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.

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Windsor Sorry I'm Late, I Stopped For Coffee Baseball Cap in Brown

$12.90

A brown baseball cap with an embroidered coffee-themed script and adjustable strap for a perfect fit.

Windsor Sorry I’m Late Matcha Baseball Cap in Sage

$14.90

A sage green baseball cap featuring playful matcha-inspired embroidery and an adjustable back strap.

Windsor Favorite Girl Two-Tone Baseball Cap in Black

$16.90

A structured black two-tone baseball cap featuring bold "Favorite Girl" embroidery and an adjustable snapback closure.

Tequila Therapy Embroidered Baseball Cap in Brown

$16.90

A brown embroidered baseball cap featuring a curved brim and adjustable strap for effortless, casual style.

Lucky Shot Two-Tone Baseball Cap in Black

$16.90

A sporty black two-tone baseball cap featuring an embroidered 8-ball and "Lucky You" graphic.

Caffeinated And Cute Snapback Hat in Brown

$16.90

A brown snapback hat featuring embroidered “more espresso less depresso” text and an adjustable closure.

Windsor Hotter Than Ever Baseball Cap in Burgundy

$15.90

A burgundy cotton baseball cap featuring a curved brim, adjustable strap, and embroidered front text.

Now Trending

Sale

Windsor Cool Girl Cozy Faux Fur Bucket Hat in White

$8.97 $18.90
53% off

(3)

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

Windsor Sorry I'm Late, I Stopped For Coffee Baseball Cap in Brown

$12.90

(3)

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

Windsor Countryside Chic Buckle Strap Cowboy Hat in Black

$25.90

(1)

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

City Cozy Tweed Cabby Hat in Ivory

$16.90

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

Sale

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

Sale

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

Sale

Kangol Zebra Print Faux Fur Bucket Hat in Olive

$38.97 $79.90
51% off

Go bold or go home—this Kangol bucket hat takes cozy to a whole new level. The zebra print faux fur and iconic Kangol logo make it an instant statement piece for every outfit. Fit & FeaturesPlush faux fur material with zebra print, Satin woven 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 Zebra Print Faux Fur Bucket Hat in Olive | Size: M

Sale

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

Windsor Sorry I’m Late Matcha Baseball Cap in Sage

$14.90

For the matcha girlies who run on vibes (and caffeine). This embroidered baseball cap keeps it real with a cheeky quote and a laid-back fit that goes with literally everything—from morning errands to messy hair days. Fit & Features"Sorry I'm Late, I stopped for matcha" embroidered front script, Classic curved brim, Adjustable back strap 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 Sorry I’m Late Matcha Baseball Cap in Sage

Cool Girl Classic Faux Wool Cabby Hat in Beige

$16.90

The kind of cabby hat that makes even a simple tee look styled on purpose. Its soft faux wool finish adds that polished, lived-in vibe you swear you just threw on. Fit & FeaturesFaux wool material, Structured cabby hat silhouette, Soft, paneled crown, Adjustable inner strings for a snug fit, 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 Cool Girl Classic Faux Wool Cabby Hat in Beige

Stylish Baseball Caps

When it comes to finishing off a look—whether you’re headed out for a brisk January walk, running errands, or just embracing a low-key vibe—a stylish baseball hat is the ultimate accessory. It’s the piece that pulls everything together without trying too hard, sliding seamlessly into your closet right alongside your favorite jeans and go-to sneakers. There’s something effortlessly cool about tossing on a baseball cap, especially when the weather is unpredictable and you want to keep your hair in check or add a little edge to your winter layers. Baseball hats aren’t just for summer or game day; they’re seasonless, endlessly versatile, and a clever way to inject personality into any outfit. From monochrome neutrals that play nice with your puffer jacket to pops of color that brighten up grey winter mornings, a well-chosen cap can be the difference between “just rolled out of bed” and “intentionally undone.”

If you’re shopping for yourself, think about what you want your hat to say—maybe you lean into classic shades for a timeless look, or maybe you gravitate toward unexpected textures and details, like a brown fur bucket hat for women who want to mix cozy and cool in equal measure. There’s a certain confidence in choosing a Windsor hat that feels both on-trend and uniquely you, whether you’re pairing it with a tailored coat for a quick coffee run or slipping it on with joggers for a spontaneous road trip. Don’t underestimate the gifting potential, either. Stylish baseball hats make thoughtful, practical gifts—think best friend birthdays, Galentine’s surprises, or a little pick-me-up for the sister who’s always stealing your accessories. They’re a fit for everyone: the friend who lives in athleisure, the cousin who’s impossible to shop for, or even your mom, who’s finally embracing the “off-duty model” look. And with options that adjust for the perfect fit, there’s no guesswork involved—just easy, wearable style that feels personal every time.

Of course, shopping for Windsor hats isn’t just about what looks good on the shelf; it’s about how it works for real life. Consider the details: adjustable closures for a custom fit, breathable fabrics for all-day comfort, and silhouettes that flatter every face shape. Maybe you’re after a cap that transitions effortlessly from gym to brunch, or you want something a little more luxe—like a brown fur bucket hat that brings a playful twist to winter layering. The beauty of the baseball cap is its ability to adapt: tuck it into your tote for a day out, toss it in your gym bag, or use it as a quick fix for second-day hair. If you’re looking for more inspiration or ready to expand your collection, discover the latest styles in our curated selection of Adjustable Baseball Caps for Women. However you wear it, a great hat isn’t just about covering up—it’s about standing out, owning your style, and making every day feel a little more put together.

Reset Your Password

Email Sent

Order Status

Stylish Baseball Caps

Home Stylish Baseball Caps

Now Trending

Stylish Baseball Caps

Related Collections