Stylish Sweatshirts

Stylish sweatshirts are the ultimate wardrobe MVPs that blend comfort with flair, making them your go-to for effortless cool. Whether you're hitting the books or brunching with your squad, these chic staples keep you looking fab and feeling cozy. Embrace the laid-back luxe of stylish sweatshirts that take you from Netflix marathons to spontaneous adventures in a heartbeat. It's time to level up your casual game and let your style shine through in every hue and print!

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Layer Check Mock Neck Zip-Up Sweater in Black

$36.90

A black plaid knit sweater featuring a ribbed mock neck, fitted silhouette, and front zip-up closure.

Ultra Game NFL Las Vegas Raiders Pull-Over Top in Black

$49.90

A black cotton-blend fleece pull-over featuring a striped and Las Vegas football team graphic with ribbed hems.

Windsor Ultra Game NFL Dallas Cowboys Pull-Over Top in Navy Blue

$49.90

A navy blue cotton-blend pull-over featuring an off-the-shoulder neckline and Dallas football team graphic.

Crisp Breeze Striped Sweater Topper in Natural

$32.90

A cozy striped sweater in natural knit fabric with a crew neck and ultra-cropped hem.

Spice And Everything Nice Tie Back Sweater in Rust

$36.90

A soft rust knit sweater featuring a cozy mock neck and a flirty open tie-back detail.

Windsor Casual Slay Star 24 Knit Sweater in Ivory

$36.90

A sporty ivory knit sweater featuring star print sleeves, striped trim, and bold graphic details.

Windsor Ultra Game NFL Kansas City Chiefs Pull-Over Top in Red

$49.90

A red cotton-blend fleece pull-over with off-the-shoulder neckline and Kansas City football team graphic.

Perfectly Chill Long Sleeve Hoodie Sweater Topper in Black

$32.90

A black rib knit hoodie sweater topper featuring cozy long sleeves and an ultra-cropped hem.

Ultra Game NFL New England Patriots Pull-Over Top in Navy Blue

$49.90

A navy blue cotton-blend fleece pull-over top featuring an off-the-shoulder neckline and bold team graphics.

Ultra Game NFL New York Giants Pull-Over Top in Royal Blue

$49.90

A royal blue cotton-blend fleece top featuring an off-the-shoulder neckline and bold team graphics.

Varsity Vibes Sweater Topper in Black

$32.90

A black knit sweater topper featuring varsity-inspired striped sleeves, V-neckline, and an ultra-cropped hem.

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Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Ivory

$29.90

(46)

Layer on this sweater bolero for a sweet look and cozy feel! The sweater features slouchy long sleeves with ribbed cuffs, an open front design, an oversized silhouette, and an ultra-cropped hem on soft and stretchy knit fabric. Complete the look with strappy heels for a day out with bae! Fit & FeaturesSlouchy long sleeves, ribbed cuffs, Open front design, Ultra-cropped hem, Oversized silhouette, Sweater knit fabric, soft and stretchy, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Ivory | Size: L | Knit Fabric

Windsor Cozy Charm Cropped Knit Cardigan Sweater in Taupe

$34.90

(13)

Cozy and charming, this knit cardigan offers a classic design with a button-down front for versatile styling options and a cropped hem. Fit & FeaturesKnit fabrication, moderate stretch , Button-down front , Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cozy Charm Cropped Knit Cardigan Sweater in Taupe | Size: L | Knit Fabric

Windsor Chic Staple Crew Neck Cropped Knit Cardigan Sweater in Burgundy

$32.90

(6)

Bring your look together with a cropped knit cardigan that features a crew neckline, a button-down front, and fitted long sleeves. Pair with a pleated skirt and sneakers for a casual vibe! Fit & FeaturesKnit fabric with ribbed hems, plenty of stretch, Crew neckline, Button-down front , Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Crew Neck Cropped Knit Cardigan Sweater in Burgundy | Size: M | Knit Fabric

Windsor Sunday Edit Off-The-Shoulder Sweater in Blue

$32.90

(6)

The sweater that says “effortless but cute” every time. With a slouchy off-the-shoulder neckline and relaxed fit, it’s perfect for a cozy-meets-chic vibe. Fit & FeaturesSoft knit stretchy fabric , Off-the-shoulder neckline, Long sleeves, Crop-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunday Edit Off-The-Shoulder Sweater in Blue | Size: M | Knit Fabric/Stretchy Fabric

Breezy Nights Crop Crochet Sweater in Black

$29.90

(4)

Embrace effortless style with this crochet sweater perfect for styling over a swimsuit or tank top. This sweater offers a blend of comfort and allure with relaxed long sleeves, a flirty one-shoulder neckline, and a cropped hem. Fit & FeaturesSheer crochet knit fabric, One-shoulder neckline, Relaxed long sleeves, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Nights Crop Crochet Sweater in Black | Size: L | Knit Fabric

