25 Jack-o-Lantern and Pumpkin Carving Coloring Pages
There’s something about a grinning jack-o-lantern that instantly says fall is here. Whether it’s a single carved pumpkin glowing on a porch step or a whole family of them stacked up together, these designs capture the fun, slightly spooky, entirely cozy feeling of pumpkin carving season.
Below are 25 original coloring pages built around jack-o-lanterns and the whole carving process, from scooped-out seeds to porches full of finished pumpkins. Print your favorites, set out the crayons or markers, and let the carving happen on paper instead of with an actual knife.
One quick note before you print: several of these pages include fine crosshatching in the pumpkin shading and background details, so a laser printer or a higher-quality inkjet setting will hold onto that linework better than a quick draft print.

1. Curious Kitten and the Carved Pumpkin
A striped tabby kitten peeks over the rim of a large jack-o-lantern with a wide, triangle-eyed grin, set on a porch bench with a plaid blanket behind it. A second smiling pumpkin, a bowl of scooped-out seeds, a carving knife, and a full moon in the window round out the scene.
Kittens and jack-o-lanterns are a common pairing in fall coloring books, likely because the mix of something small and soft next to something big and toothy makes for an appealing visual contrast.
Coloring tip: keep the kitten’s stripes in warm, muted tones so they don’t compete with the bright orange pumpkin right next to them.

2. The Jack-o-Lantern Cluster
This porch scene brings together four carved pumpkins, each with its own expression: one smiling, one winking, one sharp-toothed, and one caught mid-grin. A cat peeks over a nearby fence while a bowl of pumpkin seeds and a carving knife sit in front of the group.
Giving each pumpkin in a cluster a distinct face is a common trick in jack-o-lantern illustrations. It helps each one read as an individual character rather than a repeated shape.
Coloring tip: assign each pumpkin face a slightly different shade of orange, from pale to deep, so the cluster reads as varied even before you get to the details.

3. Puppy and Kitten Pumpkin Carving
A golden retriever puppy and a tabby kitten both rest their paws on the rim of a large jack-o-lantern, with a squirrel nibbling an acorn nearby. A second winking pumpkin, a bowl of seeds, and a lantern fill out the porch setting.
This kind of multi-animal scene gives colorers more to work with than a single-pumpkin page, since the puppy, kitten, and squirrel can each carry their own color palette.
Coloring tip: color the animals first and the pumpkins last, since it’s easier to keep the orange from bleeding into the fur than the other way around.

4. Porch Light Jack-o-Lantern
A single smiling jack-o-lantern with its lid removed sits at the center of a quiet porch scene, with a bat and full moon visible through the railing behind it. A second winking pumpkin, a lantern, and a pot of mums fill in the rest of the space.
A simpler, single-pumpkin layout like this one can work well for younger colorers who might feel overwhelmed by busier multi-character pages.
Coloring tip: use the moon as your lightest point on the page and build the rest of the coloring around it, keeping the night sky in deep blues or grays rather than black so the linework stays visible.

5. Costumed Pumpkin Trio
Costumes turn these three jack-o-lanterns into full characters: one wears a witch hat with a sunflower tucked into the band, one sports a pirate bandana and eyepatch, and one wears a bow with cat ears. A bowl of candy and lollipops sits in front of them, with a spider and web tucked into the corner.
Costumed jack-o-lanterns tend to appeal to slightly older kids who are already familiar with classic Halloween characters like witches, pirates, and black cats.
Coloring tip: give each pumpkin’s costume its own dominant color, purple for the witch hat, a warm red for the bandana, and pink for the bow, so the trio reads as three distinct characters at a glance.

6. The Jack-o-Lantern Cottage
A whole pumpkin has been turned into a cottage in this page, complete with a carved jack-o-lantern face, arched wooden door, round windows, and a stone path leading up to it. A bird perches on a nearby fence, with pumpkins, mums, and a hanging lantern lining the path.
Pumpkin-as-house illustrations lean more toward fantasy than a typical carving scene, which can make this a nice change of pace after several straightforward jack-o-lantern pages.
Coloring tip: keep the pumpkin shell in a warm orange, but shift the door, windows, and roof trim to browns and greens so the “house” elements stand out clearly from the pumpkin itself.

7. Stacked Pumpkin Family in Costume
Size order matters in this stack of three carved pumpkins: the top one wears a witch hat with a sunflower, the middle one bares a sharp, sinister grin, and the bottom one smiles warmly. A black cat and a squirrel sit nearby, with a barn and bats visible under a full moon in the background.
Stacking pumpkins by size, largest on the bottom, is a common display trick at real pumpkin patches and porches each fall, which is likely why it shows up so often in carving-themed illustrations.
Coloring tip: work the black cat in solid, even black rather than gray shading, so it stands out clearly against the busier orange pumpkins behind it.

8. Sleepy Kitten by the Jack-o-Lantern
A large winking jack-o-lantern watches over a tabby kitten curled up asleep on a plaid blanket beside it. A full moon, bare trees, and a lit lantern set the scene as a quiet nighttime moment rather than an active carving scene.
This page can work well as a calmer option to mix in between the busier, more detail-packed pages elsewhere in this set.
Coloring tip: keep the moonlit sky in soft grays and blues rather than solid black, which leaves room to still see the tree branches and other linework once it’s colored in.

