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Preschool Jack O Lantern Pumpkin Faces

These preschool jack o lantern pumpkin faces are ready to print, trace, and carve tonight. Free to download. Print it at home and start carving.

Beginner or pro, there's something on this page for you.

Puking Jack-o-Lantern Pumpkin Stencil
easy

Puking Jack-o-Lantern Pumpkin Stencil

This Halloween pumpkin stencil shows a scowling jack-o-lantern face above a wide open mouth with a round bowl shape inside, from which a blob of chunky dripping gunk spills downward in an irregular mass. Narrow slash-shaped eyes and angular brow lines above the mouth convey disgust, while the dripping mass below is a single large pierced area with ragged edges. Cut the small eye and brow slashes first, then tackle the wide drip outline last, since it spans most of the lower pumpkin and removing it early would destabilize the wall for the detail work above.

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One Tooth Jack-o-Lantern Pumpkin Stencil
easy

One Tooth Jack-o-Lantern Pumpkin Stencil

This jack-o-lantern face pumpkin stencil keeps it deliberately minimal: two teardrop eye shapes each with a crescent notch cut from the bottom to suggest a raised brow, a small triangular nose, and a wide grinning mouth with one single center tooth left intact at the top lip. All four openings are pierced so they glow together, and the lone tooth bridging the smile is the only delicate detail in the whole design. Cut the single tooth gap on either side of that center tooth in two careful inward strokes, meeting cleanly at the base so it does not detach.

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Heart Eyes Jack-o-Lantern Pumpkin Stencil
easy

Heart Eyes Jack-o-Lantern Pumpkin Stencil

A classic jack-o-lantern face gets a romantic twist: two heart-shaped cutouts replace the usual triangle eyes, each framed by three curling eyelash strokes, above a wide crescent grin with three rectangular tooth gaps. The design is beginner-level with large, easy-to-cut openings and gentle curves throughout. Cut each heart eye from the inner point downward and around the lobes rather than starting at the curved top, which helps you keep the heart shape symmetrical on the pumpkin's curved surface.

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Jack-o-Lantern Face Pumpkin Stencil
easy

Jack-o-Lantern Face Pumpkin Stencil

This cheerful pumpkin stencil depicts a pumpkin-within-a-pumpkin: a wide jack-o-lantern face with a curling stem at top, four vertical rib lines crossing the body, and a grinning mouth with curling lip ends and individual tooth segments, all cut as negative space on the outer pumpkin. The vertical rib lines are the thinnest elements, each only a slim channel of open space; carve them with a single guided stroke from stem to mouth to avoid a wavy line. A warm candle light inside makes the rib lines read as glowing stripes across the face.

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Jack-o-Lantern with Glasses Pumpkin Stencil
easy

Jack-o-Lantern with Glasses Pumpkin Stencil

A classic jack-o-lantern face wearing oversized rectangular glasses makes up this beginner pumpkin stencil. The eyebrow is a wide arched strip across the top, the glasses frame is a connected pair of rectangular loops each containing a circular lens opening, a triangular nose sits below, and a broad grinning mouth with one dripping fang dominates the lower half. The thick glasses frame and face outlines remain solid while the lens circles, nose triangle, and mouth are cut through. Cut the two circular lens openings inside the glasses before the wide mouth, so the frame bridge between the lenses stays firm.

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Witch Hat Jack-o-Lantern Pumpkin Stencil
easy

Witch Hat Jack-o-Lantern Pumpkin Stencil

A grinning jack-o-lantern face wearing a small pointed witch hat sits at the center of this easy funny pumpkin stencil. The face features two large crescent-shaped eyes with small round highlight dots inside each, a triangular nose, a wide upward-curving mouth with a center tooth drip, and wispy curl accents at the cheek corners. The hat brim and crown are solid while the eye crescents, nose, and mouth are cut through. Carve the two small round eye-highlight dots before removing the larger crescent eye shapes so those tiny circles stay intact and the eye reads with dimension when lit.

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Friendly Jack-o-Lantern Pumpkin Stencil
easy

Friendly Jack-o-Lantern Pumpkin Stencil

Two rounded horseshoe-arch eyes, each with a small bump notched from the bottom to suggest eyebrows, and a broad curved mouth split by two square bottom teeth define this easy pumpkin stencil. The asymmetry between the left eye (fuller arch) and the right eye (slightly smaller, offset notch) gives the face a winking or quizzical personality. All cut-outs are generous and smooth, making this a good pumpkin stencil for carvers who want a friendly face without tiny fiddly pieces. Leave the two small inner-eye notches for last so the arch stays rigid while you cut the mouth.

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Smiley Jack-o-Lantern Pumpkin Stencil
easy

Smiley Jack-o-Lantern Pumpkin Stencil

Two large rounded arch eyes, each with a small notch cut from the bottom edge, sit above a wide U-shaped grin lined with four evenly spaced rectangular teeth in this easy pumpkin stencil. The result is a cheerful, friendly face rather than a sinister one, and when lit the broad open eyes and blocky smile radiate warmth across the porch. The small notches at the base of each eye are the only detail that can break off if carved too aggressively, so score those notch curves gently with the tip of your blade before removing the eye sections.

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Classic Jack-o-Lantern Face Pumpkin Stencil
easy

Classic Jack-o-Lantern Face Pumpkin Stencil

A tall, narrow jack-o-lantern face with a small witch-hat-style stem forms this easy pumpkin stencil, featuring two mismatched triangular eyes of slightly different sizes, a small triangle nose, and a wide mouth with uneven rectangular teeth below. The entire face outline tapers toward the bottom and the drooping curved tendrils at each lower corner add a melted look. All five facial openings cut cleanly through, letting candlelight pour out in a simple, instantly recognizable jack-o-lantern pattern. Carve the eyes first so you have reference points for spacing the mouth cuts.

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Confused Jack-o-Lantern Pumpkin Stencil
easy

Confused Jack-o-Lantern Pumpkin Stencil

A crooked, puzzled face expression built from two unequal eyes and a wide zigzag mouth forms this easy pumpkin stencil. The left eye is a narrow horizontal slit while the right eye is a large irregular quadrilateral, and both sit below a single small tapered eyebrow. The mouth is a long jagged zigzag cut with peaks and valleys of different heights, giving the whole face a bewildered, off-kilter look. When lit, the mismatched eyes and frantic zigzag line are immediately readable across the yard. Cut the zigzag mouth with short, angled plunge cuts at each peak rather than one long sweeping stroke to keep each point crisp.

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Angry Pumpkin Face Pumpkin Stencil
easy

Angry Pumpkin Face Pumpkin Stencil

Two swept, blade-like eye shapes angle sharply inward with small notch cutouts at their inner corners, giving the jack-o-lantern an intense furious glare. Below them, a wide zigzag mouth with four sharp points runs the full width of the face. All five pieces are large and open, making this a fast, beginner-friendly carve where the lit pumpkin reads as pure aggression. Cut the two eye shapes before the mouth so you can judge the spacing while the lower pumpkin wall is still fully solid.

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Frequently asked

Do I need special tools to carve these?
A basic carving kit with a serrated saw, a poker, and a scoop covers 95% of pumpkin faces. Detailed designs benefit from an X-Acto knife.
Can kids use these pumpkin faces?
Designs marked Easy or Kids are great for younger carvers with adult supervision. Plastic carving tools are safest.
Are these pumpkin faces free to download?
Yes — every pumpkin face on this page is free. Click the preview to download the PDF.

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