Current offer expires in
-- H
-- M
-- S
Up to 35% Off Sitewide
Shop Now

Pumpkin Cowboy Hats

Filter

Safe Search on hides explicit content. Safe Search off shows all results, including explicit content.
Spooky Cowboy Pumpkin Football Fan Halloween Hat
Main Tag:  

Description: Get ready for game day with this spooky cowboy pumpkin football design!

Tags: football fan, football halloween, halloween football, jack o lantern, scary pumpkin

Spooky Cowboy Pumpkin Football Fan Halloween Hat

by Farlos Angel

$12 $19

for
-- days
--
:
--
:
--

Cowboy Pumpkin Hat
Main Tag:  

Description: Copyright of all these designs belongs to the artist (Meghan Wallace or Doodle by Meg LLC) and may not be reproduced by anyone other than the artist for sale or any other commercial use. In accordance with Intellectual Property Policies my designs have been created using my own process and personal references. With that said if you like my style, are interested in commission design work, or interested in licensing my work feel free to email or DM me!

Tags: cacti, cactus, desert, halloween, jack o lantern

Cowboy Pumpkin Hat

by Doodle by Meg

$12 $19

for
-- days
--
:
--
:
--

Its Fall Yall Pumpkin Cowboy Funny Western Halloween Autumn Hat
Main Tag:  

Description: It's Fall Y'all combines a pumpkin-headed cowboy with pumpkins, rope and classic Western attitude. A playful autumn design for cowboy lovers, Halloween fans, fall festivals and anyone who enjoys country humor with a spooky twist.

Tags: autumn cowboy, country fall, country halloween, cowboy halloween, cowboy humor

Its Fall Yall Pumpkin Cowboy Funny Western Halloween Autumn Hat

by wcfrance4

$12 $19

for
-- days
--
:
--
:
--

Cowboy Ghost With Pumpkin Bucket For Western Fans Hat
Main Tag:  

Description: This hilarious cowboy ghost design brings a mix of scary and cute to spooky season. Perfect for fans of funny Halloween art, it features a ghost in a patched cowboy outfit holding a pumpkin. A unique Halloween gift for anyone who loves playful western vibes with festive charm.

Tags: boo, denim, funny, horror, scary

Cowboy Ghost With Pumpkin Bucket For Western Fans Hat

by Haunt Theraphy

$12 $19

for
-- days
--
:
--
:
--

Pink Cowboy Cow Halloween Western Pumpkin Floral Hat
Main Tag:  

Description: Pink Cowboy Cow Halloween Western Pumpkin Floral

Tags: country, cowgirl, horror, howdy spooky, pink pumpkins

Pink Cowboy Cow Halloween Western Pumpkin Floral Hat

by Ame-thyste

$12 $19

for
-- days
--
:
--
:
--

Howdy Pumpkin – Cute Cowboy Ghost Halloween Hat
Main Tag:  

Description: Howdy, pumpkin! A cheerful, winking ghost wears a cowboy hat, orange plaid bandana and western boots while swinging a lasso beside a smiling jack-o’-lantern. Bats, stars and bold orange-and-cream lettering complete this playful Halloween design for western fans and pumpkin lovers.

Tags: cowboy boots, cowboy hat, funny halloween, halloween, halloween ghost

Howdy Pumpkin – Cute Cowboy Ghost Halloween Hat

by TooplesArt

$12 $19

for
-- days
--
:
--
:
--

Possum Pumpkin Wrangler Cowboy Hat
Main Tag:  

Description: Wild opossum in a pumpkin, cowboy hat, bandana, autumn vibes, perfect gift.

Tags: animal, autumn, country, cowboy, cute possum

Possum Pumpkin Wrangler Cowboy Hat

by cihcops_waifu

$12 $19

for
-- days
--
:
--
:
--

Pumpkin Cowboy Hat
Main Tag:  

Description: Autumn-inspired western flair with a playful twist.

Tags: autumn vibes, cowboy aesthetic, fall fashion, harvest theme, playful clothing

Pumpkin Cowboy Hat

by Mou Studio1

$12 $19

for
-- days
--
:
--
:
--

Dancing Into Fall Cowboy Skeleton Pumpkin Autumn Humor Hat
Main Tag:  

Description: A western-inspired Halloween design featuring horses or a cowboy skeleton with pumpkins and autumn scenery. It mixes spooky season with rustic western style, full-moon nights, cactus details, and fall humor.

