Carving pumpkins into a jack-o-lanterns is a longstanding family tradition in many American households. I always marvel at my neighbors’ expertly carved masterpieces while my attempts to make a macabre gourd most closely resemble “American Horror Story’s Beauregard”. Thus, I find it far more fun and incredibly more rewarding to make jack-o-lanterns digitally. At least Photoshop lets me hit the “undo” button!
1. Creepers by Derek Holiday
I love the wicked glowing grin in this promotional design for a Canadian Halloween store.
2. Jack-o-Lantern by Matheus Horstmann
This creepy pumpkin head is whimsical yet disturbing, especially with the noxious green vapors trailing from its grin.
3. Pumpkin Head by Kristina Mansson
A clever design featuring a skull made out of jack-o-lantern silhouettes.

4. Carving Contest by Lisa Shipley
A poster or flyer design for a pumpkin carving contest, I like this design for its unique font and the happy/sad jack-o-lantern combination.
5. Halloween Flyer by Dushan Stojkovich
This is a template design that’s actually worth using for a Halloween party poster or flyer. I like the disco ball jack-o-lantern featured in the center.
6. Krunkin Pumpkin Ale by Scott Schwieterman
Krunken Pumpkin Ale’s label design makes it look like the kind of brew you’d want to swig at a bachelor party.
7. Pumpkin’s Prom by Katerina Frolova
A wicked pumpkin patch gets treated with eerie details, made even creepier by the artwork’s title.
8. Greedy Halloween Pumpkins by Tina Marie Lane
The O’lantern family after trick or treat, but the mad glowing grins still makes them creepy characters.
9. Pumpkin Party by Debi Pickler
I’m not sure if this design is creative, surreal or realistic. Either way, I’ve never seen toucans in a pumpkin patch. Maybe they’re hybrid pumpkins that grow in tropical climates?
10. Pumpkins by Tavo Montanez
Next time you’re in a cornfield and you see this, turn and run. I doubt it would do any good, but at least you won’t see it coming.
11. Pumpkin Skateboard by Dan Brandon
Every skateboarding Halloweenophile should have one!
12. Pumpkin by Max Vasiliev
Light and shadow are interesting design elements in this design. A foreground candle illuminates the jack-o-lantern, which shades the witch hat and is backdropped by a glowing moon.
13. Spooktacular by Vincent Panzeca
Another horrifying cornfield dweller design, I like how it mixes elements of grunge and cut-out styles.
14. Jack-o-Lantern by Genzoman
Attention to detail, excellent use of light and shadow, and a grinning mouth full of razor-sharp – and real – teeth make this design perfectly nightmare-worthy.
15. Jack-o-Lantern by SeaGerdy
This cartoon jack-o-lantern would make a perfect Scooby Doo villain. Or maybe Ben 10… ULTIMATE JACK-O-LANTERN!
16. Jack In, Jack On, Jack Out by SavageSinister
Another nightmarish jack-o-lantern design that features a hand-illustrated or painted style.
17. Halloween Tree by Jeremiah Morelli
The perfect scenery to start an unsettling Halloween night, complete with a “pumpkin tree” and owl. Surreal and cool: One can only wonder what fate befell the owners of the toys.
18. Obsessed by Fegan
A bat-winged, stick-fingered man runs by with a flaming jack-o-lantern on his head. Kind of reminds me of college.
19. Trick o’ Lantern by Christopher Crow
This is what happens when you leave the pumpkin too long on the vine.
20. Jack by Eddie the Yeti
A skull-pumpkin morph makes the perfect jack-o-lantern design!
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Some stunning work in there, loving number 17 and 19, thanks for sharing.
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