32 Funny Painted Pumpkin Ideas: Fun, Easy Designs for Everyone

This post may contain affiliate links. Please see my full disclosure for more information.

Pumpkin painting is one of those fall activities that just never gets old. It’s a chance to skip the mess of carving and still end up with something bright, weird, or just plain adorable.

Close-up of one or two pumpkins painted blue with dots and a green leaf, placed on a tabletop with soft daylight.

With a little inspiration, an ordinary pumpkin can turn into the goofiest thing on your porch. Here are funny painted pumpkin ideas to get everyone in on the fun.

Pumpkin Painted Like a Clown with Red Nose

One to two pumpkins painted with colorful clown faces, featuring a red nose, arranged on a tabletop.

Give your pumpkin a clown makeover with a big red nose and some silly face paint. The brighter, the better.

Pumpkin with Painted-on Glasses and Mustache

One or two pumpkins on a table painted with colorful glasses and mustaches.

Oversized glasses, a curly mustache, and a goofy expression? This pumpkin’s ready for a nerdy costume party.

Pumpkin Designed as a Silly Monster with One Eye

Close-up of one or two small pumpkins painted as silly one-eyed monsters with bright colors on a clean tabletop.

One giant eye and a lopsided grin—this is monster-making at its easiest.

Pumpkin Wearing a Painted Tie and Glasses

One or two pumpkins on a table, one painted with a colorful tie and wearing glasses, arranged simply with a clean background.

A painted tie and glasses give your pumpkin major personality. Maybe it’s headed to the office? Who knows.

Pumpkin Decorated as a Funny Robot with Sharpie

Close-up of one to two pumpkins painted with colorful robot faces on a clean tabletop.

Grab a Sharpie and doodle some robot faces. No batteries required.

Pumpkin with Painted-on Glasses and Comical Mustache

Two small pumpkins on a table painted with colorful glasses and comical mustaches.

Hand-painted glasses and a curly mustache? Can’t go wrong with a little quirk.

Pumpkin with Painted Large Cartoon Eyes and Smile

One or two pumpkins on a table painted with large cartoon eyes and smiling faces.

A playful twist: paint bright cartoon eyes and a huge smile right on the pumpkin. It sort of makes the whole room feel lighter, doesn’t it?

Pumpkin Wearing a Painted Bowtie and Glasses

One or two small pumpkins on a tabletop, painted with bright colors including a bowtie and glasses design.

Paint on a sparkly pink bowtie and some cute round glasses. Suddenly, this little pumpkin’s got a ton of personality.

Pumpkin Painted with Goofy Crossed Eyes and Tongue

Close-up of one or two pumpkins on a table painted with goofy crossed eyes and a tongue sticking out.

Go wild: big crossed eyes and a bright pink tongue sticking out. It’s pure goofy energy, and honestly, that’s pretty great.

Pumpkin Turned into a Comical Monster with Big Smile

One or two pumpkins painted as funny monsters with big smiles, placed on a tabletop with soft daylight.

Paint on a wide, toothy grin and some funny, round eyes. This silly monster pumpkin will get everyone giggling, guaranteed.

Pumpkin with Painted Goggles and Mustache

One or two pumpkins painted with colorful goggles and a mustache on a clean tabletop.

Chunky goggles and a swirly mustache—this pumpkin’s got style. Maybe a little too much, but who’s judging?

Pumpkin with Funny Glasses and a Mustache

Close-up of one or two pumpkins painted with funny glasses and a mustache on a simple tabletop.

This pumpkin sports silly glasses and a goofy mustache that bring instant smiles.

Its playful look adds charm without any spooky vibes.

Pumpkin Dressed as a Pirate with Painted Hat and Eye Patch

Close-up of one or two pumpkins painted with a pirate hat and eye patch, placed on a tabletop with soft daylight.

This pumpkin wears a bright painted pirate hat and a bold black eye patch, creating a playful Halloween look.

Its painted face sports a cheeky grin and a little beard, adding charm and pirate spirit.

Pumpkin Painted with Polka Dot Patterns and Smile

Close-up of one to two small pumpkins painted with colorful polka dots and smiling faces on a tabletop.

It shines bright with colorful polka dots all over its round surface.

A wide, cheerful smile adds a joyful and playful vibe to the pumpkin.

Pumpkin Designed Like a Soccer Ball

Close-up of one or two pumpkins painted with a black-and-white soccer ball design on a simple tabletop under soft daylight.

This pumpkin is painted with black and white shapes to look just like a classic soccer ball.

It’s a perfect pick for soccer fans who want a sporty and fun pumpkin this Halloween.

The simple, bold design makes it stand out on any porch or party table.

Pumpkin Painted as a Cartoon Robot with Buttons

Close-up of one or two pumpkins painted as cartoon robots with colorful buttons on a clean tabletop.

The pumpkin is painted with bright metallic colors to look like a cheerful cartoon robot.

Colorful buttons are glued on for the robot’s eyes, nose, and decorative details.

Simple lines and shapes create fun robotic features like antennas and a smiling mouth.

