Classic Vintage Pumpkin Shirts

27 products

Vintage Jack O Lantern Candy Bucket T-Shirt in PurpleQuick Add

Candy Bucket – Retro Jack O Lantern Tee Shirt

$22.95$44.00Save 48%
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Classic Jack O Lantern Smile T-Shirt in OrangeQuick Add

Classic Jack O Lantern Smile – Smiling Pumpkin Tee

$22.95$44.00Save 48%
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Dancing Jack-o'-Lantern Halloween Character T-Shirt in Heather OrangeQuick Add

Dancing Costumed Character – Jack O Lantern Tee

$22.95$44.00Save 48%
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Dancing Pumpkin Man Halloween T-Shirt in Heather PurpleQuick Add

Dancing Pumpkin Man – Vintage Pumpkin Halloween T Shirt

$22.95$44.00Save 48%
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Vintage Jack-O'-Lantern Halloween Sign T-Shirt in BlackQuick Add

Distressed Halloween Sign – Retro Jack O Lantern T-Shirt

$22.95$44.00Save 48%
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Ghost In Pumpkin Patch T-Shirt in NaturalQuick Add

Ghost In The Patch – Pumpkin Patch T-Shirt

$22.95$44.00Save 48%
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Spooky Ghost Peeking From Pumpkin T-Shirt in Heather OrangeQuick Add

Ghost Peeking From Pumpkin – Halloween Pumpkin T-Shirt

$22.95$44.00Save 48%
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Spooky Grinning Jack-o'-Lantern Character T-Shirt in Heather PurpleQuick Add

Grinning Pumpkin Character – Cute Pumpkin T-Shirt

$22.95$44.00Save 48%
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Pumpkin Patch Season Groovy Text T-Shirt in BlackQuick Add

Groovy Leopard Text – It's Pumpkin Spice Season Tee Shirt

$22.95$44.00Save 48%
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Halloween Town Spooky Pumpkin Design T-Shirt in BlackQuick Add

Halloween Town 1998 – Vintage Pumpkin Halloween Shirt

$22.95$44.00Save 48%
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Howdy Pumpkin Cowboy Hat T-Shirt in PurpleQuick Add

Howdy Pumpkin Cowboy – Cute Pumpkin T-Shirt

$22.95$44.00Save 48%
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Jumping Jack O'Lantern Halloween Pal T-Shirt in NaturalQuick Add

Jumping Dancing Pal – Cute Jack O Lantern Tee

$22.95$44.00Save 48%
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Spooky Season Pumpkin Patch T-Shirt in Heather OrangeQuick Add

Leopard Spooky Season Trio – Pumpkin Patch Tee Shirt

$22.95$44.00Save 48%
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Cute Little Witch Brewing Potion T-Shirt in BlackQuick Add

Little Witch & Cauldron – Cute Pumpkin Tee Shirt

$22.95$44.00Save 48%
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Happy Moon and Pumpkin Pals T-Shirt in PurpleQuick Add

Moon & Pumpkin Pals – Vintage Pumpkin Halloween Tee Shirt

$22.95$44.00Save 48%
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Happy Running Jack-o'-Lantern T-Shirt in PurpleQuick Add

Running Jack-o'-Lantern – Vintage Pumpkin Halloween Shirt

$22.95$44.00Save 48%
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Skeleton Holding Pumpkin T-Shirt in Heather OrangeQuick Add

Skeleton Holding Pumpkin – Vintage Pumpkin Halloween T Shirt

$22.95$44.00Save 48%
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Spooky Skeleton Riding Pumpkin T-Shirt in NaturalQuick Add

Skeleton Riding Pumpkin – Cute Jack O Lantern Shirt

$22.95$44.00Save 48%
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Spooky Grinning Jack O Lantern T-Shirt in Heather OrangeQuick Add

Spooky Grinning Carve – Retro Jack O Lantern T Shirt

$22.95$44.00Save 48%
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Spooky Pumpkin Pal T-Shirt in PurpleQuick Add