Tags: cow, cow halloween

Dancing Into Fall Cowboy Skeleton Pumpkin Autumn Humor Hat

by Lonmeno Club

$12 $19

for
-- days
--
:
--
:
--

Cowboy Black Cat on a Halloween Pumpkin Hat
Main Tag:  

Description: A black cowboy cat perched on a jack-o'-lantern brings Western charm to Halloween, surrounded by desert cacti, bats, and a golden crescent moon. Warm autumn colors and vintage-inspired illustration make this a playful choice for cat lovers drawn to spooky season and rustic desert scenery.

Tags: black cat, cactus, cat lover, crescent moon, desert

Cowboy Black Cat on a Halloween Pumpkin Hat

by Driftline Atelier

$12 $19

for
-- days
--
:
--
:
--

Cowboy Ghosts Halloween Western Spooky Pumpkin Cowboy Design Hat
Main Tag:  

Description: A fun and adorable Western Halloween illustration featuring four spooky cowboy ghosts wearing classic cowboy hats, cowboy boots and colorful bandanas. The ghost cowboys stand among cacti, hay bales, glowing jack-o'-lanterns, bats, stars and a rustic Western fence, with one ghost carrying a pumpkin. Bold vintage typography reads “COWBOY GHOSTS” and “TOO SPOOKY TO BEHAVE.” The design combines cute Halloween, spooky ghosts and classic Western cowboy aesthetics, making it ideal for Halloween lovers, cowboy and country fans, ghost lovers, and anyone who enjoys unique Western Halloween artwork.

Tags: cowboy, cowboy ghosts, cute halloween, ghost, ghost cowboy

Cowboy Ghosts Halloween Western Spooky Pumpkin Cowboy Design Hat

by Cozy Kingdom Studio

$12 $19

for
-- days
--
:
--
:
--

Cute Neon Cowgirl Pumpkin with Cowboy Hat and Boots Hat
Main Tag:  

Description: A vibrant jack-o'-lantern wearing a pink polka dot cowboy hat and turquoise boots. Perfect for anyone who loves western

Tags: checkered, halloween, leopard print, neon, pink

Cute Neon Cowgirl Pumpkin with Cowboy Hat and Boots Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Haunt 'Em Cowboy Headless Horseman Halloween Pumpkin Hat
Main Tag:  

Description: A spooky cowboy on a rearing horse, holding a pumpkin head with the text "Haunt 'Em Cowboy". Perfect for fans of western

Tags: crows, desert, fall, ghost rider, headless horseman

Haunt 'Em Cowboy Headless Horseman Halloween Pumpkin Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Boo Y'all Cowboy Ghost with Pumpkin Balloon Halloween Farm Hat
Main Tag:  

Description: A charming cowboy ghost holding a pumpkin balloon with text "Boo Y'all" on a farm background. Perfect for anyone who lov

Tags: bats, boo yall, country, fall, halloween

Boo Y'all Cowboy Ghost with Pumpkin Balloon Halloween Farm Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Cowboy Ghost Boo Y'all with Pumpkin Balloon Hat
Main Tag:  

Description: A cute ghost in a cowboy hat and boots holding a pumpkin balloon with "boo y'all" text. Perfect for Halloween and countr

Tags: boo yall, country western, cute ghost, fall, farmhouse

Cowboy Ghost Boo Y'all with Pumpkin Balloon Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Fall Cowboy Boots Western Autumn Pumpkin Cowgirl Country Style Hat
Main Tag:  

Description: Fall Cowboy Boots featuring three decorative western boots, a rustic cowboy hat, pumpkins, sunflowers, horseshoe, rope, cactus and colorful autumn foliage. Perfect for cowgirls, western lovers, country fans and anyone who loves cozy fall season style.

Tags: autumn, boots, country life, countryside, cowboy

Fall Cowboy Boots Western Autumn Pumpkin Cowgirl Country Style Hat

by zadine_carl

$12 $19

for
-- days
--
:
--
:
--

Pumpkin Rodeo Champion Cowboy Design Hat
Main Tag:  

Description: Spooky cowboy pumpkin rides a broom, celebrating rodeo victory. Perfect fall fun!

Tags: autumn, broom, champion, country, cowboy hat

Pumpkin Rodeo Champion Cowboy Design Hat

by Rammek Studio

$12 $19

for
-- days
--
:
--
:
--

Happy Fall Cowgirl Cowboy Boots Pumpkin Howdy Thanksgiving Hat
Main Tag:  

Description: Celebrate fall with festive cowboy boots & pumpkin designs. Perfect for Thanksgiving!

