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!

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$21.97 $42.90 49% off

5 star rating

An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.

$29.90

5 star rating

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

$36.90

A natural rib knit mini dress with a folded off-the-shoulder neckline and flattering skater silhouette.

$36.90

5 star rating

A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.

$32.90

An ivory striped ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.

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Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(121) 4.8099174 star rating

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

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: S | Chiffon/Crepe Fabric

Chic Staple Ribbed Knit Skater Dress in Black
(39) 4.6923075 star rating

A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric

Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black
(36) 4.5833335 star rating

The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric

Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender
(34) 4.7352943 star rating

A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Lucille Formal Satin Mermaid Dress in Coral
(29) 4.827586 star rating

The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric

Marylou Lace Mesh Plunge Neck Formal Dress in Black
(26) 4.8076925 star rating

Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green
(25) 4.84 star rating

Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric

Emmie Lace-Up Mermaid Satin Formal Dress in Brown
(22) 4.590909 star rating

Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric

Trendy Sweater Dresses

When it comes to leveling up your style game, trendy sweater dresses are the ultimate power move for every Windsor girl who wants to look fierce, feel cozy, and still turn heads. These dresses are the definition of versatility—think luxe comfort meets “main character energy” in every stitch. Whether you’re running from class to coffee dates, heading out for a little retail therapy, or just vibing with your crew at brunch, a sweater dress is your ride-or-die piece that makes getting dressed feel effortless but never boring. Picture this: you slip into a soft, curve-hugging knit, throw on some chunky boots or sneakers, toss your hair up, and you’re out the door in five minutes flat—looking like you spent hours planning your fit. That’s the magic of a great sweater dress. They’re made for those days when you want to feel snuggled up but still want your outfit to do all the talking. And let’s be honest, there’s something about that perfect blend of cozy and chic that just screams confidence.

Gifting a trendy sweater dress? You’re basically handing over a ticket to instant compliments and endless outfit possibilities. These dresses are a go-to gift for your bestie’s birthday, your sister who’s always “borrowing” your clothes, or even your mom who deserves to feel as fabulous as she is. They’re the kind of present that makes people say, “You totally get me.” And if you’re shopping for yourself (because self-love is always in style), you’ll love how these dresses transition seamlessly from day to night. Layer up with a moto jacket for an edgy twist, or keep it classic with a longline coat and a killer pair of earrings. No matter how you style it, you’ll be serving looks that are equal parts bold and effortless. Plus, with so many colors, lengths, and silhouettes to choose from, you can curate a closet that’s as unique as your vibe—whether you’re feeling flirty, sophisticated, or a little bit rebellious.

When you’re on the hunt for your next favorite sweater dress, keep your eyes peeled for details that make a statement—think dramatic sleeves, playful cutouts, or unexpected pops of color. Don’t be afraid to go for something a little extra; after all, standing out is what you do best. And if you’re building your ultimate cold-weather wardrobe, you’ll want to check out our collection of Trendy Winter Dresses for even more inspo. From casual hangs to nights out, these dresses are designed to keep you warm, stylish, and ready for whatever the day (or night) throws your way. The best part? You don’t have to sacrifice comfort for style—these knits are soft, stretchy, and made for movement, so you can dance, laugh, and live your best life without missing a beat. So go ahead, embrace the cozy-chic revolution and let your sweater dress do the talking—you’ve got places to be and memories to make, and your wardrobe should keep up with every adventure.