Spooky Pumpkin Pal – Retro Jack O Lantern Tee

$22.95$44.00Save 48%
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Skeleton In A Pumpkin Patch T-Shirt in Heather OrangeQuick Add

Spooky Skeleton In Patch – Creepy Pumpkin Shirt

$22.95$44.00Save 48%
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Spooky Halloween Tree And Pumpkins T-Shirt in PurpleQuick Add

Spooky Tree & Bats – Halloween Pumpkin Tee Shirt

$22.95$44.00Save 48%
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Spooky Jack O Lantern Face T-Shirt in NaturalQuick Add

Spooky Vintage Lantern – Pumpkin Face T Shirt

$22.95$44.00Save 48%
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Stacked Halloween Jack-o'-Lanterns Trio T-Shirt in NaturalQuick Add

Stacked Lantern Trio – Carved Pumpkin T-Shirt

$22.95$44.00Save 48%
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Vintage Jack-o'-Lantern Halloween Cutout T-Shirt in OrangeQuick Add

Vintage Glowing Cutout – Carved Pumpkin Tee Shirt

$22.95$44.00Save 48%
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Jack-O-Lantern Witch Hat Halloween T-Shirt in Heather PurpleQuick Add

Witch-Hat Lantern – Vintage Pumpkin Halloween Shirt

$22.95$44.00Save 48%
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Halloween Witch Hat Pumpkin Pal T-Shirt in NaturalQuick Add

Witchy Pumpkin Pal – Vintage Pumpkin Halloween Shirt

$22.95$44.00Save 48%
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Welcome to our cozy corner of autumn treasures, where the past meets the present in a delightful dance of pumpkin charm! Our Vintage Pumpkin Shirts collection is like finding that perfect, well-loved tee from a bygone era, but with all the comfort of today. Imagine strolling through a pumpkin patch on a crisp October afternoon, wearing a shirt that feels like a warm hug and looks like a cherished memory. This collection is brimming with designs that evoke a sweet sense of nostalgia. You'll discover retro pumpkin styles with faded, time-honored hues, alongside playful halftone patterns that add a touch of artistic flair. We’ve captured the spirit of classic Halloween and the golden days of fall with every stitch. From charming, slightly distressed pumpkin illustrations to designs that whisper tales of simpler times, each shirt is a little piece of autumnal art. They're perfect for sipping on a warm pumpkin spice latte, carving jack-o-lanterns with loved ones, or simply enjoying the cozy vibes of the season. Embrace the timeless appeal of fall with a shirt that feels both fresh and wonderfully familiar.

Discover Your Favorite Vintage Pumpkin Style

Our collection of vintage pumpkin shirts captures the heartwarming spirit of autumn and the fun of Halloween with designs that feel wonderfully familiar. If you're looking for more delightful options, explore our full range of All Pumpkin Shirts, or perhaps something extra cozy from our Long Sleeve Pumpkin Shirts for those chilly evenings.

  • Retro Charm: Step back in time with designs inspired by classic fall festivities and old-school Halloween graphics, perfect for a nostalgic touch.
  • Halftone Artistry: Discover unique halftone patterns that give our pumpkin designs an artistic, textured look, adding depth to your autumn wardrobe.
  • Comfort & Style: Each vintage-inspired shirt is crafted for ultimate comfort, blending that beloved worn-in feel with modern quality and durability.
  • Seasonal Versatility: These timeless tees are ideal for pumpkin patch visits, fall festivals, or simply enjoying a warm drink by the fire during the autumn season.
  • Unique Gifts: A vintage pumpkin shirt makes a thoughtful and unique gift for anyone who cherishes the cozy, nostalgic vibes of fall and Halloween.

Whether you're drawn to the charming simplicity of yesteryear or the artistic flair of retro styles, you'll find a perfect match here. Don't forget to check out our Pumpkin Patch Shirts for more autumnal inspiration!