Smiling jack-o’-lantern holding an umbrella, wearing polka-dot rain boots under a rainy cloud.

Smiling Pumpkin with Umbrella in the Rain

A cheerful jack-o’-lantern stands in a puddle with dotted rain boots, a curved umbrella, and raindrops falling from a cloud.

Free to print for personal and classroom use. This coloring page is part of the Pumpkin Jack O Lantern collection, made for ages 5–7 and drawn in a Minimalist style. A good pick for Halloween.

🎨 How to color it

Color the pumpkin bright orange, the umbrella sunny yellow, the polka-dot boots teal with white spots, and the rain cloud soft gray. Use broad crayon or marker strokes on the pumpkin’s big round sections, then switch to a sharper pencil for the boot dots and raindrops. Try making the puddles pale blue rings, as if each raindrop is making a tiny ripple around the pumpkin’s feet.

🔢 How this color by number works

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Find each number in the key and fill its zone: 25 zones and 6 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

Wembly’s Quiet Puddle Game — Rain tapped tip-tip on Wembly’s stem as he made up a game called Puddle Hush. Read the full story →

Rain tapped tip-tip on Wembly’s stem as he made up a game called Puddle Hush. He wanted to step only where the water made no splash, so the sleeping snails under the mint leaves would not wake. His rubber boots went plip, plop, almost quiet. Then a moth family fluttered in, dusty and tired, looking for one dry place to rest. Wembly held his umbrella higher. “Here,” he whispered.

No one clapped. The snails kept sleeping. The moths tucked themselves beneath the umbrella’s edge, and Wembly stood in the rain with cool drops sliding down his pumpkin sides. To keep playing, he tapped one boot softly in the puddle. A round ripple opened, gentle as a blanket, showing every small creature where the quiet water was. Ever since then, puddles make rings when rain falls, and if you spot Wembly’s boots, you may find the first tip-tip of Puddle Hush.