100 Funny Pumpkin Carving Ideas
Explore 100 distinct funny pumpkin carving ideas from the stencil library.
1. Long Pupils and Triangle Grin

A mischievous jester face topped with an arcing crown of small diamond cutouts, tall eyes with long slit pupils, diamond accents on each cheek, and a huge grin lined with pointed triangle teeth. Every diamond, eye, and tooth gap is pierced through, so the whole face sparkles like carnival lights. As an expert pattern full of tiny repeated shapes, cut all the small diamonds first with a narrow saw before opening the large mouth, which weakens the wall.
See template β2. Cup, Three Dice and a Pawn

A game-night still life in deep relief: a tipped-over cup spills three pip-dotted dice across a carved tabletop while a rounded pawn stands nearby on its base. Everything is continuous-wall sculpting with no pierced holes, using multiple shaved depths to make the cup, dice faces, and pawn read as three-dimensional objects. As an expert relief carve, block in the deepest background plane first, then step each object forward in layers, cutting the tiny pips last with a round gouge.
See template β3. Dice and a Toppled Pawn

A dice cup tips over spilling three pip-marked dice across the scene while a toppled game pawn lies nearby in a glowing puddle of lantern light. This shading design is carved entirely by shaving the skin: the cup, dice faces, pawn, and spill area are scraped to different depths while the pip dots stay dark as untouched rind. Rated hard, keep each die's edges square with straight guide cuts before shaving so the cubes stay convincing.
See template β4. Five Star Band and Ten Circles

Designed for a long pumpkin lying on its side, this pattern runs a band of five bold stars across the middle with ten round holes scattered above and below like floating orbs. Every star and circle is a simple cut-through, and the sideways layout makes it a fun tabletop centerpiece instead of an upright face. At medium difficulty the stars are the focus: poke each star's five points before cutting so the angles meet sharply.
See template β5. Raised Brows and Oval Gasp

An ornamental surprised face: two big eyes striped with vertical bars sit beneath fanned brow lines, above a tall oval gasping mouth ringed by a halo of teardrop cutouts. Every bar, fan line, teardrop, and the central oval is pierced through, and the sheer number of narrow slits is what makes this an expert carve. Cut all the fine slits before the big oval, working outward from the center, so the wall keeps its strength as long as possible.
See template β6. Sorrow Brows and Falling Tears

A theatrically miserable face with layered droopy brow wrinkles stacked like ribs above two barred, half-lidded eyes, a long drooping nose, and a deep striped frown, all surrounded by cascading columns of teardrops. Every wrinkle, bar, and tear is cut through, creating an ornate pattern of dozens of small openings. This expert carve is all about sequence: work from the center outward and leave the fragile tear columns at the edges for last.
See template β7. Petal Border and Button Nose

A whimsical folk-art face with pupil-in-eye ovals, arched lash brows, a button nose, and a scalloped grin full of rounded teeth, all surrounded by a lush border of petals, leaves, and teardrops. Dozens of small openings cut through, which is what earns the expert rating despite the friendly look. Work from the center of the face outward to the border so early cuts never weaken the wall around later ones.
See template β8. Unequal Eyes and Scallop Grin

A wonderfully odd face with two unequal eyes split by vertical bar pupils, a diamond nose, and a huge grin whose lower edge scallops into rounded lobes, all surrounded by constellations of freckle dots and hanging teardrop points. Everything is cut through, from the big mouth down to dozens of tiny drilled holes. This expert design is a marathon of small cuts; drill all the freckle dots first, then carve the scalloped grin so the thin borders between lobes keep support.
See template β9. Four Teeth and Notched Tongue

Arched brows curve over squinting eyes while a huge open mouth shows four top teeth and a notched tongue lolling below, with short laugh lines radiating from each cheek. The face is all pierced cuts, and it rates hard because the tongue and teeth stay attached by narrow tabs inside the big mouth opening. Cut the mouth outline first, then carefully notch around the tongue tab last so it does not break free.
See template β10. Plain Thumbs Up Relief

The classic thumbs-up hand, thumb raised high over four curled fingers, presented as a bold etched panel on the pumpkin's face. No holes are pierced; you shave the outer skin inside the hand outline so the pale flesh forms the gesture, leaving thin rind lines to separate the fingers. Keep the shaved depth even and stop at each finger line so the knuckle ridges stay dark and readable.
See template β11. Unequal Eyes and Tongue Grin

This mischievous face pairs one big round eye with a smaller sly one under arched brows, above a sprawling grin full of gapped teeth and a tongue-shaped opening lolling out below. Clusters of drilled dots frame each cheek like a glowing gridwork of freckles. It is all cut-through work with many narrow tooth bridges, so use a fine saw, cut the dots first, and support each bridge as you free the mouth pieces.
See template β12. Weeping Eyes and Six Gaps

Two droopy eyes with dark bottom-rooted pupils weep streams of teardrop cutouts down the cheeks, all above a deep frown split into glowing segments. Every tear, eye, brow, and frown gap is pierced through, so the whole face drips with light in the most dramatic pout of the season. Carve the small teardrops with a fine saw and finish the frown segments last, keeping the rind bridges between them thick.
See template β13. Goofy Pupils and Twelve Dots

