Workwear Dresses
Workwear dresses are your secret weapon for turning every office hallway into your personal runway. Whether you're going from boardroom boss to post-meeting happy hour hero, these looks are made to keep up with your hustle (and your style). From power moves to coffee breaks, you’ll be serving confidence and main character energy all day long. Get ready to break the glass ceiling—and a few hearts—while you’re at it.
$6.97 $36.90 81% off
A pink ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$46.90
A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$46.90
A taupe plaid strapless skater dress with a sweetheart neckline and pleated mini silhouette.
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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: XS | Rhinestone/Velvet Fabric
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
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
Windsor Chic Staple Ribbed Knit Skater Dress in Pink
$6.97 $36.90
81% off
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 Pink | Size: S | Knit Fabric
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 Pink | Size: S | Knit Fabric
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
Chandler Strapless Lace-Up Sequin Formal Dress in Neon Orange
$19.97 $99.90
80% off
Chic with an elegant bold flair, the Chandler sequin formal dress was made to bring the drama. The floor-length dress has an alluring open back with a strappy lace-up design for customizable wear and a high slit for effortless allure. Fit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Strapless sweetheart neckline, angled design, structured boning, Open back, strappy lace-up design, tie closure, Fitted bodice, high waist seam, lower back zipper, hook and eye closure, Floor-length hem, high front slit, A-line silhouette, Sequin embroidery, scroll pattern, Runs true to size, Where to Wear:Prom, black-tie galas, red-carpet events, and fancy soirees. Free Shipping on All Orders Over $75. | Windsor Chandler Strapless Lace-Up Sequin Formal Dress in Neon Orange | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
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
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
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 Brown | Size: M | Knit Fabric
Workwear Dresses
When it comes to workwear dresses, every Windsor girl knows the power of a killer fit that means business—without ever sacrificing her signature style. Whether you’re making power moves at the office, logging in for a big virtual meeting, or just want to look like the boss you are while grabbing coffee, business casual dresses are your secret weapon. Think sleek silhouettes that mean business but still let you breathe (and maybe even sneak in a twirl on your way to the printer). There’s something magical about finding that dress that gives you confidence to speak up in meetings, slay your to-do list, and maybe even land that promotion you’ve been manifesting in your vision board. From classic shirt dresses that say “I’ve got this” to curve-hugging midi styles that double as sexy business attire for after-hours networking, the right dress is like your ride-or-die bestie—always there to back you up and make you look good doing it.
Let’s be real: workwear isn’t just about clocking in and out. It’s about feeling unstoppable from your morning commute to happy hour. A great business dress is the ultimate multitasker, perfect for those days when your calendar is stacked and you need to go from desk to dinner without missing a beat. Maybe you’re the queen of the corner office, the new intern ready to turn heads, or the entrepreneur making big moves from your favorite coffee shop—wherever you’re hustling, you deserve outfits that work as hard as you do. Blazer dress outfits workwear vibes are totally in, giving you that tailored edge that says you’re not afraid to break the rules (in the best way). And don’t even get us started on the endless ways to style buisness casual dresses: toss on a statement belt, layer with your favorite moto jacket, or add a bold lip for a little extra attitude. These dresses also make epic gifts for the friend who’s always on her grind, your favorite soon-to-be grad, or anyone leveling up their wardrobe for a new gig.
Don’t forget, true boss energy is all about options. If you’re looking to mix up your rotation, check out our Workwear Skirts for even more ways to flex your style at the office and beyond. Whether you’re building your dream capsule wardrobe or just need that one dress that does it all, remember—workwear dresses are more than just a dress code, they’re your ticket to feeling fierce, fearless, and totally unstoppable every single day.