Cozy Outfits

Get ready to snuggle up in style, because cozy outfits are here to make your chill days the chicest days ever! Picture this: you, wrapped in layers of comfort that scream "I woke up like this," while sipping on your fave latte and binge-watching the latest series. Whether you're lounging at home or stepping out for a coffee run, these looks are designed to keep you feeling warm and looking fabulous. So go ahead, embrace those plush fabrics and laid-back vibes—because every Windsor girl knows that when it comes to cozy outfits, it's all about mixing relaxation with a dash of runway-ready flair.

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$29.90

4.666667 star rating

A natural oversized knit bolero with slouchy sleeves and an ultra-cropped hem for cozy layering.

$34.90

5 star rating

A cozy burgundy knit cardigan with a button-down front and a stylish cropped hem.

$49.90

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.

$32.90

5 star rating

A taupe ribbed knit pullover hoodie featuring a drawstring hood and tapered hems.

$49.90

5 star rating

A navy blue plaid woven shacket with a collared neckline and relaxed cropped fit.

$59.90

5 star rating

An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.

$29.90

5 star rating

A brown ribbed knit hoodie with a drawstring neckline and flattering seam detailing.

$52.90

An olive twill cropped jacket with a fleece-lined hoodie, perfect for stylish, cozy layering.

$36.90

A black rib knit romper with long sleeves and a flattering square neckline for casual lounging.

$59.90

A cozy plaid shacket in ivory with knit lining and a relaxed fit for casual occasions.

Sale

$17.97 $34.90 49% off

A rust-colored cable knit pullover sweater featuring ribbed hems and a crew neckline.

Sale

$13.97 $32.90 58% off

An ultra-cropped ivory sweater knit topper with ribbed fabric and long sleeves for a cozy look.

$26.90

4.909091 star rating

An ivory faux fur shawl with a satin-like lining and optional hook-eye closure.

$54.90

5 star rating

A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.

$46.90

5 star rating

A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.

Sale

$9.97 $36.90 73% off

5 star rating

A brown chenille knit pajama top featuring a Fair Isle pattern and a cozy V-neckline.

Sale

$6.97 $32.90 79% off

5 star rating

A taupe cable knit sweater with fitted long sleeves, crew neckline, and ultra-cropped hem.

Sale

$21.97 $49.90 56% off

5 star rating

A cozy camel faux suede shacket with long sleeves, button-up front, and convenient front pockets.

$29.90

5 star rating

A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.

$36.90

5 star rating

A heather grey knit mini dress with an off-the-shoulder neckline and long fitted sleeves.

Sale

$17.97 $39.90 55% off

5 star rating

A stylish ivory crop hoodie jacket featuring scuba knit fabric, relaxed sleeves, and convenient pockets.

$32.90

5 star rating

An ivory eyelash ribbed knit cardigan with a V-neckline and fitted cropped hem.

Sale

$9.97 $24.90 60% off

5 star rating

A soft chenille knit crop top in light blue with a wrap-front design and long sleeves.

$22.90

A pink ribbed knit crop top perfect for lounging in comfort and style.

$29.90

A heather grey sleeveless catsuit with a collared neckline and form-hugging ribbed knit fabric.

$32.90

A cozy ivory mini dress with a striped ribbed knit, off-the-shoulder design, and A-line silhouette.

$42.90

A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual style.

Sale

$18.97 $36.90 49% off

A mustard ribbed knit sweater featuring a mock neckline and long sleeves for a stylishly casual look.

$59.90

An ivory plaid oversized shacket with a collared neckline and chest pocket, perfect for casual wear.

$32.90

A white cotton-blend cropped hoodie with a relaxed fit and drawstring hood for everyday comfort.

Sale

$9.97 $29.90 67% off

A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.

$44.90

A pair of gold lurex knit pants featuring a mid-rise drawstring waist and straight-leg fit.

Sale

$12.97 $29.90 57% off

A blue knit crop sweatshirt with an oversized fit and bold front "7" graphic.

$22.90

A pair of pink, low-rise ribbed knit pajama shorts perfect for cozy lounging.

$49.90

A taupe plaid woven shacket with an oversized cropped fit and stylish button-down front.

Sale

$16.97 $39.90 57% off

An oversized grey sweatshirt featuring soft fleece-lined knit fabric and New York fuzzy embroidered script.

Sale

$35 $49.90 30% off

An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.

$29.90

A comfy grey zip-up crop jacket with stretchy rib knit fabric and a fitted crop hem.

$16.90

A playful pair of pink knit pajama shorts featuring a zesty orange print and cheeky fit.

$19.90

A zesty orange print pajama top in pink with stretchy rib knit fabric and a fitted crop hem.

$32.90

A light blue ribbed knit cardigan featuring a ruffled trim and charming tie-front design.

