Casual Hats

Casual hats are your go-to move for leveling up any laid-back look with zero effort. Whether you’re dodging a bad hair day or just want to add a little extra attitude, these chill toppers have your back every time. Throw one on for instant cool-girl energy—because let’s be honest, you were never meant to blend in. From coffee runs to spontaneous road trips, casual hats are the ultimate partner-in-crime for every adventure that comes your way.

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$26.90

4.5 star rating

A brown distressed straw western hat featuring a colorful stone and metal ball trim for rustic glam.

$24.90

An ivory micro suede cowboy hat featuring a wide curved brim and adjustable inner strings for comfort.

$25.90

A taupe faux suede cowboy hat with an embroidered floral design and adjustable interior strings.

Best Seller

$15.90

A red two-tone trucker hat featuring bold Texas embroidery and an adjustable snap back closure.

$15.90

A tan and brown mesh trucker hat featuring an embroidered script and adjustable snap back closure.

Best Seller

$26.90

5 star rating

A taupe faux suede cowboy hat featuring a curved brim, stone-accented faux leather band, and tie-back.

Best Seller

$25.90

4 star rating

A flirty denim cowboy hat featuring stitching detail, a structured top, and a wide curved brim.

$25.90

5 star rating

A black cowboy hat featuring a structured top, curved brim, and an etched buckle strap for western flair.

$27.90

A straw cowboy hat featuring a bold cow print, studded faux leather band, and longhorn metal accent.

$26.90

A brown faux suede cowboy hat featuring lace-up detailing and a wide, curved brim for Western flair.

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Windsor Everyday Cowgirl Colored Stone Straw Western Hat in Brown-2
(6) 4.5 star rating

Top off your cowgirl core look with this straw western hat at bachelorettes, festivals, or country bar nights! Made from distressed straw material for a rustic feel. Featuring a string tie bow adorned with a colorful stone and metal ball trim, this hat adds a touch of glam to the classic curved wide brim. Complete the look in cowboy boots. Fit & FeaturesString tie bow, colored stone and metal ball trim, Classic curved wide brim, Distressed straw material, Adjustable inner strings for a snug fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Everyday Cowgirl Colored Stone Straw Western Hat in Brown-2

Lace Romance Cap Sleeve Bustier in Black
(1) 5 star rating

Romance your every day in this lace bustier featuring delicate cap sleeves and a flirty sheer bodice with a cropped hem. Complete the look with a satin skirt. Fit & FeaturesLace fabric, bust knit lining, minimal stretch, Cap sleeves, V-neckline, underwire bust, Sheer bodice, flexible boning, Back hook and eye fasteners, Cropped length, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Lace Romance Cap Sleeve Bustier in Black | Size: S | Lace Fabric/Knit Fabric/Satin Fabric

Country Babe Faux Suede Cowboy Hat in Taupe
(1) 5 star rating

Live out your country babe dreams in this trendy faux suede cowboy hat featuring a faux leather band with stone accents and a tie-back design. Fit & FeaturesFaux suede material, Structured top, Curved brim, Faux leather band, stone accents, Tie-back detail, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Country Babe Faux Suede Cowboy Hat in Taupe | Faux Suede/Leather

Sorry Out Of Your League Baseball Cap in Pink
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(1) 5 star rating

Flaunt your attitude in this baseball cap featuring 'Sorry Out Of Your League" embroidered script and a trendy two-tone design. Pair with a crop top and jeans. Fit & FeaturesTwo-tone design, Curved bill, 'Sorry Out Of Your League' embroidered script, Adjustable back strap, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Sorry Out Of Your League Baseball Cap in Pink

Windsor Glam Western Vibe Rhinestone Buckle Strap Cowboy Hat in Brown
(1) 5 star rating

Glam up your western vibe with this trendy cowboy hat featuring a structured top, a curved brim, and a thin strap with a sparkly rhinestone-embellished buckle. Style with rhinestone hoop earrings! Fit & FeaturesFaux wool material, Structured top, Curved brim, Inner adjustable strings for a snug fit, Strap with rhinestone buckle, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Glam Western Vibe Rhinestone Buckle Strap Cowboy Hat in Brown