A freckle-faced goofball with lifted eyebrow cuts, big eyes crossed by full-width pupil tabs, a round nose, twelve freckle dots, and a huge open grin with mismatched teeth. The openings are cut through while the pupil bars, teeth, and surrounding freckle rind stay intact. It rates hard because those wide pupil tabs span the entire eye: cut each eye as separate top and bottom windows, drill the freckles with a small round bit, and save the eyebrows for last.
See template β14. Thumbs Up with a Burst

A giant thumbs-up hand bursting from a starburst of radiating lines, complete with a rolled sleeve cuff, four curled fingers, and a proudly raised thumb. The whole emblem is continuous-wall relief carving, sculpted in layered depths with no cut-through openings, so the hand looks almost three-dimensional. This expert design depends on smooth rounded knuckles: rough out the fist as one mass, then separate the fingers with deep V-grooves before final smoothing.
See template β15. Arched Pupils and Twelve Rays

This pumpkin is absolutely thrilled to see you: arched eyes with hanging pupil tabs sit above a giant grin packed with separated square teeth, while short rays burst from each cheek like cartoon sparkle lines. All the shapes cut through, and the many thin bridges between teeth and rays are why it rates hard. Cut the small ray slits first while the wall is strongest, then do the teeth, always sawing away from the narrow bridges.
See template β16. Split Tooth and Two Sparkles

A giant molar with a split between its two roots gleams at the center, flanked by a four-point sparkle on each side and two small dot accents. The tooth outline is cut through around its lobed crown and twin roots, and the sparkles and dots are pierced as well, making a bright emblem any dentist would love. At medium difficulty, the pinch between the roots is the tightest cut, so saw into that notch from both sides and go slow.
See template β17. Sleepy Eyes and Eight Lashes

Two closed crescent eyes with four little lashes apiece rest above a small oval mouth, while round dots on each side form rosy cheeks for a sweetly sleeping face. Every crescent, lash, dot, and the mouth is pierced through, so the tiny lash cuts do the expressive work. Cut the two big crescents first, then add the short lash strokes with a fine saw, keeping each one clear of its neighbor.
See template β18. Wink and Five Rounded Gaps

One eye is a jaunty upswept crescent wink while the other stays a wide triangle, set over a small diamond nose and a lopsided grin broken into five rounded gaps by chunky teeth. The eyes, nose, and mouth gaps are cut through, leaving the tooth shapes as attached skin between them. A medium carver should cut the five mouth gaps individually rather than one big mouth, which keeps every tooth solidly connected and the crooked smile intact.
See template β19. Teardrop Eyes and Broad Frown

Two drooping teardrop eyes slump toward a broad downturned crescent frown, giving this pumpkin the most theatrical pout on the block. All three features are pierced through, and the big simple shapes make it an easy carve with instant comedic payoff. Angle each teardrop eye so both tips point down and outward, and cut the frown from the middle toward each raised corner to keep the curve even.
See template β20. Winking Seven-Tooth Grin

A goofy winking jack-o'-lantern with one wide round eye, one squinting wink, a triangle nose, and an enormous grin broken up by a jumble of square and pointed teeth along both lips. Every feature is cut clean through so the mismatched expression beams from the whole face. At medium difficulty the mouth is the main event; cut the grin outline first, then shape each tooth individually, alternating sides so the lip strips stay supported.
See template β21. Cyclops Eye and Five Teeth

A goofy cyclops with one giant round eye under a curly brow, a small triangle nose, freckle dots on each cheek, and a huge laughing mouth with five stubby teeth. The features are cut through, and the pupil stays in place as an attached tab hanging inside the enormous eye. That pupil bridge is the medium-level test; cut both sides of the tab before freeing the rest of the eye circle.
See template β22. Wink and Barred Square Grin

One huge round eye stares while the other squeezes into a curled wink above a giant open grin packed with blocky square teeth, and freckle dots sprinkle each cheek. The eyes, mouth, and freckles all cut through the wall, with skin bridges left in place to form the teeth. Cut the mouth's outer outline first, then remove the gaps between teeth one at a time so each block stays anchored.
See template β23. Crossed Eyes and Buck Teeth

Huge crossed googly eyes sit under raised brow slots while a gaping oval mouth shows off two goofy buck teeth, with freckle dots on each cheek. The eyes, brows, mouth, and dots are all pierced through, and the dark pupils and teeth are rind left attached inside the openings. Those attached pupils and teeth are the tricky bit; cut around them slowly and leave their connecting bridges generously wide.
See template β24. Teardrop Eyes and Three Stars

Two enormous teardrop eyes dominate this quirky alien mug, floating above a tiny triangle nose and a crooked grin made of separate oval mouth slots, with three little stars sprinkled around the face. Every eye, slot, and star is cut through, giving the pumpkin a goofy otherworldly stare. At medium difficulty, carve the huge eyes last since removing that much wall weakens the face, and keep the small oval grin slots evenly spaced.
See template β25. Raised Brows and Four Tears

A theatrically miserable pumpkin with worried brows arched high, drooping oval eyes, four teardrops sliding down the cheeks, and a deep downturned frown showing a hint of teeth. Every brow, eye, tear, and the big frown is cut through so the whole sob story glows. A medium carve that lands the joke best when the tears line up; cut the small teardrops first, then the eyes, saving the wide mouth for the end.
See template β26. Wide Eyes and Eight Cheek Dots

