Western drama, styled with receipts. This faux suede cowboy hat brings a wide curved brim, floral concho accents, and an adjustable fit for concerts, festivals, and every outfit that needs a little country vibe. Fit & FeaturesFaux suede material, Structured top, Wide curved brim, Faux leather band, floral metal and textured metal concho accents, Tie-back design, 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 Drama Floral Concho Cowboy Hat in Ivory | Faux Suede/Leather

The outfit was cute, then the hat showed up. This faux suede cowboy hat adds a sculpted brim, studded band, and stone-accented concho to concert looks, festival 'fits, and denim days. Fit & FeaturesFaux suede material, Structured top, Wide curved brim, Faux leather band, metal and stone studs, textured metal concho accent with stone embellishment, Tie-back design, 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 Desert Detail Faux Suede Cowboy Hat in Tan | Faux Suede/Leather

Golden hour, all day long. This straw cowboy hat features an airy woven design with frayed edges and a relaxed tie detail for that effortlessly undone, beach-to-desert vibe. Fit & FeaturesStructured cowboy hat silhouette, Wide curved brim, frayed edge trim, Adjustable chin cord with slider bead, Open weave 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 Sunlit Fringe Straw Cowboy Hat in Ivory

A little cheeky, a little unbothered, and guaranteed to start a conversation. This leopard print baseball hat adds personality to off-duty outfits with a playful embroidered slogan and an easy throw-on-and-go fit. Fit & FeaturesStructured baseball cap silhouette, Front embroidered script "Not Flirting/Just Hot And Talking", Leopard print brim, Adjustable snap back 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 Not Flirting Leopard Print Baseball Hat in Beige

Consider the outfit officially accessorized. This rhinestone "Diva" trucker hat brings shine up front, breathable mesh in back, and an adjustable snap-back closure for instant attitude on demand. Fit & FeaturesTrucker hat silhouette, "Diva" front rhinestone-embellished script, Round top, button accent, Front curved brim, Sheer mesh back panels, Adjustable snap-back 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 Diva Rhinestone Trucker Hat in Black | Rhinestone/Sheer Mesh Fabric

Trendy attitude? Say less. This straw cowboy hat brings a structured crown, curved brim, and engraved concho band to concert looks, festival plans, and denim 'fits. Fit & FeaturesStraw material, Structured top, Wide curved brim, Faux leather band, oval-shaped metal concho accents, engraved designs, 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 Trendy Attitude Straw Cowboy Hat in Black | Leather

For the girl whose plans somehow always end up outside, this cowboy hat is the finishing touch your outfit's been waiting for. The beaded trim detail and textured western-inspired design bring rodeo romance to concerts, festivals, and trips out west. Fit & FeaturesTextured spray-dyed finish, Classic cowboy hat silhouette, Beaded embellished band trim, tie-back strings, 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 Meet Me Out West Cowboy Hat in Tan

This embroidered trucker hat brings a playful western attitude to every casual outfit, whether you're headed to the rodeo, a concert, or just dodging a bad hair day in style. Fit & FeaturesEmbroidered script "Need Money For The Rodeo", Denim curved brim, Classic trucker silhouette, Adjustable snap back 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 Need Money For The Rodeo Trucker Hat in Denim

Cute from every angle and somehow makes the whole outfit feel styled. This American Honey graphic cap has that borrowed-from-your-coolest-friend vibe that works perfectly with denim looks! Fit & FeaturesRound top, Curved brim, "American Honey" front embroidered script, Back adjustable strap with 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 American Honey Baseball Hat in White

This embroidered trucker hat is your go-to for off-duty days or festivals that still feel styled. Easy to throw on, instantly pulls the look together, and the snap back closure keeps the fit just right. Fit & FeaturesFront "Tanned & Tipsy" embroidered script, Curved wide brim, Sheer mesh back panel, Adjustable snap-back closure, Classic trucker hat silhouette, 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 Tanned And Tipsy Trucker Hat in Neon Orange | Sheer Mesh Fabric

Low effort, high attitude—just throw this hat on and go. This Von Dutch tie-dye bucket hat adds that perfect edge to your look while keeping things cool, casual, and a little bit iconic. Fit & FeaturesClassic bucket hat silhouette, Short wide brim, Von Dutch embroidered logo, Tie-dye pattern, Woven lining, 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 x Von Dutch Tie-Dye Bucket Hat in Khaki

One country song in and suddenly you’re texting “boots or heels?” This cowboy and beer snapback hat brings the rodeo bar vibe to every off duty outfit. Fit & FeaturesEmbroidered "Cowboy and Beer/That's Why I'm Here", Contrast wide curved brim, Adjustable snapback 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 Pour Decisions Snapback Hat in Blue

The outfit was good, then the hat showed up. This faux suede cow print cowboy hat adds a playful western twist that instantly pulls together festivals, carnivals, and weekend plans. Fit & FeaturesStructured cowboy hat silhouette, Cow print, Adjustable inner strings for a snug fit, 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 On The Calendar Cowboy Hat in Brown | Faux Suede

Booked the plans strictly to wear this straw cowboy hat. The structured fit and wide curved brim bring the perfect mix of playful and statement-making, whether you’re headed to a festival, beach trip, or weekend getaway with the group chat. Fit & FeaturesStraw material, Open weave detailing, 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 Weekend Vibes Straw Cowboy Hat in Pink

For the girls who treat every sidewalk like a festival entrance. This metallic straw cowboy hat brings the trendy vibe with a structured fit, studded faux leather band, and just enough western attitude to make a basic outfit suddenly worth posting. Fit & FeaturesMetallic woven straw material, Structured top, Wide curved brim, Studded faux leather band, tie-back design, Front oval-shaped metal accent, 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 Glam Metallic Straw Cowboy Hat in Silver | Leather

The finishing touch your outfit didn’t know it needed. This bombshell trucker hat brings effortless attitude with a classic fit that works for off-duty days, coffee runs, and everything in between. Fit & FeaturesClassic trucker hat design, Curved brim, Round top, button accent, "Bombshell" front embroidery, Mesh back panels, Adjustable snap-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 Bombshell Trucker Hat in Brown

A little sparkle changes everything, especially when there’s a country playlist involved. This sequin cowboy hat was made for concerts, bachelorettes, and dazzling the local country bar. Fit & FeaturesClassic cowboy hat silhouette, Tie-back band detail, Curved wide brim, Sequin-embellished woven 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 Sparkle Rodeo Sequin Cowboy Hat in Tan

This distressed cowboy hat brings serious outlaw energy with its worn-in texture and classic curved brim silhouette. The perfect finishing touch for festival looks, bachelorettes, or any outfit that needs a little country attitude. Fit & FeaturesDistressed texture, Classic cowboy hat silhouette, Wide curves 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 Midnight Outlaw Distressed Cowboy Hat in Black

Cue the country playlist and let the hat do the flirting. This washed faux leather cowboy hat brings instant attitude with its structured silhouette and vintage-inspired details—made for concerts, content days, and spontaneous road trips. Fit & FeaturesStructured cowboy hat silhouette, Washed faux leather material, Wide curved brim, Pinched crown design, Decorative band with beaded accents, Vintage-style longhorn buckle 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 Desert Daydream Faux Leather Cowboy Hat in Brown

Hot girl walk certified. This structured baseball cap brings flirty confidence with its bold embroidery and leopard print brim that does all the talking. Fit & FeaturesStructured cotton material, Round paneled top, button accent, Short curved brim, leopard print, Embroidered front text reads, "Hotter Than Ever", Adjustable snap-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 Hotter Than Ever Leopard Baseball Cap | Cotton