Tags: autumn outfit, cowgirl style, fall fashion, festive clothing, pumpkin design

Happy Fall Cowgirl Cowboy Boots Pumpkin Howdy Thanksgiving Hat

by lucky double 6

$12 $19

for
-- days
--
:
--
:
--

Ghost Cowboy Boot Scootin Spooky Western Halloween Hat
Main Tag:  

Description: Embrace the fun side of the harvest season with this charming 'Boot Scootin Spooky' design. Featuring a cute ghost wearing a rustic cowboy hat and leather boots, this illustration blends western aesthetics with a playful gothic twist. Perfect for fans of country music, rodeo culture, and all things spooky, this design is an ideal gift for Halloween party lovers and western fashion enthusiasts who want to stand out at every autumn event.

Tags: boho western, boot scootin, country halloween, cowgirl ghost, cute ghost art

Ghost Cowboy Boot Scootin Spooky Western Halloween Hat

by Fire at the Furthes

$12 $19

for
-- days
--
:
--
:
--

Boo Y'all Ghost Cowboy Hat Pumpkin Balloon Halloween Hat
Main Tag:  

Description: A spooky cowboy ghost holding a pumpkin balloon with "boo y'all" text. Perfect for anyone who loves western-themed Hallo

Tags: country halloween, farmhouse, full moon, ghost, halloween

Boo Y'all Ghost Cowboy Hat Pumpkin Balloon Halloween Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Cowboy Ghost Pumpkin Halloween Western Cowgirl Hat
Main Tag:  

Description: Celebrate Halloween with a cowboy ghost holding a carved pumpkin in a western cowgirl setting. Turquoise accents and leopard print shapes frame this hand drawn watercolor style illustration, creating a colorful country western look for spooky season. The rich painterly variation and clean illustrated edges make this design a standout choice for women who love ghost art, pumpkin season, rodeos, country style, and southwestern Halloween themes. Cowboy ghost fans can enjoy this artwork across seasonal celebrations, fall festivals, and everyday western-inspired style.

Tags: country halloween, cowgirl halloween, ghost pumpkin, halloween cowgirl, leopard print

Cowboy Ghost Pumpkin Halloween Western Cowgirl Hat

by Greenboy Suitable

$12 $19

for
-- days
--
:
--
:
--

Western Halloween Pumpkin Cowboy Hat Boots Country Cowgirl Women Hat
Main Tag:  

Description: Western Halloween Pumpkin Cowboy Hat Boots Country Cowgirl Women

Tags: autumn, country, cowboy boots, cowboy hat, cowgirl

Western Halloween Pumpkin Cowboy Hat Boots Country Cowgirl Women Hat

by Caliamo Lab

$12 $19

for
-- days
--
:
--
:
--

Cowboy Skeleton Pumpkin Western Halloween Humor Hat
Main Tag:  

Description: Cowboy Skeleton Pumpkin Western Halloween Humor

Tags: bat, candy, celebration, comedy, cowboy

Cowboy Skeleton Pumpkin Western Halloween Humor Hat

by Mistycoon

$12 $19

for
-- days
--
:
--
:
--

Cowboy Riding With Corgis Autumn Fall Season Western Dog Hat
Main Tag:  

Description: A charming autumn scene featuring a western cowboy riding alongside a pack of cute corgis in the fall foliage.

Tags: autumn leaves, country life, dog cartoon, dog humor, dog riding

Cowboy Riding With Corgis Autumn Fall Season Western Dog Hat

by NatKy

$12 $19

for
-- days
--
:
--
:
--

just a girl who loves fall - Western Fall Pumpkin Cowboy Boot Hat

Description: Western Fall Pumpkin Cowboy Boot Autumn Vibe

Tags: acorns, autumn, autumn season, cozy season, fall

just a girl who loves fall - Western Fall Pumpkin Cowboy Boot Hat

by VectralShirts

$12 $19

for
-- days
--
:
--
:
--

Boo Y'all Cowboy Ghost with Pumpkin Balloon Hat
Main Tag:  

Description: A spooky yet charming cowboy ghost wearing a hat and boots, holding a pumpkin balloon, with the text "boo y'all". Perfec

Tags: bats, country, fall, full moon, ghost

Boo Y'all Cowboy Ghost with Pumpkin Balloon Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Cowboy Ghost Desert Pumpkin Lantern Halloween Hat
Main Tag:  

Description: This spooky cowboy ghost is ready to celebrate a southern autumn Halloween under a warm desert sunset. Wearing a classic wide-brimmed hat, spurs, and a star-detailed belt buckle, our friendly phantom wanders through the Texas sands carrying a jack-o'-lantern candy bucket. Surrounded by saguaro cacti and fluttering bats, this rustic creation perfectly captures the nostalgic aesthetic of the American Southwest. A delightful piece for anyone who loves western charm, desert landscapes, and lighthearted seasonal spooks.