Raised eyebrow slivers arc over two huge oval eyes, while a big O shaped mouth gasps below and four round dots freckle each cheek. All the openings are simple pierced shapes, but their sheer number bumps this into medium territory. Drill or core the eight cheek dots first while the wall is still strong, then cut the large eyes and mouth so the face keeps its comic shocked stare.
See template β27. Barred Cyclops Eye and Teeth

One huge round eye crossed by a vertical skin bar stares out above a stubby grin with two blocky teeth, giving this little cyclops a comically startled expression. The eye and mouth are cut through, with the center bar and both teeth left as standing strips of shell. It is an easy carve suited to smaller pumpkins; cut the eye as two half-circles on either side of the bar instead of one big circle, and the bar will never be at risk.
See template β28. Round and Square Eyes

A goofy lopsided face with one big round eye and one square eye, a small triangle nose, and a huge open smile interrupted by two buck teeth hanging from the upper lip. All shapes are cut fully through, and the mismatched eyes do all the comedic work. An easy, forgiving carve for kids and beginners; cut the smile last and leave the two tooth tabs of rind attached so they dangle into the glow.
See template β29. Round and Triangle Goofy Eyes

One round eye and one sideways triangle eye give this pumpkin its delightfully goofy, mid-wink expression, finished with a huge upswept smile and two square teeth hanging from the upper lip. All shapes cut straight through for a bright, cartoonish glow. It is an easy crowd-pleaser; cut around each square tooth carefully, since they stay attached to the top of the mouth, and round off the smile's corners for extra charm.
See template β30. Unequal Eyes and Crooked Teeth

This lovably lopsided face pairs one round eye with one droopy crescent eye, a triangle nose, and a huge crooked grin full of uneven square teeth, plus a pair of dot dimples on each cheek. The eyes, nose, mouth, and dots are pierced while the mismatched tooth bars stay attached. It suits odd-shaped pumpkins perfectly; cut the tooth gaps in random sizes and the wonkier it looks, the better.
See template β31. Lovestruck Heart Eyes Face

This lovestruck face beams with two big heart-shaped eyes under curved brows, a wide open smile showing three square teeth, and playful dot dimples on each cheek. All the features are cut through the wall, so the hearts glow brightest and instantly read as the classic heart-eyes expression. Cut the notch at the top of each heart carefully with short strokes, since that little dip is what makes the shape.
See template β32. Barred Eyes and Cheek Tears

A goofy clown face with big round eyes crossed by horizontal rind bars, teardrop shapes dangling from each cheek, a button nose, and a huge grin with three chunky teeth. The eyes, tears, nose, and mouth are all cut through, while the eye bars and teeth stay as attached rind bridges. Those bars make it a medium carve: cut each eye as an upper and lower opening on either side of the bar, supporting the bridge with a finger as you finish the strokes.
See template β33. Three Eyes and Rounded Teeth

Three round eyes line up across the brow of this cheerful monster, above a wide grinning mouth with four rounded teeth hanging from the top lip and a small diamond accent cut on each cheek. The eyes, diamonds, and mouth are cut through, with the teeth left attached to the upper mouth edge. At medium difficulty, the main care point is those hanging teeth: cut around each one gently, and try it on a green or warty pumpkin for extra monster energy.
See template β34. Three Eyes and Four Teeth

Three round eyes of different sizes line up above a small rectangular nose and a wavy grin broken by four square teeth, giving this mutant jack-o'-lantern a delightfully goofy personality. The eyes, nose, and mouth are all cut through, with the teeth left as tabs, and tiny freckle dots may be etched shallow on the cheeks. A medium carve mainly for tooth care; cut into the grin from between the teeth so each square tab keeps its corners.
See template β35. Left Wink and Six Cheek Wedges

A playful winking jack-o'-lantern: one big round open eye, one arched wink, a triangle nose, and a smiling mouth with blocky teeth, all framed by three thin whisker-like wedges slashed across each cheek. Every opening is cut through, and the six cheek wedges throw extra slivers of light. At medium difficulty, cut the large features first and finish with the skinny cheek slits, using a fine saw so each wedge tapers to a clean point.
See template β36. Tooth and Three Lower Dots

A giant molar glows from the pumpkin, complete with its two rounded roots at the bottom, while three little dots trail beneath it like polish sparkles. The tooth is one large cut-through opening, so the only tricky spot is the notch between the roots. Cut that inner V last, after the big outline is free, and this becomes a quick, hilarious carve for any dental office porch.
See template β37. Almond Eyes and Wide Cat Smile

A sly cat face with two swooping almond eyes, a small triangle nose, and an enormous curling grin that stretches nearly ear to ear. The eyes, nose, and mouth are cut fully through, and the thin rind strips inside the smile create the mischievous cat-lip curves. At medium difficulty, the tapering eye points need patience; finish each point with a short pull cut toward the corner.
See template β38. Unequal Eyes and Opposed Teeth

A lovably lopsided face: one huge round eye beside one small one, over a wide wavy smile with a single square tooth poking down and another poking up from opposite sides. Every shape is a cut-through, and the deliberate asymmetry is the whole joke. This easy design forgives wobbly lines since crooked only makes it funnier; just keep the two teeth attached by cutting around them, not across their bases.
See template β39. Three Eyes and Wide Oval Mouth

