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.
$18.97 $36.90 49% off
A chic oatmeal skater dress with a ribbed knit, off-shoulder neckline, and long fitted sleeves.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$46.90
A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.
$9.97 $28.90 66% off
A charcoal ribbed knit midi dress with a crew neckline and form-hugging fit.
$39.90
A natural-colored skater dress featuring a tiered pleated skirt and a sleek faux leather belt.
$18.97 $44.90 58% off
A black rib knit bodycon midi dress with a chic cutout neckline and fitted long sleeves.
$38.90
An ivory strapless bodycon midi dress with ribbed knit fabric and extra glitter for sparkle.
$42.90
A black crepe mini dress featuring a sleeveless square neckline and faux flap pockets for modern flair.
$46.90
A taupe plaid strapless skater dress with a sweetheart neckline and pleated mini silhouette.
$46.90
An ivory woven midi dress featuring a lace-up bust, smocked details, and hidden side pockets.
Now Trending
The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: XL | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Black-2 | Size: XL | Knit Fabric
Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige | Size: XL | Knit Fabric/Rhinestone/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Workwear Dresses
Let’s be real: the right workwear dress isn’t just about clocking in and out—it’s about owning every room you walk into, whether it’s the conference room, the corner café, or that impromptu happy hour with your crew. Workwear dresses are all about balancing that boss energy with comfort, letting you handle your hustle without a single wardrobe worry. Imagine stepping into the office in a silhouette that moves with you, not against you, with fabric that keeps you cool and collected even when your to-do list is on fire. These dresses are designed for the girl who’s got meetings at nine and dinner plans at seven, who wants to look polished but never predictable. With details like subtle ruching, sleek belts, or a pop of statement buttons, workwear dresses are the low-key flex that says, “Yes, I did wake up like this,” even if you hit snooze three times. They’re the secret weapon for interviews, first days, big presentations, and even those days when you’re just manifesting your next big move.
Picking out an easy workwear dress is like finding your favorite playlist—it sets the vibe for your whole day. Look for pieces that are versatile enough to layer with a blazer when you mean business, but can just as easily be dressed down with sneakers or a denim jacket when it’s time to let loose. Think about those little details that make your life easier: pockets for your phone and lip gloss, wrinkle-resistant fabrics for those mornings when you’re running on iced coffee and adrenaline, and cuts that flatter every curve without feeling too “buttoned up.” These dresses aren’t just for the office, either—they make the perfect gift for your ride-or-die bestie who’s starting her first big job, your sister who’s always on the grind, or even your mom who loves a chic, no-fuss look. And if you’re the type who likes to mix it up, don’t sleep on pairing your dress with some killer Workwear Skirts for a fresh twist on your weekday wardrobe.
Every Windsor girl knows that confidence is the best accessory, and nothing gasses you up like slipping into a dress that just gets you. Whether you’re commanding the boardroom or running the world from your laptop at the local coffee shop, workwear dresses are your shortcut to feeling fearless and looking unstoppable. Picture yourself breezing through your day, from sunrise lattes to after-hours laughs, with a look that’s as effortless as it is unforgettable. And because you deserve options that keep up with your every move, these pieces are made to mix, match, and layer until you find that sweet spot where comfort meets “main character” energy. So go ahead—take the lead, break the rules, and make every day your runway. Your workwear wardrobe is ready to play.