Tags: cactus, cowboy, desert sunset, dusty southern wanderer, ghoul

Cowboy Ghost Desert Pumpkin Lantern Halloween Hat

by Xfiber Production

$12 $19

for
-- days
--
:
--
:
--

Disco Pumpkin Cowboy Ghosts Halloween Western Aesthetic Hat
Main Tag:  

Description: Saddle up for Halloween with three cute cowboy ghosts, cacti, bats, and a sparkling disco ball pumpkin! Ideal for western lovers, ghost fans, and Halloween enthusiasts. A fun and festive gift for autumn parties and spooky season wear. Grab this unique western Halloween design today!

Tags: autumn vibes, country halloween, cow print ghost, cute ghost, desert cactus

Disco Pumpkin Cowboy Ghosts Halloween Western Aesthetic Hat

by PRIS

$12 $19

for
-- days
--
:
--
:
--

Haunt 'Em Cowboy Headless Horseman Halloween Pumpkin Hat
Main Tag:  

Description: A spooky cowboy rides a horse, holding a jack-o-lantern head. Perfect for fans of westerns and Halloween.

Tags: ghoulish, halloween, horse, jack o lantern, pumpkin

Haunt 'Em Cowboy Headless Horseman Halloween Pumpkin Hat

by Roybyron

$12 $19

for
-- days
--
:
--
:
--

Howdy Pumpkin Halloween Cowboy Jack O Lantern Western Fall Hat
Main Tag:  

Description: Howdy Pumpkin Halloween Cowboy Jack O Lantern Western Fall

Tags: autumn, bat, candy, celebration, cowboy

Howdy Pumpkin Halloween Cowboy Jack O Lantern Western Fall Hat

by Eye Fuel

$12 $19

for
-- days
--
:
--
:
--

Pumpkin Spice And Jesus Christ Country Cowboy Boots - Autumn Western Hat

Description: Step into fall with southern style in this Western-inspired graphic featuring checkered cowboy boots, pumpkins, and autumn leaves. A perfect mix of country flair, fall aesthetic, and faith for southern Christian women.

Tags: autumn western, christian, christianity, country cowboy boots, cowboy boots autumn

Pumpkin Spice And Jesus Christ Country Cowboy Boots - Autumn Western Hat

by ArtMichalShop

$12 $19

for
-- days
--
:
--
:
--

The Only Squat I'm Doin' Is Diddly Hat
Main Tag:  

Description: The Only Squat I'm Doin' Is Diddly

Tags: christmas 2025, doin is diddly squat, forg and toad, frog lover, funny christmas

The Only Squat I'm Doin' Is Diddly Hat

by Reidbrok

$12 $19

for
-- days
--
:
--
:
--

Texas Barber Halloween Pumpkin Cowboy Barber Hat
Main Tag:  

Description: A spooky Texas barber design featuring a fierce pumpkin-headed cowboy with barber tools, a rustic Texas ranch, and Halloween vibes. Great for barbers, hairstylists, Texas locals, and anyone who loves fresh fades and spooky season.

Tags: barber halloween, barber humor, barber life, fall design, fresh fades

Texas Barber Halloween Pumpkin Cowboy Barber Hat

by MadeFade

$12 $19

for
-- days
--
:
--
:
--

Cute Cowboy Ghost Turquoise Boots Pumpkin Halloween Hat
Main Tag:  

Description: Cute Cowboy Ghost Turquoise Boots Pumpkin Halloween

Tags: autumn, bat, boots, candy, celebration

Cute Cowboy Ghost Turquoise Boots Pumpkin Halloween Hat

by Eye Fuel

$12 $19

for
-- days
--
:
--
:
--

Western Halloween Vintage Howdy Cowboy Pumpkin Skeleton  v10 Hat
Main Tag:  

Description: Western Halloween Vintage Howdy Cowboy Pumpkin Skeleton

Tags: 80s, cowboy, cowgirl, halloween, horror

Western Halloween Vintage Howdy Cowboy Pumpkin Skeleton v10 Hat

by Style-Art2

$12 $19

for
-- days
--
:
--
:
--

Western Halloween Vintage Howdy Cowboy Pumpkin Skeleton Hat
Main Tag:  

Description: Western Halloween Vintage Howdy Cowboy Pumpkin Skeleton

Tags: autumn, country, cowboy, cowboy ghost, cowboy halloween

Western Halloween Vintage Howdy Cowboy Pumpkin Skeleton Hat

by Style-Art2

$12 $19

for
-- days
--
:
--
:
--

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Home Goods