A delightfully weird mutant face with three round eyes arranged in a triangle above one huge wide oval mouth. All four shapes are pierced through, and the extra eye instantly turns an ordinary pumpkin into a little alien visitor. This is an easy carve with no fragile parts; leave at least an inch of rind between the eyes and the mouth rim so the bridge stays strong.
See template β40. Wide Grin and One Broad Tooth

Made for short, squat pumpkins, this goofy face pairs two upswept triangle eyes with an enormous grin interrupted by a single broad tooth hanging from the top lip. The eyes and mouth are cut through, and the tooth is simply a block of shell left in place inside the smile opening. Cut around the tooth carefully on both sides before removing the mouth pieces so it stays firmly attached.
See template β41. Die and Pawn on Curved Board

A six-sided die and a classic rounded game pawn sit side by side on a curved, segmented game board path. The die faces, pawn silhouette, and board track are shave-carved so they glow in warm relief, with the pips scooped deeper for contrast; nothing pierces the wall. Shade the two big shapes first, then dot in the pips with a small round gouge, keeping each one the same depth so the die reads evenly.
See template β42. Uneven Eyes and Tall Mouth

A comically startled face built from two round eyes set at slightly uneven heights and one tall oval mouth frozen in an open gasp. The three openings are pierced through, and the design shines on bumpy or warty pumpkins where the texture adds to the goofy shock. As an easy carve with only three shapes, the tip is to embrace the asymmetry: keep the eyes deliberately offset rather than trying to level them perfectly.
See template β43. Unequal Gourd Surprise Eyes

Made for a bottle gourd or any tall, curvy squash, this design is a startled little face: two round eyes of slightly different sizes and a tall oval mouth frozen mid-gasp. All three shapes are cut through, and the mismatched eyes give the face its comic personality. Gourd walls are thinner and harder than pumpkin, so an easy-carve tip is to drill a pilot hole in each shape and saw slowly outward from there.
See template β44. Thumbs Up with Six Rays

A big thumbs-up hand surrounded by six radiating burst lines, like a glowing seal of approval for every trick-or-treater. The hand itself is sculpted in relief with shaved shading across the knuckles and thumb, while the outline gap and ray lines are carved deeper so light halos the whole gesture. Rough in the hand shape shallow at first, then deepen the shadows between the fingers gradually to keep the knuckles reading clearly.
See template β45. Margarita and Citrus Wheel

A wide-rimmed margarita glass on a slender stem, garnished with a citrus wheel notched onto the rim, its segments radiating like a tiny sun. This is a shading design: the glass, stem, and fruit are shaved to different depths so the salt-rimmed bowl reads brighter than the stem. Etch the citrus wheel's thin segment lines with a V-tool after the broad shapes are done so they stay crisp.
See template β46. Unequal Ovals and Open Mouth

A comically startled face made of just three openings: two slightly unequal oval eyes and a tall oval mouth frozen mid-gasp, like a pumpkin that just saw a ghost. All three shapes are cut straight through, with the ovals set high and the mouth low for maximum surprise. This easy pattern also works beautifully on craft pumpkins; use a fine serrated saw for smooth oval curves.
See template β47. Seated Capybara with Smile

The internet's favorite chill rodent sits in calm profile, its whole rounded body glowing warmly with a small dark eye and nostril left as untouched spots of skin. Rather than piercing the wall, you shave the capybara's full silhouette down to the inner flesh so it lights up as one soft shape. For this medium shading carve, peel the big body areas with a flat scraper, thin them evenly, and leave the eye and nose dots strictly alone.
See template β48. Frothy Four-Panel Beer Mug

A frothy beer mug fills the pumpkin, its billowing head of foam spilling over a four-panel glass body and a sturdy curved handle. This is a shaded design carved into a continuous wall, so the mug is shaved out of the skin rather than pierced, which keeps the foam bubbles and panel lines intact. Shave the foam shallow and fluffy, then go slightly deeper on the four panels so the glass glows brighter than the head.
See template β49. Unequal Eyes and Crooked Smile

A charmingly wonky face with one huge oval eye, one small squinting eye, and a crooked smile that tilts up at the corner. Everything cuts through, and the mismatched shapes are the whole joke, so wobbly lines only add character. This is a forgiving easy carve for kids' first attempts or oddly shaped pumpkins; cut the big eye last since the wall flexes more once the large opening is removed.
See template β50. Raised Brows and Oval Surprise

Two wide oval eyes topped with arched eyebrows hover above a tall oval mouth frozen mid-gasp, giving the pumpkin a permanently astonished expression. The eyes, brows, and mouth are all clean cut-through openings with generous spacing between them. Easy carvers should cut the thin eyebrow arcs first while the wall is strongest, then remove the big ovals; angle the knife slightly outward so each plug pops free without bruising the edges.
See template β51. Wide Grin with Three Teeth

One enormous sweeping grin and nothing else: a wide crescent mouth interrupted by two blocky upper teeth and a single lower tooth, with no eyes at all for a mysterious, cheeky effect. The whole smile is cut through, so it pours light across the porch. An easy carve that goes quickly; remove the mouth in left and right halves around the teeth so the tooth tabs never take any strain.
See template β52. Crescent Wink and Two Teeth

