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Headless Horseman Cartoons and Comics

Headless Horseman cartoon 1 of 24

headless horseman cartoon

The headless polo player.

Artist:

O'Brien, John

Search ID:

CX304820

High Res:

2869x2301 (unwatermarked)

Tags:

sleepy hollow, the legend of sleepy hollow, headless horseman, washington irving, literature, myth, myths, legend, legends, jack o lantern, jack o lantern, jack-o-lantern, jack-o-lanterns, sport, sports, polo, polo player, polo players, horse, horses, playing
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Headless Horseman cartoon 2 of 24

headless horseman cartoon

The headless moped driver

Artist:

Cambon, Michel

Search ID:

CX903213

High Res:

3181x1328 (unwatermarked)

Tags:

moped, mopeds, scooter, scooters, helmet, helmets, motorbike helmet, motorbike helmets, headless, headless huntsman, decapitated, ghost, ghosts, ghostly, headless horseman
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Headless Horseman cartoon 3 of 24

headless horseman cartoon

A headless man puts up a poster for his lost head.

Artist:

Patterson, Jason

Search ID:

CC124844

High Res:

2317x3114 (unwatermarked)

Tags:

headless, headless horseman, ichabod crane, the legend of sleepy hollow, washington irving, poster, posters, lost sign, lost signs, halloween, monster, monsters, ghost, ghosts, ghost story, ghost stories, apparition, apparitions, justice, seek justice, seeking justice, missing, missing poster, missing posters
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Headless Horseman cartoon 4 of 24

headless horseman cartoon

"I think your ride is here."

Artist:

Salpino, M

Search ID:

msan423

High Res:

2775x1875 (unwatermarked)

Tags:

designated driver, designated drivers, headless horseman, headless horsemen, halloween, bar, pub, drinker, drinkers, drinking, too much to drink, drunk, drunks, drunkard, drunkards, designated driving, sleepy hollow, legend of sleepy hollow, ichabod crane
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Headless Horseman cartoon 5 of 24

headless horseman cartoon

The Headless Horseman's Traumatic Childhood

Artist:

Fakes, Nate

Search ID:

nfkn693

High Res:

1892x1716 (unwatermarked)

Tags:

headless horseman, washington irving, pumpkin, pumpkins, jack-o-lantern, jack 'o' lantern, halloween, halloweens, horror story, horror stories, horror film, horror films, traumatic childhood, traumatic childhoods, childhood traumas, traumatic, childhood trauma
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Headless Horseman cartoon 6 of 24

headless horseman cartoon

The Headless Horseman moves to the suburbs.

Artist:

Evernden, Derek

Search ID:

CX902928

High Res:

4210x3825 (unwatermarked)

Tags:

bogart creek, headless horseman, monster, monsters, movie monster, movie monsters, horror, horror film, horror book, washington irving, legend of sleepy hollow, scare, scares, frighten, frightens, halloween, suburb, suburbs, suburban, modernize, modernizes, modernizing, update, updates, updating, reboot, reboots, rebooting, remake, remakes, bike, bikes, biker, bikers, cyclist, cyclists, cycling
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Headless Horseman cartoon 7 of 24

headless horseman cartoon

"You wouldn't know where my head is would you?"

Artist:

Gruhn, Mike

Search ID:

mgrn715

High Res:

2251x3000 (unwatermarked)

Tags:

pumpkin, pumpkins, headless horseman, monster, monsters, halloween, halloweens, pumpkin head, pumpkin heads, jack o lantern, jack-o-lantern, jack o' lantern, jack o' lanterns, dog, dogs, canine, canines, dog behaviour, dog behavior, canine behaviour, canine behavior, naughty dog, naughty dogs
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Headless Horseman cartoon 8 of 24

headless horseman cartoon

'Wait a minute, this guy is missing a head Oh jeez, we're totally gonna crash,'

Artist:

Guy & Rodd

Search ID:

gra050224

High Res:

2269x1900 (unwatermarked)

Tags:

headless horseman, headless, decapitate, decaptiation, ghost, spirit, sleepy hollow, washington irving, ichabod crane, supernatural, riding, horse, folk, tale, tales, horse riding, legend of sleepy hollow, brevity, horror story, ghost story, ghost stories, brevity
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Headless Horseman cartoon 9 of 24

headless horseman cartoon

Headless hitch hiker holds sign stating his destination: Sleepy Hollow.