9. Seeds, Knife, and a Trio of Faces
Carving still looks to be underway in this scene, where three jack-o-lanterns, one with a wide smile, one with a sinister smirk, and one winking with seeds spilling from its lid, sit near a wagon wheel and a bale of hay. A bowl of pumpkin seeds and a carving knife nearby back up that unfinished feel.
Showing this messier side of carving, seeds and all, gives kids a more complete picture of the process than a page with only finished jack-o-lanterns.
Coloring tip: leave the pumpkin seeds themselves a pale cream or off-white color rather than orange, so they read clearly as seeds against the darker pumpkin flesh around them.

10. Grinning Pair on a Plaid Blanket
A large, wide-eyed jack-o-lantern with a big triangle grin sits on a plaid blanket in front of a second, more sinister-faced pumpkin just behind it. A carving knife, scattered seeds, a small gourd, and a lit lantern round out the porch setting.
Placing a friendly-faced pumpkin in front of a scarier one is a common layout trick in carving displays, since it lets colorers choose which mood they want to lean into first.
Coloring tip: keep the front pumpkin in bright, warm orange tones to match its friendly expression, then shift the pumpkin behind it toward a deeper, more muted orange to help it recede into the background.

11. The Pumpkin Patch Gathering
This crowded harvest scene piles seven or more jack-o-lanterns together near an old wagon wheel and a wooden fence, each with a different expression: smiling, winking, sinister, and wide-eyed. Hanging lanterns, cornstalks, and a basket of gourds fill out the rest of the setting.
A page this packed with individual faces works well as a longer coloring project, since each pumpkin can be treated almost like its own mini page within the larger picture.
Coloring tip: pick three or four orange shades total and repeat them across the different pumpkins rather than inventing a new shade for each one, which keeps a busy scene like this from feeling scattered.

12. Porch Carving Table
Carving tools are still out on this porch, where three jack-o-lanterns, one sinister, one gently smiling, and one with a wide toothy grin, sit together surrounded by mums, a wreath, and a lit lantern. A carving template, a bowl of seeds, and two knives on the table point to work still underway.
Showing the paper template alongside the finished pumpkins is a nice detail for kids who are curious about how a jack-o-lantern face actually gets planned out before it’s cut.
Coloring tip: color the paper template in plain pencil-gray tones so it reads clearly as paper rather than blending in with the orange pumpkins surrounding it.

13. Seeds Spilling Over
Seeds spill directly over the rim of one pumpkin in this trio, which also includes a jagged, sinister grin and a gentle wink. Two carving knives and a scattered pile of seeds sit nearby, framed by lanterns and a leafy wreath from a porch just out of view.
The seeds spilling directly out of the pumpkin’s mouth is a playful visual exaggeration that shows up often in carving-themed art, since it turns a normally messy step into something a bit more lighthearted.
Coloring tip: color the spilled seed pile with a mix of cream and light tan shades to suggest texture, rather than coloring every seed the exact same flat color.

14. Cat Watching the Carving Cluster
A tabby cat peeks out from behind a bed of flowers while four jack-o-lanterns, sinister, wide-grinning, winking, and smiling with seeds spilling out, sit together on a porch. A bowl of seeds, two carving tools, and a plaid blanket over a chair complete the setting.
Tucking a watching animal into the corner of a busy pumpkin scene, rather than placing it front and center, gives colorers a small detail to discover after they’ve already started on the main pumpkins.
Coloring tip: save the cat for last and keep its coloring simple, since the surrounding pumpkins and flowers already carry most of the visual weight on this page.

15. Tumbling from the Barrel
A wooden barrel appears to spill four jack-o-lanterns, smiling, sinister, and two winking, out alongside gourds and sunflowers, with a full moon and cornstalks in the background. A lit lantern and scattered maple leaves fill in the rest of the scene.
A tumbling or spilling arrangement like this one gives a static pile of pumpkins a bit more visual motion than a simple stacked or lined-up layout would.
Coloring tip: color the barrel in a warm wood tone and keep the sunflowers in classic yellow and brown, so the pumpkins remain the clear stars of the page rather than competing with the container they’re spilling from.

16. Crate Full of Faces
Vines and maple leaves wind through this scene, where four pumpkins, one sinister and toothy, three smiling or winking, are nestled among gourds and cornstalks near a wooden crate with a plaid blanket draped over it.
Mixing smooth pumpkins with the bumpier, more textured gourds nearby gives colorers a chance to practice two different surface textures on the same page.
Coloring tip: use short, choppy strokes for the gourd texture and smoother, more even strokes for the pumpkins, so the two surfaces read as genuinely different materials once colored.

17. String Lights and Smiling Faces
A string of hanging lights sets the mood over this cluster of five jack-o-lanterns, including a smiling one up top, a sinister one, a wide-eyed surprised face, and two gentle smiles. Mums, cornstalks, a wooden crate, and a plaid blanket fill out the rest of the porch scene.
The surprised, round-eyed pumpkin face in this group is a good example of how a jack-o-lantern’s expression can shift entirely based on eye shape alone, since it uses the same basic carving style as its smiling neighbors.
Coloring tip: color the string lights in a warm yellow glow rather than leaving them white, which helps tie the whole nighttime scene together as one lit, cohesive setting.