A playful winking face with one big round open eye, one crescent-shaped winking eye, and a broad open smile showing two square teeth. All the features are simple pierced openings with plenty of solid pumpkin between them, so the face is sturdy and beginner friendly. For this easy carve, cut the large smile first while the wall is strongest, then finish with the crescent wink, angling your blade slightly outward for a clean curve.
See template β53. Round-Eyed Clown With Brows

A cheerful clown face with raised curving brows, big round eyes, a round button nose, small dot cheeks, and a huge sweeping smile. Every feature is a straightforward cut-through opening, and the little cheek dots on each side add extra sparkle at night. At medium difficulty the challenge is spacing: transfer the stencil carefully so the brows sit clear of the eyes, then drill the small dots with a pumpkin drill or apple corer for perfect circles.
See template β54. Five-Point Star Eyes and Smile

A star-struck emoji face with two big five-point stars for eyes and a broad crescent smile beneath them. All three shapes are pierced completely through, so the stars and grin beam like the real starry-eyed emoji. It is an easy carve overall, with the star points as the only fiddly spots; poke a pilot hole in the center of each star and cut outward toward every point.
See template β55. Cat With Square Twin Teeth

A cheerful cat face built from simple pierced shapes: two wide eyes topped by pointed ear notches, a triangle nose, three whisker slits fanning from each cheek, and a big smiling mouth with two square teeth hanging from the top lip. Every element is cut through for maximum glow. An easy pattern overall; just cut the skinny whisker slits with a single steady push each so they stay clean and straight.
See template β56. Seven-Leaflet Cannabis Leaf

A symmetrical seven-leaflet cannabis leaf spread across the pumpkin's face, each serrated blade radiating from a short central stem. The leaf glows through shaved skin rather than open holes, so every jagged tooth along the edges reads clearly while the wall stays solid. A medium shading design; score the full outline first, then peel from the center of each leaflet outward so the serrations do not tear. Best saved for the adults-only party pumpkin.
See template β57. Fishbone Skeleton

A cartoon fish skeleton stretches across the pumpkin, complete with an open-mouthed head, a round eye, a long spine lined with curved rib bones, and a fanned tail. The whole design is skin-shaved rather than pierced, so the pale bones glow softly against the dark rind like an x-ray. For this medium etch, outline the spine first, then shave each rib in one smooth stroke so the curves stay parallel and evenly spaced.
See template β58. Unequal-Eyed Whiskered Cat

A playful cat face built from two pointed ears, one large round eye and one smaller one, a tiny nose, and three long whisker slits flaring out on each side. All the shapes are pierced through so the ears, mismatched eyes, and whiskers glow in a wide band across the pumpkin. Cut the skinny whisker slits first while the wall is strongest, then open the bigger eye holes.
See template β59. Skeleton Face With Bone Teeth

This clever skull face swaps ordinary teeth for a row of four upright dog-bone shapes beneath two big oval eyes and a small triangle nose. Eyes, nose, and each bone tooth are pierced fully through so the whole skeletal grin glows. The rounded bone ends are the trickiest part of this medium carve; drill or poke a starter hole in the center of each bone, then saw outward so the knobby tips keep their shape.
See template β60. Long-Nosed Abstract Face

An abstract face in a modern-art style: a sweeping brow arc crosses the top, a long straight nose drops down the middle, curled spiral shapes form the cheeks, and short hatch marks add texture beside one eye. Each line is a pierced channel, so the portrait glows as a set of elegant strokes. At hard difficulty the narrow curved channels are the challenge; keep them at least a finger-width and undercut the edges slightly so light spreads.
See template β61. Wide-Eyed Hairy Monster

A wide-eyed shaggy monster stares out with round googly eyes, a snub nose, and a jagged fanged smirk, all framed by tufts of wild fur around the edges. The face and fur spikes are cut through in many separate openings, which is where the hard rating comes from. Carve the small fur tufts and eye rings before the large mouth, and leave the skin bridges between shapes untouched so the face holds together.
See template β62. Side-Glance and Stitched Grin

Two crescent-moon eyes glance slyly to the side above a small triangle nose and a mouth packed with a fence of narrow, uneven teeth. All openings cut through, and the row of skinny tooth gaps is what makes this a hard carve. Pierce and remove the little slots between teeth first, while the surrounding wall still supports them, then finish the big eye crescents and the mouth outline last.
See template β63. Ostrich & Feathered Rump

A full-body ostrich stands in profile, with its long curved neck, round feathered body, and two lanky legs shaved into the pumpkin skin. Nothing is pierced; you peel away the skin inside the bird so the pale flesh forms a two-tone silhouette against the orange shell. Use a loop tool or vegetable peeler and shave in shallow passes so the thin neck and legs stay even in width.
See template β64. Tilted Laugh with Two Tears

This tilted laughing face leans hard to one side, with two squinted arrow eyes, a huge open grin, and a teardrop of joy flying off each corner. All the features cut fully through, and the diagonal tilt is what makes it read as the crying-laughing emoji everyone knows. It rates hard because the squint lines and tear droplets are small, so use a fine saw and drill-start each tiny opening before cutting.
See template β65. One-Eye Arched-Brow Smile

