Vintage chalkware masked cowboy carnival prize, 1940s.
Carnival cowboy figure on horseback with red shirt and black mask.
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Vintage chalkware masked cowboy carnival prize, 1940s.
Carnival cowboy figure on horseback with red shirt and black mask.

Carnival Prize - Masked Cowboy on Horse - 1940s

$250.00
$250.00
Save $-250.00 Sold out

Straight from the midway and headed for your mantel—this masked cowboy’s been riding since the ‘40s, and he's still got his mystery and swagger intact.
Description

He was the prize you really wanted to win—the one at the top shelf that took a steady hand and a pocketful of nickels. Decades later, this masked cowboy still carries that air of victory, grit, and Americana charm. Whether he rode home in a paper bag on Coney Island or watched over a bedroom dresser in Bakersfield, he’s a piece of chalkware legend—and now, a rare survivor with story and style to spare.

These figurines were trophies. And this one? Still a showstopper, whether styled into a bookshelf lineup or riding solo on a side table. Faded in all the right places and full of old-school heart.
Specifications

Era: 1940s
Material: Chalkware
Origin: USA
Condition: Visible wear and age consistent with carnival-era chalkware
Additional Information

Chalkware prizes were handmade in small batches—hand-painted, fast-dried, and never intended to last. That’s what makes the survivors so special. This guy’s got the kind of character you can’t fake and the kind of history you feel just by picking him up.

Add him to your story—he’s ready for his next ride. Questions? Reach out—we’re always here to help you find the right piece.