Artist:

Morgan, Ron

Search ID:

rmon3944

High Res:

2436x1850 (unwatermarked)

Tags:

washington irving, the legend of sleepy hollow, headless horseman, literary figure, literary figures, mythical figure, mythical figures, hitchhiker, hitchhikers, hitch-hiker, hitch-hikers, hitch hiker, hitch hikers, hitch-hiking, hitch hiking, hitchhiking
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Headless Horseman cartoon 10 of 24

headless horseman cartoon

"All I could find was this butternut squash."

Artist:

Cole, Tyson

Search ID:

tcln117

High Res:

2100x1800 (unwatermarked)

Tags:

headless horseman, washington irving, halloweens, halloween costume, halloween costumes, halloween party, halloween parties, parties, pumpkins, butternut squash, costume, costumes, fancy dress, monsters, improvisation, improvisations, pumpkin, squash, halloween, party, monster
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Headless Horseman cartoon 11 of 24

headless horseman cartoon

I'm from Sleepy Hollow and haven't eaten in 240 years."

Artist:

Schley, Karsten

Search ID:

kscn6179

High Res:

2500x2500 (unwatermarked)

Tags:

washington irving, sleepy hollow, headless horseman, headless horsemen, legend of sleepy hollow, headless, eat, eats, eating, hunger, hungers, hungry, beg, begs, begging, beggar, beggars, begger, beggers, starve, starves, starving, starvation, help sign, help signs, homeless sign, homeless signs
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Headless Horseman cartoon 12 of 24

headless horseman cartoon

The Headless Horseman claims his luggage.

Artist:

Kincaid, Kelly

Search ID:

kkin313

High Res:

1800x1800 (unwatermarked)

Tags:

headless horsemen, headless horseman, monster, monsters, sleepy hollow, ichabod crane, pumpkin, pumpkins, washington irving, legend, legends, legendary, luggage, airport, airports, baggage, halloween, halloweens, scary story, scary stories, baggage claims
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Headless Horseman cartoon 13 of 24

headless horseman cartoon

Moments before the legend of 'the headless horseman' is born.

Artist:

Kes

Search ID:

ksmn1494

High Res:

1821x1593 (unwatermarked)

Tags:

headless horseman, headless, decapitate, decaptiation, ghost, spirit, sleepy hollow, washington irving, ichabod crane, supernatural, riding, horse, folk, tale, tales, horse riding, legend of sleepy hollow, the legend of sleepy hollow
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Headless Horseman cartoon 14 of 24

headless horseman cartoon

Lost and Found Booths

Artist:

Kinsella, Paul

Search ID:

pknn399

High Res:

1809x1665 (unwatermarked)

Tags:

lost and found, lost, found, heads, head, missing, decapitation, decapitated, headless horseman, headless, lost property, missing heads, missing property, decapitation, decapitations
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Headless Horseman cartoon 15 of 24

headless horseman cartoon

The Headless Horseman's secret shame.

Artist:

Bolton, Stephen

Search ID:

sbln1527

High Res:

3000x2187 (unwatermarked)

Tags:

sleepy hollow, washington irving, embarrassing secret, embarrassing secrets, embarrassment, embarrassments, embarrassed, headless horseman, humiliation, humiliations, public humiliation, public humiliations, secret shame, secret shames, medical condition, medical conditions
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Headless Horseman cartoon 16 of 24

headless horseman cartoon

Pumpkin Shortage

Artist:

Fell, Paul

Search ID:

pfen230

High Res:

1454x1800 (unwatermarked)

Tags:

pumpkins, northeast us weather, headless horseman, pumpkin, shortage, shortages, halloween, harvest, harvests, farmer, farmers, natural disaster, natural disasters, farming, us agriculture, storm, storms
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Headless Horseman cartoon 17 of 24

headless horseman cartoon

Happy Birthday Headless Horseman.