A single giant eye dominates this friendly monster face, with a dark round pupil left in place at its center and a curved brow arched above. Below, a huge grin sweeps ear to ear with pointed dimples at each corner. The eye ring, brow, and smile are cut through while the pupil stays as an island of shell, which is what earns the medium rating; anchor that pupil with a toothpick from behind if it feels loose.
See template β66. Drooping Laughing Face

Two drooping, hooked eyes sag toward a small nose and an enormous lopsided open mouth, giving this face a wailing, ghostly howl. Every feature is pierced through, and the curled inner tips of the eyes are what sell the melting expression. This is a harder carve because the eye hooks and the long mouth curve leave narrow bridges of pumpkin, so cut those thin sections last and support the wall with your free hand.
See template β67. One Eye and Two Upper Teeth

A goofy one-eyed jack-o'-lantern with a huge round eye topped by a dark pupil circle, a small triangle nose, and a wide smile broken by two chunky upper teeth. The big eye, nose, and mouth are cut through, while the pupil area keeps a disc of skin attached at the top for contrast. Support the teeth by cutting away from their narrow roots, since those two tabs carry the whole grin.
See template β68. Wink and Split-Tongue Smile

A playful winking face sticks its tongue out at trick-or-treaters: one round eye is a full cutout, the other a squeezed-shut winking arc, above a wide grin with a dangling split tongue. The face ring, eyes, and mouth are pierced through while the tongue stays attached as a bridge of pumpkin. Cut around the tongue last and leave it slightly thicker than the line for strength.
See template β69. Three-Opening Surprised Face

A hilariously startled face built from just three openings: two round wide-open eyes and one big oval gasping mouth. All three shapes are cut clean through, making this one of the fastest faces you can carve. With no sharp corners anywhere, it is perfect for first-timers; drill a starter hole in each shape and saw outward to the traced line for smooth, even circles.
See template β70. Walking Bigfoot Outline

The classic mid-stride Bigfoot pose, arms swinging, one foot lifted, framed inside a rounded panel. This is a shading design: you shave the background panel down to the pale flesh and leave the sasquatch silhouette raised in untouched orange skin. Trace the outline with a scoring tool first, then peel away from the figure toward the panel edge so you never nick the famous profile.
See template β71. Anxious Round-Pupil Frown

A hilariously worried pumpkin face with two big round eyes topped by drooping eyebrow arcs and a deep upside-down frown. Each feature is a pierced opening, and the round pupils stay attached as tabs inside the glowing eyes to give it that anxious stare. At medium difficulty the pupil bridges are the key detail; cut toward each tab rather than away so you do not snap them off.
See template β72. Round-Cheek Two-Tooth Clown

This goofy clown face stacks triangle eyes over a big round nose, two glowing cheek circles, and a wide banana grin with two square buck teeth hanging down. All the openings are simple cut-through shapes with plenty of space between them, which makes it a friendly first carve. Cut the smallest pieces first, the teeth notches, before removing the big mouth so the wall stays sturdy.
See template β73. Eight-Bridge Circular Smile

A big circular smiley face beams from the pumpkin, drawn with a segmented ring outline, two oval eyes, and a wide upturned smile with curled corners. The ring, eyes, and mouth are all cut through, while small bridges break the circle into sections that keep the face anchored to the shell. Leave every bridge intact until the end so the outline ring stays firmly attached.
See template β74. Two Lower Teeth Smile

This cheerful jack-o'-lantern face pairs two big round eyes with a wide open grin interrupted by a pair of goofy buck teeth. The eyes and mouth are cut all the way through, while the two square teeth are left attached to the top lip. Since it is an easy carve, just take care around those teeth: cut the mouth opening around them and leave each tooth anchored so it does not snap off.
See template β75. Single-Eye Crescent Smile

One big round eye sits above a long crescent smile, giving this jack-o'-lantern a goofy cyclops charm with just two cuts. Both shapes are pierced fully through, and the wide openings make it a forgiving first carve for beginners. Trace the circle in short strokes so it stays round, then cut the smile from the center outward so both tapered corners of the grin match.
See template β76. Uneven Eyes and Five Teeth

A mischievous jack-o'-lantern with deliberately uneven eyes under slanted brows, a triangle nose, and a huge crooked grin interrupted by five hanging teeth. All the features are pierced clean through so candlelight pours out of every gap. The teeth are the trickiest part at this medium level, so cut around each one slowly and leave those tabs attached to the rim of the mouth.
See template β77. Swirling One-Tooth Smile

This cheerful jack-o'-lantern face pairs big round eyes with a huge sweeping grin, a single pointed tooth, and playful swirl accents curling around the cheeks and brow. Every element is cut fully through, so the eyes, nose, mouth, and swirls all blaze with candlelight. The long curved swirls are the tricky part, so cut them in short passes and leave the thin bridges between shapes for last.
See template β78. Heart Eyes and Three Teeth

Two big heart shaped eyes with curling lash accents beam above a small triangle nose and a wide grin broken by three square teeth. Every shape is cut all the way through, so candlelight pours out of the hearts and the toothy smile. Take the lash flicks slowly with a fine saw, since those narrow tips are the only fiddly part of this medium design.
See template β79. Lopsided Zigzag Grin

A cheerfully lopsided jack-o'-lantern face with one big round eye, one slanted triangle eye, and a wide zigzag grin stretching across the pumpkin. All three features are pierced fully through so candlelight pours out, while the surrounding skin stays untouched. The zigzag mouth is the trickiest part at this medium level, so cut each tooth point in two short strokes that meet at the tip instead of dragging one long sawing pass.
See template β80. Goofy Buck-Toothed Smile

