Stylish Baseball Caps
Stylish baseball caps are the ultimate finishing touch for any look—whether you’re running late to brunch or just want to keep your vibe effortlessly cool. Throw one on and instantly level up your outfit with a dash of attitude and a sprinkle of mystery (because who doesn’t love a little intrigue?). From casual hangs to spontaneous adventures, these caps are your go-to accessory for looking cute, feeling confident, and keeping the good times rolling.
$14.90
A black baseball cap featuring "Ate & Left No Crumbs" embroidered script and an adjustable back strap.
$15.90
A white baseball cap featuring "Limone" embroidery and an adjustable back strap for casual style.
$15.90
A trendy green two-tone baseball cap featuring a dice embroidered graphic and "Lucky" script detail.
$14.90
A black baseball cap featuring bold "Future Trophy Wife" embroidery and an adjustable strap for comfort.
$14.90
A trendy pink two-tone baseball cap with "Girl Mama" embroidery and an adjustable back strap.
$14.90
A white baseball cap featuring a sassy embroidered script and an adjustable back strap for comfort.
$14.90
A pink two-tone baseball cap with an embroidered script and adjustable back strap.
$15.90
A green leaf camo baseball cap featuring "Cowboys Love Me" embroidery and an adjustable snap-back design.
$14.90
A cognac faux suede baseball cap featuring "Cowgirl" script and an adjustable metal hardware back.
$15.90
A green camouflage print hat featuring 'Smokeshow' embroidery and an adjustable snap back closure.
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A flirty crop top you'll heart for casual date nights! The top is designed with a mesh overlay with peeks of lace lining and a fitted silhouette. Pair with high-rise jeans. Fit & FeaturesMesh overlay, lace lining, Cap sleeves, Cowl neckline, Side ruched seams, Fitted crop hem, 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 Just A Peek Cap Sleeve Lace Mesh Crop Top in Black | Size: XS | Mesh Fabric
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: M | Lace Fabric/Knit Fabric/Satin Fabric
A faux suede cowboy hat features a braided strap along the wide curved brim and adjustable inner strings to get a snug fit. Perfect for styling with cowboy boots for a concert or festival. Fit & FeaturesBraided strap, Curved wide brim, Adjustable inner strings, Faux suede material, 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 Wild West Braid Faux Suede Cowboy Hat in Ivory-2
Capture the essence of Southern charm in this straw cowboy hat at concerts and festivals! Fit & FeaturesVintage-inspired design, Wide curved brim with tie, Straw material, 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 Southern Belle Straw Cowboy Hat in Brown
Give your 'fits that western chic vibe with this faux suede cowboy hat featuring a sleek metal concho banded accent. Fit & FeaturesFaux suede material, Structured top, Curved brim, Engraved metal concho banded accent, Inner adjustable 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 Chic Faux Suede Cowboy Hat in Black
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
Obviously, the meal was delicious, and this baseball cap proves it! The hat features a front embroidered script that reads, "Ate & Left No Crumbs" and a curved, wide brim. Fit & FeaturesThe embroidered front script reads. "Ate & Left No Crumbs", Curved wide brim, 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 Ate & Left No Crumbs Embroidered Baseball Cap in Black
You're a country girl at heart, so this faux suede cowboy hat featuring a cool whipstitch trim is a major must-have. The sleek banded center accent has a tie-back design. Fit & FeaturesFaux suede material, Structured top, Wide curved brim, Whipstitch trim, Banded center accent, tie-back design, 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 Girl At Heart Stitched Cowboy Hat in Black | Faux Suede
Show off your Western flair in this faux suede cowboy hat with lace-up detailing that turns heads and a wide, curved brim that shades your eyes! Fit & FeaturesLace-up detailing, Wide curved brim, Faux suede material, 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 Rodeo Romping Lace-Up Cowboy Hat in Ivory | Faux Suede
Show up to the hoedown in this trendy faux suede cowboy hat! With edgy grommet trim along the brim and a bow tie detail, this hat will top off your Western-inspired outfit effortlessly. Fit & FeaturesGrommet trim, Wide curved brim, Tie detail, Faux suede material, 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 It's A Hoedown Grommet Cowboy Hat in Black | Faux Suede
Stylish Baseball Caps
When it comes to putting the finishing touch on your look, nothing hits quite like a stylish baseball cap. Whether you’re running late and need a quick fix for your hair, or you’re just all about that low-key, cool-girl vibe, a baseball cap is your ticket to instant confidence. We get it—some days call for a little extra edge, and a cap can flip your whole outfit from basic to bold in a snap. Picture this: you’re heading out for a spontaneous coffee run, your hair’s doing its own thing, but you grab your favorite Windsor hat, throw on some glossy lip balm, and suddenly you’re giving main character energy on the sidewalk. That’s the kind of magic a stylish baseball cap brings to your wardrobe—effortless, playful, and always on your side when life gets a little unpredictable. Plus, with all the different colors, textures, and details out there, you can match your cap to your mood, your fit, or even your attitude for the day. Feeling flirty? Go for a pastel shade. Want to keep it classic? Black or white never fails. And if you’re feeling bold, there’s always a statement logo or a little sparkle to turn heads.
Baseball caps aren’t just for keeping the sun out of your eyes—they’re for making moves, turning errands into mini runway moments, and giving your athleisure fits that “I woke up like this” polish. Whether you’re catching up with your besties at brunch, heading out for a hike, or just vibing with your playlist on a walk, a cap is your go-to accessory for keeping things chill and cute. And let’s be real, they’re the unsung heroes of last-minute plans and those “I have nothing to wear” days. They also make the perfect gift for your ride-or-die bestie, your sister who’s always stealing your stuff, or that friend who’s obsessed with street style. A Windsor hat is like a little confidence boost you can wrap up and hand to someone you love—practical, personal, and guaranteed to make them smile. And if you’re all about that matching energy, pair your cap with one of our Stylish Sweatshirts for a look that’s cozy, cute, and totally Instagram-worthy.
No matter how you style it, a baseball cap is the ultimate accessory for embracing your playful side and showing off your personality. It’s for the days when you want to keep it casual but still make a statement, for the spontaneous adventures and the lazy afternoons, for the gym sessions and the grocery store runs where you still want to look put together. With the right cap, you can channel your inner cool-girl, keep your look fresh, and never worry about a bad hair day again. Think of it as your secret weapon for turning everyday moments into something a little more special—because you deserve to feel like the main character, no matter where you’re headed. So go ahead, pick your vibe, toss on a stylish baseball cap, and let the world see your fearless, fun-loving side.