Artist:

Reynolds, Dan

Search ID:

dre0451

High Res:

1850x1321 (unwatermarked)

Tags:

birthday, birthdays, birthday cake, birthday cakes, birthday party, birthday parties, headless horseman, horseman, headless, headless, head, heads, pumpkin, pumpkins, pumpkin head, pumpkin heads, sleepy hollow, legend of sleepy hollow, haunting, hauntings
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Headless Horseman cartoon 18 of 24

headless horseman cartoon

'What was old Rip on?'

Artist:

Schwadron, Harley

Search ID:

hsc3052

High Res:

2521x2999 (unwatermarked)

Tags:

sleepy hollow, legend of sleepy hollow, the legend of sleepy hollow, rip, rip van winkle, drugs, drug, druggie, drug addict, drug addicts, bedtime story, bedtime stories, story, stories, headless horseman, horseman
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Headless Horseman cartoon 19 of 24

headless horseman cartoon

Horseless headman.

Artist:

Toos, Andrew

Search ID:

aton1138

High Res:

1978x1833 (unwatermarked)

Tags:

headless horseman, o'henry, horror, halloween, sleepy hollow, johnny depp, christina ricci, tim burton, stories, tales, children's stories, horses, headless, horse, horses, horseman, horror film, story, tale, kids story, kids stories
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Headless Horseman cartoon 20 of 24

headless horseman cartoon

The headless horseman receives a personal stereo for Christmas

Artist:

Kes

Search ID:

ksm0152

High Res:

2266x1903 (unwatermarked)

Tags:

headless horseman, headless horsemen, headless, horseman, horsemen, christmas, christmas present, christmas time, xmas, xmas present, xmas time, personal stereo, personal hi fi
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Headless Horseman cartoon 21 of 24

headless horseman cartoon

The Headless Horseman! Great costume! And so perfect for you, Headless Steve.

Artist:

Nobleman, Marc Tyler

Search ID:

mno0156

High Res:

1912x2824 (unwatermarked)

Tags:

party, parties, partys, costume, costumes, fancy dress, fancy dress party, fancy dress partys, fancy dress parties, headless horseman, headless horsemen, sleepy hollow, halloween
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Headless Horseman cartoon 22 of 24

headless horseman cartoon

A Headless Horseman at a Scout Camp

Artist:

Diesslin, Rich

Search ID:

rdln725

High Res:

2400x2400 (unwatermarked)

Tags:

horsemen, horseman, headless horsemen, headless horseman, scout camp, scout camps, scout, scouts, camp, camps, campsite, campsites, horse, horses, halloween, halloweens, scary story, scary stories, washington irving
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Headless Horseman cartoon 23 of 24

headless horseman cartoon

Headless Horseman Glasses

Artist:

Fakes, Nate

Search ID:

nfkn2647

High Res:

3366x3366 (unwatermarked)

Tags:

glasses, optical, headless horseman, halloween, pumpkin, jack-o-lantern, glasses, site, vision, washington irving, legend of sleepy hollow, prescription glasses, prescription, prescriptions, specs, spectacles, halloweens, optician, opticians, eyesight, visual impairment, visually impaired
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Headless Horseman cartoon 24 of 24

headless horseman cartoon

The Headless Horseman meets the Horseless Headsman.

Artist:

Hennicke, Carl

Search ID:

chcn95

High Res:

2975x2975 (unwatermarked)

Tags:

headless horseman, sleepy hallow, washington irving, legend of sleepy hollow, literary character, literary characters, mythical creature, mythical creature, mythical being, mythical beings, death, ghost, ghosts, monster, monsters, headsman, headsmen, headman, headmen
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More cartoons with the keyword 'headless horseman'


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