A cheerful jack-o'-lantern face built from two tall arched crescent eyes and a huge open grin anchored by a pair of oversized buck teeth. Every shape is cut all the way through, so the eyes and smile glow brightly while the goofy overbite stays as solid pumpkin. This is an easy first carve; saw slowly around each tooth from the mouth opening inward so the narrow tooth tabs never snap.
See template β81. Goofy Three-Tooth Grin

A lovable goofy face with two big round eyes, a small triangle nose, and a wide smile broken up by three blocky teeth. Every shape is a full cut-through opening, so the eyes, nose, and mouth glow while the rest of the pumpkin stays untouched. It is a great first stencil; start with the smallest tooth cuts before opening the large mouth so the wall stays sturdy.
See template β82. Classic Gappy Grin

A cheerful lopsided jack-o'-lantern face with one oversized round eye, one small eye, and a huge sweeping grin showing two chunky buck teeth. The eyes, mouth, and gaps between the teeth are cut clear through so candlelight pours out, while the rest of the shell stays untouched. An easy first project: carve the big grin in short strokes and save the teeth for last so they stay firmly attached.
See template β83. Leaf-Eyed Smile

A grinning jack-o'-lantern face where both eyes are replaced by seven-fingered cannabis leaves, paired with a small triangle nose and a wide smile broken up by blocky square teeth. The leaves, nose, and mouth are all cut through so candlelight pours out of every shape. The leaf points are narrow, so at medium difficulty use a fine saw and cut each finger from the tip inward to keep the serrated edges crisp.
See template β84. Game Over Pumpkin Stencil

"GAME OVER" fills this easy pumpkin stencil in two stacked rows of chunky 8-bit pixel font lettering, each character built from squared-off rectangular blocks with notched corners that read unmistakably as retro video game text. Every letter interior is cut through, and the negative space between characters is narrow but distinct. The squared notches at the corners of each letter are the trickiest spots to keep clean; use the tip of a narrow blade to score those inside corners before opening the main letter body.
See template β85. Snarling Bat Pumpkin Stencil

A wide-winged bat stretches nearly edge to edge in this easy bat pumpkin stencil, its wing panels divided by bold vein lines and a snarling cartoon face centered in the body. The wings are the large pierced areas that glow brightest, while the vein lines and the face details remain as solid orange strips inside the cutout. Carve the small pointed fangs in the face before tackling the big wing panels, so the blade has firm pumpkin wall support when making those fine cuts.
See template β86. UFO Flying Saucer Pumpkin Stencil

A cartoon flying saucer floats in this hard-difficulty pumpkin stencil, with a domed cockpit at the top showing a simple ghost-like alien face inside. A wide flattened disc body below features a row of oval porthole cutouts around its rim and sweeping curved rings beneath. The alien inside the dome and the porthole ovals are each separate pierced shapes. Cut the dome interior and the alien face details before opening the porthole ovals around the rim, so the dome remains attached and stable while you navigate the narrow disc body.
See template β87. Weary Face Emoji Pumpkin Stencil

The weary face emoji is recreated here as a jack-o-lantern pumpkin stencil: a large circular face outline holds two sets of drooping curved eyebrow-and-eyelid pairs that express exhaustion, a wide open mouth with squared-off upper teeth, and a small chin sweat drop below. All the interior shapes are cut through as separate pieces nested inside the face circle. Carve the tiny sweat drop below the chin first since it is isolated and easy to lose track of, then work upward through the teeth, mouth, and finally the eye arcs.
See template β88. Winking Face Emoji Pumpkin Stencil

A round emoji face with one eye winking shut and the other squinting in a spiral, a wide grin, and a tongue sticking out fills this easy pumpkin stencil. The large circular face outline, the wink line, the spiral eye, the smile strip, and the tongue are all solid orange wall, while the areas around them are pierced so the whole face glows from within. Carve the tongue's narrow center notch before removing the wide background cuts, since the notch is the tightest detail and easiest to slip on with excess pumpkin removed around it.
See template β89. Thumbs Down Emoji Pumpkin Stencil

A thumbs-down hand emoji is the subject of this easy pumpkin stencil: a clenched fist with four horizontal oval finger cutouts stacked on the right side, a large curved palm-and-back-of-hand mass pierced by a banana-shaped opening on the left, and a downward-pointing thumb teardrop at the bottom. The lit result shows the negative space of the knuckles and palm glowing while the solid pumpkin skin traces the finger outlines. Cut the four finger ovals first while the surrounding skin is still rigid, then remove the larger palm opening.
See template β90. Thumbs Up Emoji Pumpkin Stencil

A thumbs-up hand emoji fills this easy pumpkin stencil: a large upward-pointing thumb teardrop at the top, a broad curved palm-and-knuckle mass in the center, four stacked horizontal oval finger cutouts on the right, and a small curved side-panel on the left. When lit, the stacked ovals glow as distinct bright bars above the palm opening, reading immediately as a raised-fist thumbs-up. Cut the four finger ovals before removing the larger central palm section so the surrounding skin remains firm while you make the smaller, more precise cuts.
See template β91. Tears of Joy Emoji Pumpkin Stencil

