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.

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🎨 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.

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?