Pumpkin Head Hats
Description: The Great Pumpkin. Halloween is greatest time of the year, it's better than Christmas, Thanksgiving or any other holiday. If you're feeling lazy then maybe this could be your Halloween costume. This is a simple, minimal design that represents a carved pumpkin face. If you're looking at the shirt version of this, make sure you get it in orange.
Description: A fun spooky-summer design featuring a jack-o’-lantern pumpkin head character in a tropical floral shirt, holding a bright vacation drink with playful Halloween beach energy. Perfect for Halloween lovers, tropical party fans, pumpkin art collectors, spooky season humor, and anyone who enjoys a colorful mix of autumn vibes and summer vacation style.
Description: A funny drawing of a man in stripes sitting next to a pumpkin head man in mittens in a room. You may recognize Bernie Sanders under that Halloween costume. You may recognize Matt, dubbed Irish Uncle, from a popular 90s TV reunion. Put them together and it is now a Halloween horror. For your friends who are fans of pop culture memes and spooky horror.
Description: Embrace spooky autumn vibes with this vintage pumpkin head illustration. Perfect for Halloween lovers who enjoy walking through mystical forests under a crescent moon.
Pumpkin Head Vintage Halloween Forest Lantern Design Hat
by chasityrushtons
$12 $19
Description: Rock or Rot! Awesome retro‑style Halloween design featuring a cool jack‑o’‑lantern character shredding an electric guitar—backed by a glowing yellow moon, flying bats, and lightning energy. Bold orange & yellow artwork with dripping horror‑style lettering. Ideal for rock music fans, punk/metal lovers, and anyone who loves loud, fun spooky vibes. Stands out great on t‑shirts, hoodies, posters, stickers & gifts!
Rock or Rot – Pumpkin Head Rocker Halloween Guitarist Hat
by SCXOM STUDIO
$12 $19
Description: Rock or Rot! Awesome retro‑style Halloween design featuring a cool jack‑o’‑lantern character shredding an electric guitar—backed by a glowing yellow moon, flying bats, and lightning energy. Bold orange & yellow artwork with dripping horror‑style lettering. Ideal for rock music fans, punk/metal lovers, and anyone who loves loud, fun spooky vibes. Stands out great on t‑shirts, hoodies, posters, stickers & gifts!
Rock or Rot – Pumpkin Head Rocker Halloween Guitarist Hat
by SCXOM STUDIO
$12 $19
Description: A grinning jack-o’-lantern character stands confidently in a weathered cowboy hat, patched clothing, and worn western boots. Its lanky twig-like limbs, stitched fabric details, and mischievous pumpkin face create a playful blend of scarecrow folklore and frontier style. Rendered with earthy harvest colors and textured vintage linework, the artwork captures a rustic Halloween mood filled with country gothic charm, autumn whimsy, and spooky western personality.