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.
$25.90
A flirty denim cowboy hat featuring stitching detail, a structured top, and a wide curved brim.
$24.90
An ivory micro suede cowboy hat featuring a wide curved brim and adjustable inner strings for comfort.
$25.90
A black cowboy hat featuring embroidered roses and an adjustable fit for stylish festival looks.
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The perfect baseball cap for all coffee lovers! This adorable hat features an embroidered script reading, "sorry I'm late, I stopped for coffee," and includes a back adjustable strap with a metal buckle. Fit & FeaturesClassic baseball cap design, Round top, Curved brim, Embroidered script reading, "sorry I'm late, I stopped for coffee", Back adjustable strap with metal 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 Sorry I'm Late, I Stopped For Coffee Baseball Cap in Brown
Giddy up, glam girl—this cowboy hat is serving country with a side of chaos. Perfect for festival fits, photo ops, or spontaneous yeehaw moments. Fit & FeaturesWide 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 Ride or Slay Cowboy Hat in Black | Faux Suede
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
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
Charm with Western flair in this faux suede cowboy hat with a unique stitched pattern band accented with studs and a tie-back detail that sets you apart from the crowd! Fit & FeaturesStitched pattern band, stud accents, tie-back detail, Wide curved brim, Faux suede material, 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 Adventure Faux Suede Cowboy Hat in Ivory
For the girl who runs on caffeine and compliments. This embroidered baseball cap is your grab-and-go essential for coffee runs, casual hangs, and bad hair day cover-ups. Fit & FeaturesCurved brim, Embroidered “Running on Coffee and Good Vibes” front, Adjustable back strap closure, 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 Running On Coffee Baseball Cap in Brown
The Gloria formal dress is your effortlessly elegant plus-one, designed in a mermaid silhouette with a bold open tie back that makes every head turn! Fit & Features:Smooth knit fabric with stretch, stretchy knit lining, Square neckline, padded bra cups, Cap sleeves, Open tie back design, lower zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Weddings, black tie galas, formal parties and events, engagement parties, rehearsal dinner, fancy date nights, nights at the theatre, school dances 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 Gloria Cap Sleeve Tie Back Mermaid Formal Dress in Navy Blue | Size: XS | Knit Fabric
Windsor Dirty Martini Baseball Cap in White
$6.97 $14.90
53% off
Just flirty enough to stir the pot. This cheeky cap brings the attitude—whether you’re brunching, beaching, or dodging your situationship. Fit & FeaturesDirty Martini front embroidered design, 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 Dirty Martini Baseball Cap in White
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
Life is sweet as can be when you're in this adorable crop top! Designed on stretchy rib knit fabric, this top features cap sleeves and a scoop neckline with trim, dual tie front satin ribbon bows for added charm, and a center front cutout design that flaunts your figure along the cropped hem. Complete the look in denim jeans and sneakers for casual plans! Fit & FeaturesStretchy rib knit fabric, Cap sleeves and scoop neckline with trim, Dual tie front ribbon bows, Center front cutout design, 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 Sweet As Can Be Cap Sleeve Tie Front Crop Top in Black | Size: M | Knit Fabric/Satin Fabric