Windsor Layer Check Mock Neck Zip-Up Sweater in Black

$36.90

(4)

Cozy, but make it cool. This mock neck zip-up sweater gives effortless flair, perfect for layering or styling on off-duty days. Fit & FeaturesSoft, stretchy knit fabric, Fitted long sleeves, rib knit cuffs, Rib knit mock neckline, Front zip-up closure, Fitted silhouette, Rib knit hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Layer Check Mock Neck Zip-Up Sweater in Black | Size: XS | Knit Fabric

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Cozy Mood Cable Knit Pullover Sweater in Rust

$17.97 $34.90
49% off

(3)

Fit & FeaturesOpen cable knit fabric, Ribbed hems, Crew neckline, Long sleeves, Mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cozy Mood Cable Knit Pullover Sweater in Rust | Size: L | Knit Fabric

Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory

$32.90

(2)

Get cozy in this eyelash knit button-down cardigan sweater. With a V-neck, long sleeves, and fitted cropped hem, it's your go-to for effortless style and comfort. Fit & FeaturesEyelash ribbed knit fabric, moderate stretch, V-neckline, Long sleeves, Button-down front, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory | Size: L | Knit Fabric

Crisp Breeze Striped Sweater Topper in Natural

$32.90

(2)

Crisp breeze? She’s ready. This striped sweater brings cozy charm with a throw-on-and-go fit made for coffee runs, apple picking, or romanticizing your Tuesday errands. Fit & FeaturesStriped pattern, soft knit stretch fabric, Crew neck, Long sleeves, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Crisp Breeze Striped Sweater Topper in Natural | Size: M | Knit Fabric

Windsor Wild Chic Leopard Removable Faux Fur Cardigan Sweater in Black

$39.90

(2)

Sweet, but with claws. This tie-front crop cardigan brings cozy meets chaos with its soft knit fabric and removable leopard faux fur trim. Whether you style it layered or solo, it’s the ultimate “don’t mess, I’m vibing” kind of top. Fit & FeaturesSoft rib knit stretchy fabric, Removable leopard faux fur collar, Tie-front closure, Fitted long sleeves with leopard removable faux fur cuffs, Cropped-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild Chic Leopard Removable Faux Fur Cardigan Sweater in Black | Size: XS | Knit Fabric/Stretchy Fabric

Stylish Sweatshirts

When it comes to stylish sweatshirts, it’s all about finding that perfect balance between comfort and cool—the kind of piece you throw on for a coffee run and end up wearing straight through dinner plans. As November settles in and the air gets that just-right crispness, sweatshirts become more than a wardrobe staple; they’re your go-to for layering, lounging, and looking put-together without trying too hard. Whether you’re slipping into a classic windsor hoodie for a quick walk between classes or reaching for a trendy sweatshirt to elevate your weekend plans, these pieces are designed to flex with your life. Think soft, brushed fabrics that feel like a warm hug on chilly mornings, oversized fits you can sink into, and details like ribbed cuffs, half-zips, or elevated necklines that keep things interesting. Sweatshirts aren’t just for lazy days anymore—they’re the unsung heroes of transitional style, ready to be dressed up or down depending on your mood (or your calendar).

Gifting a windsor sweatshirt or elegant hoodie is pretty much a guaranteed win, too. There’s something universally appealing about a piece that blends style with ease—a thoughtful pick for your best friend who’s always cold, your sister who steals your clothes, or even a little self-gifting moment to reward yourself for surviving the group chat’s Friendsgiving planning. Sweatshirts are the rare gift that actually gets worn on repeat, not just admired once then forgotten in the closet. They work for every vibe: layered over a slip dress for an unexpected twist, paired with bike shorts for that model-off-duty look, or thrown on with denim for a classic, can’t-miss combo. The best ones feel personal—maybe it’s the color that makes your eyes pop, the cropped cut that shows off your favorite high-rise jeans, or the embroidery that adds just enough edge. And if you’re curating a closet that can handle everything from last-minute brunches to spontaneous road trips, investing in a few trendy sweatshirts means you’ll always have a style solution at the ready.

Of course, the sweatshirt’s versatility doesn’t end at the basics. As you build your cold-weather rotation, consider mixing textures and silhouettes to keep things fresh—think a plush oversized hoodie with sleek faux leather leggings, or a fitted, elegant hoodie under a tailored coat for that high-low contrast. If your style leans sporty, a windsor hoodie layered with a baseball cap and chunky sneakers nails the athleisure brief without sacrificing polish. For those who love a little drama, an off-the-shoulder sweatshirt or one with statement sleeves is the kind of piece that turns errands into an event. And if you’re looking to branch out beyond sweatshirts but want to keep the same effortless energy, our Stylish Bomber Jackets collection is packed with options that layer seamlessly over your favorite fleece. However you style it, a great sweatshirt is the backbone of a modern wardrobe—ready to keep you cozy, chic, and totally yourself, no matter what November (or your group chat) throws your way.

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