Pumpkin Painted Like a Blueberry with Dots and Leaf

This pumpkin wears a smooth blue coat dotted with tiny navy spots, just like a blueberry.

A bright green leaf sits playfully on top, adding a fresh, natural touch.

Pumpkin with Funny Mustache and Googly Eyes

Close-up of one or two painted pumpkins on a table, one with a mustache and googly eyes, brightly colored and smiling.

This pumpkin wears big googly eyes and a silly fake mustache for a playful, charming look.

The tiny hat perched on top adds a sweet, quirky touch to its funny personality.

Its surprised expression makes it impossible not to smile when you see it.

Pumpkin Dressed as a Clown with Red Nose and Smile

Close-up of one to two pumpkins painted with clown faces, featuring red noses and big smiles, placed on a tabletop under soft daylight.

A pumpkin wearing a bright red nose and a big cheerful smile brings a playful clown to life.

Its colorful face paint and fun details make it a silly and eye-catching Halloween decoration.

Pumpkin Painted With Crazy Mustache and Bushy Eyebrows

Close-up of one or two pumpkins painted with funny faces, featuring a mustache and bushy eyebrows, placed on a tabletop with soft natural light.

This pumpkin sports a wild mustache and thick, bushy eyebrows for a silly, over-the-top look.
The playful face instantly adds charm and humor to any fall display or Halloween party.

Smiley Face Pumpkins

Close-up of one or two yellow pumpkins painted with laughing emoji faces on a tabletop under soft daylight.

Bright and cheerful, these painted pumpkins feature big grins and rosy cheeks that instantly lift the mood. Lined up together, they add playful personality and make decorating feel effortless and fun.

Colorful Mustache Face

One or two orange pumpkins on a table, hand-painted with funny glasses and eyebrows designs.

Bold and playful, this painted pumpkin shows off bright colors, quirky glasses, and a curly mustache. Sitting front and center, it invites you to add humor and personality to your fall décor.

Googly Smile Pumpkin

Close-up of one to two painted pumpkins on a tabletop, featuring googly eyes and a silly tooth gap, brightly colored and well-lit.

Bright and playful, this pumpkin mixes bold yellow and blue paint with oversized googly eyes and a toothy grin. Set it out front to instantly give visitors a cheerful Halloween welcome.

Party Hat Pumpkin

Close-up of one to two pumpkins on a table, one with a funny painted face and a party hat.

Playful brushstrokes and a big smile give this pumpkin instant personality, while the colorful party hat makes it feel ready to celebrate. Set it out to bring a fun, lighthearted vibe to your Halloween décor.

Cool Sunglasses Pumpkin

Close-up of one to two painted pumpkins on a tabletop, one with a painted grin and sunglasses, brightly colored and illuminated by soft daylight.

Bright sunglasses and a cheeky grin give this pumpkin serious cool-kid energy. Display it on your porch to add an instant dose of humor and personality to your fall setup.

Smiling Sloth Pumpkin

Close-up of one to two pumpkins on a table, one painted with a sleepy sloth face in bright colors, illuminated by soft daylight.

Relaxed and cheerful, this sloth-inspired face brings instant calm with its sleepy eyes and soft colors. Set it out and let your pumpkin decor feel a little more laid-back and playful.

Goofy Green Faces

Close-up of one to two pumpkins painted with a green zombie face with crossed eyes on a clean tabletop under soft daylight.

Bold green faces pop against bright orange pumpkins, giving you a silly, cartoon-style look. Display them together and instantly add playful personality to your Halloween setup.

Bow Tie Face

Close-up of one to two painted pumpkins on a tabletop, one decorated with a bow tie and monocle design.

Wide eyes and rosy cheeks give this pumpkin a surprised, cartoon-style expression. Finished with a painted bow tie, it feels playful and perfect for lighthearted Halloween decorating.

Patchwork Smile

Close-up of one or two pumpkins painted with a colorful checkered pattern and a silly grin, placed on a tabletop with soft daylight and a simple background.

Bright blocks of color give this pumpkin a playful, hand-painted patchwork look. Smiling right back at you, it’s an easy way to add cheerful personality to your fall decor.

Angry Bird Faces

Close-up of one or two pumpkins painted as angry birds with fluffy eyebrows on a tabletop.

Bold and expressive, these painted pumpkins channel classic Angry Bird attitudes with thick brows and bright beaks. Stack them together, and you’ve got an instantly funny display everyone will recognize.

Goofy Monster Face

Close-up of one or two pumpkins painted with colorful, funny monster faces on a clean tabletop under soft daylight.

Wide eyes and a toothy grin give this painted pumpkin a lovable monster vibe. You’ll make guests laugh instantly with these bright, playful colors on display.

Friendly Robot Pumpkin

Close-up of one or two pumpkins painted with colorful robot faces featuring big eyes and smiles, placed on a tabletop with soft daylight.

Bright blocks and a smiling robot face turn this pumpkin into instant decor fun. You’ll love how the playful details make it feel cheerful instead of spooky.