Easy jack-o'-lantern coloring page with triangle eyes, big smile, spider web, and dangling spider.

Smiling Jack-o'-Lantern with Spider Web

A round jack-o'-lantern grins with triangle eyes while a tiny spider hangs from a web tucked beside the stem.

Free to print for personal and classroom use. This coloring page is part of the Pumpkin Jack O Lantern collection, made for ages 2–4 and drawn in a Bold & Easy style. A good pick for Halloween.

🎨 How to color it

Give the pumpkin a bright pumpkin orange, the curved stem a mossy green, the web a soft silver, and the little spider a friendly black. For toddlers, use chunky crayons on the big pumpkin sections first, and do not worry if color hops over the thick lines. Try making the triangle eyes and toothy smile glow yellow, as if a secret light is shining inside.

🔢 How this color by number works

1234

Find each number in the key and fill its zone: 23 zones and 4 colors, sized for kids. Tiny unnumbered slivers borrow the color of their neighbors, and the little model above shows the finished page whenever you want to check your work. More grids like this live in our color by number gallery.

Prefer classic line art? Open this drawing as a regular coloring page.

The story behind this coloring page

The First Pumpkin Grin — Under a hush-hush moon, Pip held his tiny silver thread. It was not just string. Read the full story →

Under a hush-hush moon, Pip held his tiny silver thread. It was not just string. It was his first brave line. The big pumpkin sat dark and round. Tap, tap, went Pip’s feet. “I can,” he whispered.

He tied the thread by the stem. Then—pop!—a warm light blinked inside. The pumpkin’s eyes shone. Its smile went wide. Ever since, jack-o’-lanterns grin when a small spider is brave enough to hang a secret thread. Can you find Pip’s thread?