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Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Black
(30) 4.6666665 star rating

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 Black | Size: M | Knit Fabric

Cozy Charm Cropped Knit Cardigan Sweater in Taupe
(6) 5 star rating

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: S | Knit Fabric

Windsor Chic Staple Crew Neck Cropped Knit Cardigan Sweater in Black
(5) 5 star rating

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 Black | Size: M | Knit Fabric

Windsor Springtime Cutie Button Front Knit Cardigan Sweater in Beige
(2) 5 star rating

Layer on this cute knit cardigan for the perfect look this spring! With relaxed long sleeves and a front button, you'll adore styling this sweater with every outfit. Fit & FeaturesKnit fabric, Relaxed long sleeves, Button front closure, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Springtime Cutie Button Front Knit Cardigan Sweater in Beige | Size: S | Knit Fabric

Windsor Sweet Crush Long Sleeve Cable Knit Sweater Topper in Taupe
Sale
(2) 5 star rating

A cable knit sweater topper features cozy fitted long sleeves, a crew neckline, and an ultra-cropped hem perfect for layering over your favorite outfits. Shop Matching Crop Top & Skort: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush High Rise Belt Knit Mini SkortFit & FeaturesCable knit fabric, moderate stretch, Fitted long sleeves, Crew neckline, Ultra-cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Crush Long Sleeve Cable Knit Sweater Topper in Taupe | Size: XL | Knit Fabric

Windsor Preppy Please Striped Button Crop Sweater in Black
(2) 5 star rating

A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch. Shop Matching Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit SkortFit & FeaturesStretchy knit fabric, Long sleeves with striped cuffs, Striped front trim, Button front closures, Striped crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Preppy Please Striped Button Crop Sweater in Black | Size: M | Knit Fabric

Windsor Preppy Babe V-Neck Cropped Sweater Vest in Black
(1) 5 star rating

The perfect sweater vest for a preppy babe vibe! It features a sleek V-neckline and a modern cropped hem perfect for pairing with high-waisted bottoms. Fit & FeaturesRibbed sweater knit fabric, moderate stretch, Sleeveless V-neckline, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Preppy Babe V-Neck Cropped Sweater Vest in Black | Size: L | Knit Fabric

Windsor Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory
(1) 5 star rating

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: M | Knit Fabric

Cute In Crochet Long Sleeve Sweater in Natural

Perfect for any season, this crochet sweater can be styled as a coverup or worn with a cute bralette or fitted tank. It's designed with long bell sleeves and a relaxed fit, this sweater adds a boho charm to any look. Fit & FeaturesSheer crochet fabric, Boat neckline, Long bell sleeves, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute In Crochet Long Sleeve Sweater in Natural | Size: L

Windsor Charming Duo Long Sleeve Bolero in Light Blue

A charming long sleeve bolero you'll adore for brunch or family gatherings! Pair with the matching dress for a complete look. Fit & FeaturesSoft rib knit stretchy fabric, Fitted long sleeves, Open front design, Ultra-cropped hem, Runs true to size, Shop The Matching Dress: Charming Duo Strapless Skater Mini Dress Free Shipping on All Orders Over $75. | Windsor Charming Duo Long Sleeve Bolero in Light Blue | Size: M | Knit Fabric/Stretchy Fabric

Cozy Outfits

Let’s talk about cozy casual outfits—the kind that turn lazy mornings into main character moments and transform your couch into the VIP section. Whether you’re the queen of Netflix marathons, a homebody with a soft spot for snuggly textures, or just someone who knows the power of a killer lounge look, cozy style is your ticket to comfort without sacrificing confidence. Think buttery-soft fabrics that hug you in all the right places, oversized silhouettes that make you feel like you’re wrapped in a cloud, and playful details (hello, thumbholes and plush hoods) that add a little extra magic to your downtime. These aren’t just outfits; they’re self-care in clothing form. Slip into your favorite set, light a candle, and suddenly that group chat catch-up or FaceTime with your BFF feels like a whole vibe. And let’s not forget—cozy doesn’t mean boring. With the right mix of textures, colors, and fits, your loungewear can be just as on-point as your going-out ‘fits. Whether you’re layering up for a chill night in, running out for a coffee run, or gifting your bestie something that says “I see you, comfort queen,” these pieces are made for anyone who wants to look cute and feel even better.

Gifting a cozy outfit is basically the ultimate love language. It says, “I want you to be comfy, cute, and 100% yourself.” Perfect for birthdays, care packages, or just because, these styles are a go-to for friends, sisters, roommates, or anyone who needs a little extra warmth and TLC. We’ve all had those days where the outside world can wait and the only agenda is self-care—cozy casual outfits are your BFF for those moments. Imagine slipping into a plush set after a long day, wrapping up in a soft cardigan with your favorite book, or throwing on a cute lounge dress that’s equal parts effortless and Insta-ready. That’s the energy. And when you want to take your cozy game to the next level, don’t sleep on layering up with socks, slippers, or a cute beanie for that “I woke up like this” look. If you’re obsessed with all things comfy and want to keep your wardrobe stocked for every snuggle sesh, movie night, or spontaneous brunch, peep our collection of Comfy Fall Outfits for even more inspo. Cozy is more than a mood—it’s a lifestyle, and we’re here to make sure you’re living your softest, most stylish life every day.