Office To Evening Wear
When your calendar is packed from 9-to-5 and beyond, you need outfits that can keep up with your hustle! Office to evening wear is all about effortlessly transitioning from power meetings to happy hour cocktails without missing a beat. Picture this: you're slaying it at work in chic blazers and tailored pants, then swapping out those pumps for strappy heels as you head out for a night on the town. It's all about mastering that day-to-night magic, and we've got just the right pieces to help you shine through it all. So go ahead, conquer that boardroom and own the dance floor—because you're unstoppable, babe!
$59.90
A glamorous black satin midi dress with a cowl neckline and adjustable spaghetti straps.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$59.90
A black glitter knit formal dress with a cowl neck, cross back, and high front slit.
$59.90
A red satin midi dress featuring a pleated cowl neckline, spaghetti straps, and a high side slit.
$34.90 - $42.90
A black crepe halter jumpsuit with a plunging V-neckline and flattering straight-leg pants.
$44.90
A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.
$39.90
A sleek black satin midi dress with a cowl neck and faux-wrap silhouette for elegant occasions.
$54.90
An elegant ivory satin midi dress with a corset seam bodice and faux wrap hem.
$69.90
A black lace mesh formal dress with a plunge neckline, high slit, and adjustable straps.
$36.90
A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.
$39.90
A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.
$59.90
A sleek eggplant column dress with a cutout accent and high side slit for sultry allure.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$54.90
A black crepe glitter knit midi dress with a form-hugging silhouette and chic wrap hem.
$36.90
A sleeveless black bodycon mini dress with a crew neck and playful tiered ruffled hem.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$30 $42.90 30% off
A black satin bodycon midi dress featuring a scoop neckline, waist cutout, and thigh-high slit.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$49.90
A black faux suede long blazer with a lapel collar, side pockets, and back slit detail.
$42.90
A black mesh mini dress with a plunging V-neckline and ruched details for a bold look.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a square neckline for elegant occasions.
$39.90
A beige rib knit midi dress featuring a halter V-neckline, bodycon silhouette, and center back slit.
$46.90
A sultry black jumpsuit featuring a cowl halter neckline and alluring cutout back.
$42.90
A black velvet mini dress with an asymmetric one-shoulder neckline and ruched bodycon silhouette.
$54.90
An elegant white mesh midi dress featuring faux pearl embellishments and a flattering off-the-shoulder neckline.
$49.90
A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$59.90
A white satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$146.90
A stunning black formal dress featuring beaded sequins, off-the-shoulder sleeves, and a slim silhouette.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$84.90
A stunning black mermaid dress featuring a glitter knit fabric, strappy open back, and high slit.
$49.90
A chic black woven blazer with striped cuffs and a relaxed silhouette for polished style.
$14.97 $34.90 57% off
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$64.90
An elegant black mermaid dress with an off-the-shoulder neckline and ruched bodice.
$69.90
A glamorous gold satin midi dress with floral applique, faux pearls, and a lace-up back.
$59.90
A chic black strapless bodycon midi dress with a front slit and flexible boning.
$79.90
A chic green bodycon dress with an off-shoulder neckline, side ruching, and high slit.
$38.90
An olive knit midi dress featuring an off-the-shoulder neckline, long sleeves, and back slit.
$56.90
A sleek olive knit midi dress featuring a convertible neckline, bodycon silhouette, and center back slit.
$49.90
An ivory woven blazer with ruched sleeves and shoulder pads for a chic, structured look.
$34.90
A sleek green knit midi dress with a ruched V-neckline and high front slit.
$54.90
A chic black faux leather blazer with an oversized fit, lapel collar, and front pockets.
$49.90
An off-the-shoulder black midi dress featuring mesh-lined fabric, a ruched bodycon silhouette, and side slit.
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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: XL | 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
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 Natural | Size: XS | Knit 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
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 Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | Knit 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 Wine | Size: S | 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
Office To Evening Wear
Ready to serve main character energy from your desk to the dance floor? The office-to-evening vibe is all about looking like you mean business at 9AM and then—without missing a beat—turning heads at happy hour or that last-minute dinner invite. Whether you’re the boss babe in the boardroom or the queen of after-hours, these looks are designed to flex with your schedule and your style. Think polished silhouettes that make you feel unstoppable in every meeting, with just enough edge to keep things interesting once the clock hits five. It’s all about those versatile pieces that work overtime—sleek blazers, tailored trousers, curve-loving midi skirts, and tops that layer like a dream under a blazer but shine solo when the lights go down. If you’re gifting, these pieces are a total win for the friend who’s always on the move, the coworker who’s leveling up her style game, or anyone who deserves a little confidence boost before their next big presentation or night out.
Let’s be real: The Windsor girl isn’t about to settle for a look that’s only halfway there. She wants that office windsor energy—put-together but never predictable, with details that make her stand out for all the right reasons. Picture this: You’re powering through a day packed with meetings, your fit is on point, and your vibe is straight-up unstoppable. Then, as the sun sets and the city lights come up, you ditch the work tote for a clutch, swipe on some gloss, and suddenly you’re the life of the party. These pieces are for the woman who says yes to last-minute plans, who keeps a pair of heels under her desk just in case, and who knows that confidence is the best accessory she can wear. If you’re eyeing these styles for yourself, think about how each piece can play double duty—can you layer it, dress it up or down, or add a little sparkle for after hours? And if you’re shopping for someone else, you can’t go wrong with a gift that makes their day-to-night transition effortless. After all, the best outfits are the ones that keep up with your wildest plans and boldest dreams.
When you’re curating your office-to-evening wardrobe, it’s all about investing in those MVP pieces that make you feel like you can take on anything. Look for fabrics that hold their shape (no one has time for wrinkles), necklines and hemlines that are work-appropriate but still flirty, and details like statement buttons, chic belts, or a hint of shimmer that can take a look from professional to party-ready in seconds. Don’t forget about accessories—they’re the secret sauce that transforms your look and lets you express your mood, whether you’re feeling classic, glam, or a little bit rebellious. If you’re craving more inspo or want to level up your power-dressing game, check out our curated collection of Elegant Office Outfits for even more ways to slay from AM to PM. Whatever your plans, remember: You’re not just dressing for the job—you’re dressing for the life you want, and every moment is your runway.