27 Free Pumpkin Stencils For A Funny (Or Scary) Halloween Jack-O-Lantern!
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Pumpkin season has arrived! It’s time to usher in the excitement of Halloween and fall festivities. But before carving your jack-o’-lanterns, check out our massive collection of 27 free pumpkin stencils and designs. We’ve gathered many spooky, funny, and adorable pumpkin concepts perfect for creating eye-catching fall decor. They’re perfect whether aiming for a frightful or delightful atmosphere.
Sound fun?
Then let’s carve some pumpkins!

27 Free Pumpkin Stencils For A Funny (Or Scary) Halloween Jack-O-Lantern!
Get ready to transform your pumpkins into masterpieces with these creative and easy-to-use pumpkin stencils!
You can download a PDF file with all the pumpkin stencils here! (Please enjoy them!)
1. Classic Pumpkin Face

Your search for the ultimate Halloween pumpkin stencil is over. This one is our favorite! It offers a classic October vibe with tons of personality. The stencil is also one of the easiest on our list to make and contains wide angles that are easy to cut.
- Difficulty Level: Easy.
- Mood: Fun, Halloween, classic.
2. Halloween Jester

We put the Halloween jester near the top of our list because it’s another classic October-themed pumpkin stencil. It’s easy to make and has wild yet familiar features. This pumpkin stencil screams Edgar Allen Poe or Sleepy Hollow. It’s just the thing for a fun yet edgy Halloween vibe.
- Difficulty Level: Easy.
- Mood: Happy, funny, somewhat spooky.
3. Ghostly Horror

This eerie pumpkin face floats in the darkness like a ghosty wisp captured mid-scream. It’s another one of our favorite pumpkin stencils for a chilling paranormal display. It’s guaranteed to impress visiting trick-or-treaters (or any fellow homesteader who dares stop by!)
- Difficulty Level: Moderate.
- Mood: Scary, spooky, chilling.
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4. Cheeky Grin

This playful and eerie grin gives off trickster vibes. I like the twisted smile and wide eyes. It satisfies charming and creepy by capturing Halloween’s essence without too much fright.
- Difficulty Level: Moderate.
- Mood: Eerie, creepy, sci-fi.
5. Frisky Feline Familiar

This pumpkin stencil is ideal for all witch kittens and familiars! It reminds me of a devious cat who enjoys too much catnip. Or maybe it’s more like a creature with feline-like snake fangs. Either way, it helps create a playful (slightly wicked) Halloween display.
- Difficulty Level: Easy.
- Mood: Frisky, playful, devious.
6. Maniacal Joker

Here’s a classic Halloween face with a bold smile and pointy teeth. This laughing pumpkin stencil appears to laugh while sporting an evil grin as if hinting at something wicked. It’s one of our favorites for capturing the festive mischief that may occur now and then on All Hallow’s Eve.
- Difficulty Level: Easy.
- Mood: Happy, chuckling, maniac.
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7. Creepy Cackle

This goofy pumpkin stencil offers a broad, devilish smile oozing a sinister charm. It’s a superb jack-o-lantern theme if you want to give the impression that your gourd is plotting something slightly devious.
- Difficulty Level: Easy.
- Mood: Goofy, funny, smiley.
8. Chuckling Ghost

This classic, narrow-cut pumpkin face is full of chuckling curiosity and a touch of fright. It’s ideal when working with tiny (or narrow) pumpkins. But we warn you. This lowkey pumpkin stencil might make your front porch look surprisingly scary!
- Difficulty Level: Easy.
- Mood: Funny, party animal, lighthearted.
9. Shadowy Silhouette

This Halloween stencil is simple yet unnerving. The shadowy silhouette leaves much to the imagination, almost like a monstrous octopus or a creature from the Black Lagoon. The empty eyes and jagged mouth combine to create a minimalist, alien countenance.
- Difficulty Level: Moderate.
- Mood: Aliens, sci-fi, sea monsters, outer space.
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10. The Scarecrow

The Scarecrow is one of the spookiest Halloween stencils on our list. It has deep, piercing eyes and a massive, sharp-toothed grin. It looks like it’s ready to haunt your nightmares. (Or eat you for lunch!)
- Difficulty Level: Moderate.
- Mood: Festive, spooky, piercing.
11. Dracula’s Grin

This evil smile radiates a sneaky charm, something only Dracula could pull off! I love the sharp teeth and shapely grin. It’s the perfect Halloween face to capture a devil-may-care pumpkin vampire vibe.
- Difficulty Level: Easy.
- Mood: Slick, charismatic, sneaky.
12. Smirking Ghost

The smirking ghost pumpkin stencil appears friendly yet wicked. It reminds me of the ghosts from the Pacman video game! It’s lighthearted, slightly spooky, and perfect for Halloween porch decor.
- Difficulty Level: Easy.
- Mood: Ghostly, spooky, cartoony.
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13. Spooky Ghost Classic