Windsor Countryside Chic Buckle Strap Cowboy Hat in Black
(1) 5 star rating

Enter your western era and look countryside chic in this cowboy hat detailed with an etched buckle strap. Fit & FeaturesStructured top, Curved brim, Thin band, etched buckle, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Countryside Chic Buckle Strap Cowboy Hat in Black

Windsor Howdy Hottie Denim Cowboy Hat
(1) 4 star rating

She’s got rodeo dreams and main stage energy. This denim cowboy hat is the flirty finishing touch your outfit’s been waiting for—perfect for festivals, weekend plans, or anytime you’re feelin’ yourself. Fit & FeaturesDenim material, Stitching detail, Structured top, Wide curved brim, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Howdy Hottie Denim Cowboy Hat

Windsor Western Romance Embroidered Floral Cowboy Hat in Taupe

Meet your new fave this embroidered floral cowboy hat. With faux suede and chic floral embroidery, it's perfect for adding flair to any outfit. Adjustable for the perfect fit! Fit & FeaturesFaux suede material, Wide brim, Embroidered floral design on the brim and under the brim, Interior adjustable strings, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Western Romance Embroidered Floral Cowboy Hat in Taupe | Faux Suede

Windsor Western Sun Micro Suede Cowboy Hat in Ivory

Embrace Western charm and the sun in this cowboy hat. Crafted from soft micro suede, this hat offers a comfortable fit while adding a touch of rugged style to any outfit. Fit & FeaturesMicro suede material, Structured top, Wide curved brim, Adjustable inner strings for a snug fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Western Sun Micro Suede Cowboy Hat in Ivory

All This And Brains Too Baseball Cap in White

Let this baseball cap do the talking when you're out and about! It flaunts a sassy embroidered script, "All This And Brains Too," and an adjustable back strap for a snug fit. Fit & FeaturesWide curved brim, Adjustable back strap, Embroidered script "All This And Brains Too", Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor All This And Brains Too Baseball Cap in White

Casual Hats

When it comes to topping off your look with a little extra attitude, nothing beats the effortless charm and practical magic of casual hats. Whether you’re running out the door for iced coffee with your crew, heading to a festival with a wrist full of bracelets, or just need the perfect disguise for a “no makeup, still fabulous” day, a hat is your secret weapon. Think about it: a classic baseball cap can give off that cool-girl-off-duty vibe, while a bucket hat instantly says, “I’m here for the fun and maybe a little bit of mischief.” And don’t even get us started on the power of a windsor cowboy hat—there’s something about that bold brim and playful curve that makes you want to kick up your boots and dance like nobody’s watching. These aren’t just accessories; they’re statements, little declarations of your mood and your confidence, ready to go wherever the day takes you.

Choosing the right hat is all about finding your mood for the moment. Maybe you’re gifting a windsor hat to your bestie who’s always stealing yours, or maybe you’re treating yourself to something that’ll turn every sidewalk into your personal runway. Hats make epic gifts, by the way—especially for birthdays, graduations, or just because you want to see your favorite person absolutely glowing. They’re the ultimate plus-one for road trips, beach hangs, or rooftop brunches, and they always come through on those “bad hair day, don’t care” mornings. When you’re picking out your new favorite, think about the details that matter most to you: adjustable straps for that perfect fit, lightweight fabrics that let your scalp breathe, playful patterns that show off your personality, or neutral shades that go with literally everything in your closet. And if you’re feeling a little extra, windsor hats with bold embroidery or metallic accents are basically an instant confidence boost. Pro tip: stash one in your tote or car so you’re never caught without your signature flair.

Let’s be real—hats are more than just shade from the sun (though, yes, we love a little SPF assist). They’re about feeling like your best self, whether you’re channeling chill vibes in a floppy brim or going full yeehaw with a windsor cowboy hat. They’re for the girl who wants to stand out at the farmer’s market, the one who loves a spontaneous selfie session, and the friend who’s always first on the dance floor. And if you’re building your collection, don’t forget to check out matching pieces—think layered jewelry, oversized sunnies, or a killer tote bag—to really seal the deal. Ready to take your laidback style to the next level? Check out more inspo and must-haves on our Casual Accessories page, and let your hat do the talking.

Top Picks For Casual Hats