Fall Hats
Fall hats are the ultimate finishing touch for your fearless fits, babe. Whether you’re channeling mysterious main character energy or just wanna top off your look with a little extra flair, these styles bring major attitude to every outfit. From spontaneous coffee runs to late-night adventures, fall hats have your back—serving up confidence and keeping your vibe strong wherever you go. Ready to turn heads? Let’s crown that gorgeous hair and own every moment.
Home Fall Hats
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- Price - High to Low
$38.97 $79.90 51% off
A cozy black faux fur shearling bucket hat featuring a fleece-lined flap and signature front logo embroidery.
$31.97 $64.90 51% off
A denim blue corduroy bucket hat with classic Kangol logo embroidery and soft cotton construction.
$25.90
A black cowboy hat featuring a structured top, curved brim, and an etched buckle strap for western flair.

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Windsor Cool Girl Cozy Faux Fur Bucket Hat in White
$8.97 $18.90
53% off
Equal parts cozy and cool, this faux fur bucket hat turns any outfit into a moment. The plush texture and effortless shape make it your go-to for chilly coffee runs and everyday styling. Fit & FeaturesBucket hat silhouette, Ultra-soft faux fur material, Soft 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 Cool Girl Cozy Faux Fur Bucket Hat in White
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
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
A little vintage, a little cool-girl—this tweed cabby hat is the easiest way to make any outfit feel instantly styled. The textured finish adds that effortlessly polished vibe, even on your most “just grabbed something” days. Fit & FeaturesStructured cabby hat silhouette, Tweed texture material, sewn-in lining, Short 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 City Cozy Tweed Cabby Hat in Ivory
Kangol Faux Fur Shearling Bucket Hat in Black
$38.97 $79.90
51% off
Street style just leveled up—this Kangol shearling bucket hat is equal parts cozy and iconic. With its plush faux fur and signature Kangol logo, it’s the ultimate finishing touch for chill days or statement 'fits. Fit & FeaturesFaux fur shearling material, Side trims, Fleece-lined flap, Knit lining, "Kangol" front embroidery and logo, 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 Kangol Faux Fur Shearling Bucket Hat in Black | Size: S
Windsor Cold Girl Classic Faux Fur Hat in Beige
$11.97 $25.90
54% off
Meet your winter style flex. This faux fur ushanka hat keeps you extra warm while serving major vintage ski-glam energy—soft, plush, and ready to make every cold-weather outfit look effortlessly luxe. Fit & FeaturesUltra-soft faux fur exterior, Classic ushanka silhouette, Quilted 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 Cold Girl Classic Faux Fur Hat in Beige
Kangol Corduroy Bucket Hat in Denim
$31.97 $64.90
51% off
Low-key iconic—this Kangol corduroy bucket hat gives your outfit that instant cool factor without even trying. The classic Kangol logo keeps it timeless, while the texture adds just the right amount of edge. Fit & FeaturesCorduroy material, Internal cotton seams, "Kangol" front embroidery and logo, Classic bucket shape, 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 Kangol Corduroy Bucket Hat in Denim | Size: M | Cotton
Luck’s on your side. This two-tone baseball cap brings sporty-cool vibes with an embroidered 8-ball design and “Lucky You” lettering—perfect for adding attitude to your off-duty fits. Fit & FeaturesStructured baseball cap design, Two-tone color block paneling, Embroidered “Lucky You” 8-ball graphic, 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 Lucky Shot Two-Tone Baseball Cap in Black
A cap with a sense of humor — this embroidered baseball hat brings that carefree, sun-on-your-shoulders kind of energy. Easy to throw on, easy to style, and even easier to relate to. Fit & FeaturesClassic baseball cap silhouette, Embroidered “life happens tequila helps” text, Curved brim design, 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 Tequila Therapy Embroidered Baseball Cap in Brown
A mood and an outfit formula in one. This embroidered snapback brings cozy caffeine-girl energy with a playful message that pairs perfectly with your messy bun and morning iced latte. Fit & FeaturesSoft structured snapback silhouette, Embroidered “more espresso less depresso” text, Curved brim design, 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 Caffeinated And Cute Snapback Hat in Brown
Fall Hats
Let’s be real, there’s something utterly iconic about topping off your look with the perfect hat—especially when the air gets a little crisp and your coffee order suddenly comes with cinnamon sprinkles. Hats aren’t just accessories, babe, they’re a whole vibe. Whether you’re channeling mysterious movie star energy with a wide-brimmed felt number, or you’re all about that effortlessly cool Windsor cowboy hat that makes every outfit look like you just stumbled out of a music video, the right hat is your ticket to main character status. Picture this: you’re strutting through the city, leaves crunching under your boots, and your hat is doing all the talking. Maybe you’re headed to brunch with your girls or sneaking away for a weekend road trip—whatever your adventure, a Windsor hat is your trusty sidekick, keeping you cozy, cute, and ready for whatever the day throws your way.
When you’re picking out Windsor hats for your collection, think about your personal style and what makes you feel unstoppable. Are you the queen of oversized sweaters and ankle boots? A classic fedora or a chic beret is basically your soulmate. More of a free spirit who lives for concerts and spontaneous road trips? A Windsor cowboy hat is practically made for you—just add your favorite denim and a little bit of attitude. And let’s not forget, hats are the ultimate gift for your ride-or-die bestie, your trendsetting sister, or even your mom who’s always stealing your style. They’re that rare combo of thoughtful and practical, plus they instantly elevate any outfit, making them a go-to for birthdays, holidays, or just because you want to make someone’s day. Pro tip: stash a few different styles in your closet so you’re always ready for last-minute plans, bad hair days, or those moments when you need a little extra confidence boost.
It’s not just about looking cute (though, let’s be honest, that’s a big part of it)—a great hat is also about comfort, versatility, and making your own rules. Look for details like adjustable bands, soft linings, and textures that feel luxe to the touch. Try on different brim sizes to find your perfect match, and don’t be afraid to experiment with bold colors or playful embellishments. And if you’re in the mood to really level up your accessory game, check out our curated collection of Stylish Hats For Women for even more inspo. Whether you’re dressing up for a night out or keeping it low-key with your favorite jeans, Windsor hats are the finishing touch that says, “Yeah, I woke up like this—and I’m loving every minute of it.”













