Trendy Sweater Dresses
Get ready to slay the season with trendy sweater dresses that are as cozy as they are chic. These must-have pieces are perfect for every Windsor girl who loves turning heads while staying comfy. Whether you're brunching with your besties or owning the dance floor, these sweater dresses are your go-to for effortless style. Layer them up or let them shine solo; either way, you're about to become the queen of cool-weather fashion. So, grab your favorite boots and get ready to rock those trendy sweater dresses like the fearless fashionista you are!
$44.90
A navy blue rib knit sweater dress featuring contrast trim, a square neckline, and a flared pleated hem.
$54.90
A black ribbed knit midi dress featuring a tie-dye pattern, scoop neckline, and back slit.
$21.97 $42.90 49% off
An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$36.90
A ribbed knit mini dress in raisin with a folded off-the-shoulder neckline and skater silhouette.
$36.90
A pink ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$38.90
An olive knit midi dress featuring an off-the-shoulder neckline, ruching, and a high back slit.
$32.90
An ivory striped ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
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Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a form-hugging silhouette, and a chic high front slit to showcase some leg. Fit & FeaturesSleek knit fabric, stretchy knit lining, Cowl neckline, Spaghetti straps, High waist seam, Form-hugging silhouette, High front slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: M | Knit Fabric
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Black | Size: S | Rhinestone/Satin Fabric
Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, pleating, Spaghetti straps, Cutout at the midriff, Midi-length silhouette, high side slit, Satin fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Seona Formal Satin Midi Dress in Green | Size: S | Rhinestone
Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XL | Chiffon/Crepe Fabric
Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Green | Size: S | Knit Fabric/Satin Fabric
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: XS | Woven Fabric
Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels. Fit & FeaturesSheer floral lace fabric with knit lining, moderate stretch, Square neckline, Adjustable spaghetti straps, Ruched front, Asymmetric midi-length hem with ruffled trim, front slit, Bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Enchanted Moment Floral Ruffled Lace Midi Dress in Sage | Size: XL | Lace Fabric/Knit Fabric
Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven Fabric
Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: L | Woven Fabric
Trendy Sweater Dresses
When it comes to giving your closet a power-up, nothing feels quite as effortless—or as iconic—as slipping into a trendy sweater dress. These aren’t just any dresses; they’re the ultimate chameleons of your wardrobe, ready to take you from coffee runs to rooftop hangs without missing a beat. Think about it: a windsor sweater dress hugs you in all the right places, keeps you cozy when the AC is blasting, and still manages to look like you put in major effort (even if you totally didn’t). Whether you’re heading to class, clocking in at your dream internship, or planning a spontaneous night out with the girls, sweater dresses are your all-access pass to comfort and style. The best part? They’re a total crowd-pleaser—your bestie will want to borrow it, your mom will ask where you got it, and your crush will 100% notice. And if you’re on the hunt for a gift that’ll make you the MVP of any birthday or celebration, a trendy sweater dress is basically a hug in outfit form—thoughtful, versatile, and guaranteed to get worn on repeat.
Let’s talk styling, because the ways to wear these dresses are pretty much endless. Layer it up with a leather jacket and chunky boots when you’re feeling edgy, or keep it sweet with sneakers and a crossbody for those “just running errands but still turning heads” kind of days. Belt it at the waist to show off your curves, or go oversized for that model-off-duty vibe. And don’t even get us started on all the color and texture options—cable knits, ribbed details, bold hues, and classic neutrals mean there’s a fit for every mood and every moment. Plus, sweater dresses are the ultimate transition piece, perfect for those times when the weather can’t make up its mind. You can dress them up with statement jewelry for a dinner date or keep it low-key for a study sesh at your favorite café. And if you’re building your capsule wardrobe, a few go-to sweater dresses will have you covered for literally any invite that pops up. For even more inspo on how to keep your style game strong, check out our curated collection of Trendy Winter Dresses—it’s your secret weapon for leveling up your look, no matter the occasion.
Honestly, there’s just something about a sweater dress that makes you feel unstoppable. Maybe it’s the way the soft knit fabric moves with you, or how easy it is to go from chill to glam with just a few accessory swaps. It’s the piece you reach for when you want to feel cute but can’t be bothered with complicated outfits, and the one you grab when you want to look put-together in a flash. You’ll find yourself reaching for your favorite windsor sweater dress on lazy Sundays, first dates, and every “I have nothing to wear” crisis. And let’s be real—there’s a reason these dresses never go out of style. They’re the ultimate confidence booster, the best-kept secret of every fashion-forward girl, and the definition of effortless chic. So go ahead, treat yourself (or your BFF) to the sweater dress of your dreams—you deserve to feel like the main character, every single day.