ShopShadyBear

Castle Rock, Colorado

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Featured items

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May include: A collection of seven trucker hats featuring various designs, including the text "BOO", "EVER LIMITED NEWS CLUB", "LOUD PROUD", "MAMA", and "ALL STAR". The hats display diverse patches such as hearts, stars, lips, roses, and footballs in colors like green, blue, black, and white.

Custom Trucker Hat, Build Your Own Patch Hat, Personalized Initial Hat, Chenille Letter Patch Hat, Personalized Gift for Her

Sale Price $40.50

Original Price $45.00 (10% off)

FREE shipping

May include: A white and green trucker hat featuring the word BOO in large black textured letters with gold trim on the front panel. The brim is green and displays a white graphic of two hands forming a heart shape above the center.

BOO Chenille Letter Trucker Hat, Skeleton Hands Heart Patch Hat, Spooky Cute Hat, Halloween or Valentine Gift, You're My Boo Hat

Sale Price $37.80

Original Price $42.00 (10% off)

FREE shipping

Custom Team Hats, Bachelorette Party Hats, Matching Trucker Hats Bulk, Cheer Team Gift, Girls Trip Hats, Party Favor Hats

Custom Team Hats, Bachelorette Party Hats, Matching Trucker Hats Bulk, Cheer Team Gift, Girls Trip Hats, Party Favor Hats

Sale Price $31.50

Original Price $35.00 (10% off)

FREE shipping

Personalized Football Hat with Name, Loud and Proud Trucker Hat, Football Charm Chain, Game Day Hat, Football Mom or Player Gift

Personalized Football Hat with Name, Loud and Proud Trucker Hat, Football Charm Chain, Game Day Hat, Football Mom or Player Gift

Sale Price $50.40

Original Price $56.00 (10% off)

FREE shipping

May include: A bright pink trucker hat featuring a photo patch of a person, a white patch with the black text A LITTLE BIT DRAMATIC, a black and white smiley face patch, and various star-shaped patches adorned with small rhinestones and sequins.

Custom Photo Cheer Hat, Personalized Trucker Hat with Your Photo, Initials and Bling, Cheerleader or Dance Gift

Sale Price $55.80

Original Price $62.00 (10% off)

FREE shipping

May include: A bright pink trucker hat with a white front panel featuring an embroidered design of three ghosts, two pumpkins, and a pink checkered pumpkin. The text BABE is embroidered at the bottom, accented with scattered clear rhinestones.

Boo Babe Ghost Trucker Hat, Pink Halloween Hat for Women, Pumpkin Patch Hat with Rhinestones, Fall Spooky Season Hat, Halloween Gift

Sale Price $44.10

Original Price $49.00 (10% off)

FREE shipping

May include: A maroon and white trucker hat featuring a white front panel with a black graphic patch. The patch displays the text IF MY MOUTH DOESN'T SAY IT MY FACE DEFINITELY WILL, flanked by a checkered pattern and a skeleton hand gesture.

Funny Sarcastic Trucker Hat, If My Mouth Doesn't Say It My Face Will Hat, Skeleton Hand Patch Hat, Iced Coffee Hat, Gift for Her

Sale Price $37.80

Original Price $42.00 (10% off)

FREE shipping

May include: A white and black trucker hat featuring a central photograph of a cheerleader, two checkered stars in maroon and black, the text BA Cheer in black and maroon lettering, and two white lightning bolt patches on the black brim.

Custom Photo Trucker Hat, Personalized Picture Hat for Pet, Family or Grandkids, Gift for Mom

Sale Price $43.20

Original Price $48.00 (10% off)

FREE shipping

May include: A white and black trucker hat featuring a blue and silver glittery LOVE patch with a volleyball heart, a circular patch reading WANNA BE A BALLER SHOT CALLER, a cheer bow patch, a lightning bolt patch, and a beaded volleyball chain.

Volleyball Mom Trucker Hat, LOVE Volleyball Patch Hat with Chain, Volleyball Gift, Game Day Hat for Volleyball Mom or Player

Sale Price $46.80

Original Price $52.00 (10% off)

FREE shipping

May include: A white and black trucker hat featuring the text HIT ZERO in silver sequins, a sequined disco ball, a red sequined star, two silver sequined lightning bolts, and a red patch with the name Addie in white script lettering.

Personalized Cheer Hat with Name, Hit Zero Sequin Trucker Hat, Cheerleader Gift, Cheer Competition Hat, Disco Ball Cheer Mom Hat

Sale Price $50.40

Original Price $56.00 (10% off)

FREE shipping

May include: A black baseball cap featuring a white rectangular patch with the text MAMA and a lightning bolt. The cap is decorated with a leopard print football helmet, silver glitter stars, and a chain adorned with miniature footballs and stars.

Football Mama Trucker Hat, Leopard Helmet Game Day Cap with Football Charm Chain and Rhinestone Stars

Sale Price $46.80

Original Price $52.00 (10% off)

FREE shipping

May include: A bright pink trucker hat with a white front panel featuring a graphic of a ghost wearing sunglasses, a leopard print bow, and holding a leopard print bag and drink. The text BOO-JEE is printed above the ghost, and the hat is decorated with small clear rhinestones.

Boo-Jee Ghost Trucker Hat, Halloween Hat for Women, Leopard Ghost Patch Hat with Rhinestones, Spooky Season Hat, Pink Halloween Gift

Sale Price $40.50

Original Price $45.00 (10% off)

FREE shipping

May include: A blue and white trucker hat featuring a patch with the text OVER STIMULATED MOMS CLUB in pink and black lettering. The hat includes a black and white checkered bow, a pink smiley face patch, and pink rhinestone accents.

Overstimulated Moms Club Trucker Hat, Funny Mom Hat, Rhinestone Disco Ball Patch Hat, Checkered Smiley Hat, Mom Life Gift for Mom

Sale Price $46.80

Original Price $52.00 (10% off)

FREE shipping

May include: A maroon and white trucker hat featuring a patch with a deer illustration, a mountain landscape, and the text ADVENTURE IS OUT THERE BUT THEN AGAIN SO ARE SERIAL KILLERS. The hat has a solid maroon brim and a white front panel.

Funny True Crime Trucker Hat, Adventure Is Out There Hat, Murderino Gift, Hiking Hat for Women, Deer Mountain Patch Hat

Sale Price $37.80

Original Price $42.00 (10% off)

FREE shipping

May include: A white and black trucker hat featuring various patches including a gold diamond, a red rose, a red lip print, a silver crescent moon, and a disco ball. The black brim is decorated with silver star-shaped rhinestones and the text 24K.

Concert Trucker Hat, Disco Ball Diamond Rose Patch Hat, Rhinestone Star Glam Hat, Concert Outfit, Girls Night or Bachelorette Hat

Sale Price $46.80

Original Price $52.00 (10% off)

FREE shipping

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Announcement

Last updated on Nov 2, 2026
Nicole

Contact shop owner

Nicole

Contact shop owner

About ShopShadyBear

Custom trucker hats & more. Made cool. Made with love!

Sales 1
On Etsy since 2026

Custom trucker hats & more. Made cool. Made with love!

Hi, I'm Nicole, the Momma Bear behind Shady Bear Co.

Shop members

  • shop-member-photo
    Nicole (aka Momma Bear)

    Owner, Designer, Maker

    Momma Bear, maker, and sparkle seeker. I love creating unique, fun pieces you won’t find just anywhere, each one made by hand. Made cool. Made with love. Stay shady!!

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