An extra-thick-cut spooky ghost with a slightly goofy countenance makes this stencil a playful option. It brings a lighthearted but eerie aura to your pumpkin carving game.
- Difficulty Level: Easy.
- Mood: Classic, Halloween, spooky.
14. Funny Fiend

Staying scared with this funny pumpkin face staring back at you and laughing is hard. This pumpkin design has exaggerated features that make it more fun than fearsome. It’s excellent for a family-friendly pumpkin with a sense of humor.
- Difficulty Level: Moderate.
- Mood: Giggly, comic-like, fun-loving.
15. Cheery Jack

Cheery Jack’s happy face radiates joy even in the darkest night. It’s perfect for offering Halloween smiles (and treats) instead of screams!
- Difficulty Level: Easy.
- Mood: Classic, joyful, friendly.
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16. Grim Grin

Yikes! This pumpkin stencil reminds us of Frankenstein. It features an angry, grimacing face that appears anything but friendly. The silhouette’s harsh lines make it ideal for creating a sinister and haunting vibe.
- Difficulty Level: Moderate.
- Mood: Foreboding, mean, haunting.
17. Menacing Glare

This pumpkin design glares right at you with fierce eyes and extra-sharp teeth. It’s one of our favorites for a more menacing pumpkin than mischievous. (This pumpkin design is also more complex than the average. Go slowly, and be careful!)
- Difficulty Level: Hard.
- Mood: Spikey, sharp, dangerous.
18. Alien Entity

Beware, dear reader. The angular features and a nasty smile make this face appear out of this world. It reminds me of a creepy alien. It’s perfect for adding a bit of sci-fi darkness to your Halloween display.
- Difficulty Level: Easy.
- Mood: Creepy, interdimensional, sci-fi.
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19. The Phantom

Here’s another fun Halloween pumpkin design that reminds me of Frankenstein. It also looks like it’s in the middle of a furious scream. It can help add a sense of urgency and terror to your pumpkin carving. It’s definitely for those aiming to frighten!
- Difficulty Level: Moderate.
- Mood: Horrified, classic, scary.
20. Spooky Specter

Here’s a wide-eyed jack-o-lantern design that’s full of fright. It offers a lighter take on the spooky season and works well for a fun, playful theme.
- Difficulty Level: Easy.
- Mood: Classic, spooky, lighthearted.
21. Sinister Grin

Sharp fangs, evil eyes, and a stretched smile give this pumpkin face an alarming, sinister look. The somewhat ominous grinning design will unnerve your friends and neighbors. (Just a little!)
- Difficulty Level: Easy.
- Mood: Vampiric, sly smile, threatening.
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22. The Gremlin

This spooky silhouette emanates a classic Halloween gremlin or goblin vibe. The sharp angles and deep-cut features make it perfect for a traditionally creepy pumpkin.
- Difficulty Level: Easy.
- Mood: Classic, creepy, ghoulish.
23. Halloween Terror

This spooky Halloween stencil features extra-creepy eyes and a jagged, menacing mouth. The fancy eyes produce a spectacular silhouette for a refined yet spooky look.
- Difficulty Level: Moderate.
- Mood: Devious, menacing, somewhat evil.
24. Happy-Faced Pumpkin

The secret to this jovial pumpkin face is all in the smile! It has a wide, joyful grin and a face that appears to be laughing. Pair this with a few spookier-themed pumpkin designs to keep your friends guessing.
- Difficulty Level: Easy.
- Mood: Classic, happy, friendly.
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25. Jagged Jack-O-Lantern

Here’s one of the most difficult-to-make but arguably one of the spookiest Halloween pumpkin designs. It features a wide, toothy grin and jagged eyes that almost appear ablaze. The ghostly face has a hectic, high-energy charm. But it’s only for experienced pumpkin carvers!
- Difficulty Level: Hard.
- Mood: On-edge, fiery, intense.
26. Grimacing Ghoul

This creepy, grimacing ghoul face features oblique angles and a menacing expression. It looks like a spooky Halloween goblin, gnome, gremlin, or ghoul. (And not the friendly kind of gnome!)
- Difficulty Level: Moderate.
- Mood: Angry, threatening, wild.
27. Scary Pumpkin Wraith

This eerie pumpkin design features a shadowy, intense expression. The stencil size is compact and perfect for the most miniature pumpkins in your batch. Match it with a few others to create a grand Halloween scene from a horror story!
- Difficulty Level: Hard.
- Mood: Scary, menacing, vicious.
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Conclusion
Any of these stunning jack-o’-lanterns can be the talk of the neighborhood. Whether you prefer spooky, funny, or cute designs, there’s something here for everyone. So grab your pumpkin harvest, print out your favorite stencils, and let your creativity shine!
What about you?
- Are you carving pumpkins this year?
- Do you prefer using stencils or freehanding your pumpkin designs?
- Do you want spooky, funny, or eerie pumpkins?
- Have you ever tried any unique pumpkin decorating techniques besides carving?
- What’s the most memorable jack-o’-lantern you’ve ever created or seen?
Thanks for reading.
Have a great day!