This emoji pumpkin stencil captures the classic tears-of-joy face: a large circular outline frames squinting crescent eyes, a wide open-mouth smile, and two teardrop shapes streaming from the outer eye corners. Most of the interior is pierced through, leaving thin curved bridges for the eyes, brow shapes, and a tongue strip inside the mouth. When lit, the laughing face reads instantly from across a porch. Keep the two small teardrop cutouts for last, as they are isolated from the main body and can shift if the stencil loosens.
See template β92. Surprised Emoji Pumpkin Stencil

The surprised face emoji is translated into a pumpkin stencil with wide round eyes, a furrowed brow, a small nose bump, and a large open oval mouth. The face disc is partially cut away around the perimeter leaving a crescent of solid pumpkin at the top and right side; the eyes are rings with solid centers, and the mouth is a solid oval pierce. When lit, the face glows with an expression of shock. Carve the ring-shaped eye borders carefully: cut the outer circle first, then the inner pupil circle, leaving the solid dot of pumpkin wall between them untouched to preserve the iris-ring detail.
See template β93. Crouching Devil with Trident Pumpkin Stencil

A stocky cartoon devil crouches in a lunging pose, holding a trident horizontally across his body while lightning bolts crackle at his feet. Horns, pointed ears, and a wide-toothed grin are all rendered in open cutouts, and the overall figure is surrounded by enough white space to read crisply as a lit jack-o-lantern. The three prongs of the trident sit very close together, so cut the two narrow gaps between them with a thin detail blade before removing the larger body sections to keep the surrounding pumpkin from flexing.
See template β94. Grinning Ghost Pumpkin Stencil

A cartoonish ghost with a jagged, wide-open grin full of pointed teeth flies across this easy pumpkin stencil. Wild claw-like hands reach out from the sides, and a wisp of tail curls below. The ghost body and the negative spaces inside the grin are both cut through, while the pointed teeth are left as solid pumpkin wall. When lit, the teeth appear as dark orange spikes floating in the glowing mouth. Carve the jagged mouth points with slow, deliberate strokes rather than trying to follow the zigzag in one continuous cut.
See template β95. Skeleton in Bowler Hat Pumpkin Stencil

A cartoon skeleton in a bowler hat tips its hat with one bony hand while its round skull grins with simple triangular nose and dot eyes on this Halloween pumpkin stencil. The ribcage, arm bones, and pelvis are each rendered as small separate cut islands surrounded by pumpkin skin. Because the design is built from many floating cutout islands, carve the larger open bone shapes in the torso before tackling the small finger and toe segments, so the pumpkin stays structurally sound while you work the finer extremities.
See template β96. See-No-Evil Monkey Pumpkin Stencil

The see-no-evil monkey emoji is rendered as a wide face with two large hands pressed over the eyes and two banana-shaped ears flaring out, with a broad smile, round nose dots, and small cheek details visible below the hands in this hard pumpkin stencil. The overlapping hand fingers create a dense grid of narrow cut channels across the upper half of the design. Work the individual finger slots from the center outward so each completed cut is braced by uncut pumpkin on at least one side.
See template β97. Smiling Emoji Pumpkin Stencil

A round smiley-face emoji with tousled hair rendered in chunky pumpkin-skin islands fills a large circular cutout on this emoji pumpkin stencil, with squinting eye arcs and a wide open-toothed grin kept as uncut bridges glowing warm orange against the lit void. The outer circle is the single largest cut, and the interior face elements are held in place by the skin bridges. Carve the interior details first, starting with the two small eye-crescent cuts, then the mouth gap, and only after those are complete open the big circular surround to avoid the face islands shifting.
See template β98. Silly Ghost Pumpkin Stencil

Two mismatched swirly ghost eyes sit above a drooping, blobby mouth on this easy Halloween pumpkin stencil, all three shapes floating as separate cut-outs that suggest a goofy, startled expression. The eyes are different sizes, one comma-shaped and one crescent, giving the face an off-kilter cartoon charm. Since the three pieces are not connected, tape the stencil very flat and cut the smaller eye first, then the larger eye, leaving the wide mouth cutout for last so the pumpkin stays rigid while you work the tighter shapes.
See template β99. Long-Necked Cyclops Pumpkin Stencil

A quirky one-eyed long-necked creature with a rounded bird-like body, a spiral cyclops eye, and a jagged toothed mouth stands on two stubby feet in this easy Halloween pumpkin stencil. The body is largely pierced through as a dark void while the eye ring and neck details remain as uncut pumpkin. The thin neck connecting the large head to the body is the most delicate bridge in the design, so carve the body void and the mouth teeth first, then cut around the neck last to keep it from snapping early.
See template β100. Silly Monster Pumpkin Stencil

A shaggy round monster with a small zigzag hair antenna on top, wide round eyes, a grinning row of rectangular teeth, and two outstretched hands with four or five digits fills this funny pumpkin stencil, with about eight to ten interior pierced slashes representing the fur texture along with the facial features and foot claws. The lit pumpkin reveals the entire creature in warm orange silhouette against a dark background. Cut the large central body void first, then work through each interior fur slash and claw detail, leaving the two floating hand cutouts for last.
See template β
That's our list of 100 funny pumpkin carving ideas. Print your favorite and tag us when you're done.
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