domestic (6-8 Business Days)

FedEx 2-Day (4-6 Business Days)

Estimates include printing and processing time.More Shipping Info

What is the Return/Exchange policy?

We want you to love your order! If for any reason you don't, let us know and we’ll make things right.Learn More

Sign Up

Cart Preview (0)

Your Cart is empty...

Shop Designs

Holidays & Occasions

Artist Collections

Adult Apparel

Kids Apparel

Accessories

Stickers

Phone Cases

Pins

Magnets

Home Goods

Shop Designs

Apparel

Accessories

Home Goods

Popular Products

Browse All Topics

Support

Adult Apparel

T-Shirts

Tank Tops

Hoodies

Crewneck Sweatshirts

Long Sleeve T-Shirts

Baseball T-Shirts

Kids Apparel

Kids T-Shirts

Kids Hoodie

Home Goods

Wall Art

Mugs

Pillows

Tapestries

Pins

Cases & Stickers

Phone Cases

Stickers

Magnets

Merchandise

Related Tags

horseman

scary

pumpkin

spooky

headless

Sleepy Hollow T-Shirts

Product Sort + Filter

Adult Apparel

T-Shirts

Tank Tops

Hoodies

Crewneck Sweatshirts

Long Sleeve T-Shirts

Baseball T-Shirts

Merch

Kids Apparel

Kids T-Shirts

Kids Hoodie

Merch

Home Goods

Wall Art

Mugs

Pillows

Tapestries

Pins

Merch

Cases & Stickers

Phone Cases

Stickers

Magnets

Merch

People also search for:

T-Shirt FAQ

Subscribe to Our Newsletter

Support

About Us

Explore