18. Wagon Full of Grins
A wooden cart holds four jack-o-lanterns, one smiling on top, one sinister, one winking, and one smiling out front, surrounded by gourds and a basket of sunflowers. A wagon wheel, cornstalks, and a lit lantern frame the scene under a full moon.
Loading pumpkins into a cart rather than lining them up on a porch gives this page a slightly more “farm stand” feel than the porch-based scenes elsewhere in this set.
Coloring tip: color the cart’s wood in warm brown tones and let the wheel’s metal rim stay a cooler gray, so the two materials read as distinct even though they’re right next to each other.

19. The Watching Crow
A crow perches on a fence post overlooking a cluster of pumpkins, including a sinister-faced jack-o-lantern, a wide-eyed surprised face, and several gentle smiles. A wooden barrel, gourds, and a lantern sit nearby under a full moon.
A perched crow is a classic small addition to farm and harvest scenes, often used to suggest a quiet, watchful presence without adding any real sense of danger to an otherwise cheerful page.
Coloring tip: keep the crow solid black or a very dark gray so it reads as a clear silhouette against the lighter pumpkins and sky behind it.

20. The Pumpkin Cottage Path
A round pumpkin has been transformed into a cottage, complete with a carved door, arched windows, and a lit lantern glowing just inside. A stone path leads up to the door, flanked by four smiling and sinister jack-o-lanterns, gourds, and potted flowers.
Like the earlier pumpkin cottage in this set, this page leans further into fantasy than a typical carving scene, which can make it a nice change of pace if you’re working through this collection in order.
Coloring tip: color the interior lantern glow in a warm yellow that’s slightly brighter than anything else on the page, so the doorway reads as the one lit spot in an otherwise moonlit scene.

21. Hay Bale Harvest Cluster
A hay bale anchors this gathering of five jack-o-lanterns, ranging from wide smiles to a sinister toothy grin, alongside a wagon wheel and a lit lantern. A string of lights overhead and a full moon suggest this scene takes place well after dark.
Hay bales show up often in these carving scenes as a simple way to suggest a farm or barn setting without needing to draw a full building.
Coloring tip: color the hay bale in a dry, pale yellow rather than gold, so it doesn’t compete with the pumpkins for the warmest color on the page.

22. Steps Full of Jack-o-Lanterns
A row of pumpkins lines a set of wooden porch steps, including a wide-eyed surprised face, a sinister grin, and several gentle smiles. A wooden barrel, potted flowers, and a lantern fill in the space around them.
Arranging pumpkins along actual steps, rather than in one flat pile, gives this page a sense of depth that some of the more clustered designs in this set don’t have.
Coloring tip: use slightly darker shading on the pumpkins near the top of the steps and lighter shading near the bottom, which helps suggest the steps receding into the background.

23. Farmhouse Hillside Pumpkins
Rolling hills stretch out behind this group of four jack-o-lanterns, one sinister and three smiling or winking, gathered near a wagon wheel and wooden barrel with cornstalks and a fence nearby. A lit lantern and a full moon complete the farmhouse setting.
This wider, more landscape-style layout gives colorers a chance to work on background elements like distant trees and fields, which get less attention on the more close-up, cluster-style pages in this set.
Coloring tip: keep the distant hills and trees in lighter, cooler tones than the pumpkins in the foreground, since objects further away naturally look softer and less saturated.

24. Porch Steps with Sleepy Pets
A wreath with a small pumpkin hangs on the front door above a set of steps lined with jack-o-lanterns, including a surprised face and several smiles. A sleeping cat curls up on the steps while a golden retriever puppy rests near the bottom, surrounded by mums, lanterns, and a hay bale with a plaid throw.
Combining a full porch display with two resting pets gives this page more going on than most of the others in this set, which makes it a good pick for a longer coloring session.
Coloring tip: color the sleeping cat and puppy first in soft, muted tones, then build the more vivid pumpkin colors around them so the animals still read as the calm center of a busy scene.

25. Cat on the Pumpkin Throne
A tabby cat sits proudly on top of a large smiling jack-o-lantern, surrounded by more carved pumpkins, including a winking face and a surprised, wide-eyed one. A golden retriever puppy rests nearby, with a wagon wheel, barn, cornstalks, and a full moon with bats filling out the background.
Ending on a pet-and-pumpkin scene gives this set a warm, storybook close, which makes it a natural final image if you’re printing the whole collection as a booklet.
Coloring tip: give the cat a warm, contrasting color palette against the orange pumpkin it’s sitting on, so it stays the clear focal point at the top of an otherwise busy scene.
Fall, Pumpkins and Jack-o-Lanterns to Keep Things Fun
Whichever jack-o-lantern speaks to you first, this set is built to work equally well for a quiet solo coloring session or a full table of family members working through the pile together. Which face are you carving into your own pumpkin this year?
