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.
$39.90
A natural-colored skater dress featuring a tiered pleated skirt and a sleek faux leather belt.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$46.90
A taupe plaid strapless skater dress with a sweetheart neckline and pleated mini silhouette.
$20.97 $46.90 55% off
An ivory woven midi dress featuring a lace-up bust, smocked details, and hidden side pockets.
$36.90
A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
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This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Light Blue | Size: L | 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: L | Knit 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
This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in Pink | Size: S | Knit Fabric/Satin Fabric
A true showstopper of a mini dress perfect for adding a touch of sparkle to any occasion. The short-length rhinestone dress features a square neckline and adjustable spaghetti straps, while the A-line silhouette flatters your figure down to the uneven-cut hem. Complete the look in platform sandals for a dressy night out! Fit & FeaturesSleeveless square neckline, Adjustable spaghetti straps, Back zipper and hook-eye closure, A-line silhouette, Mini-length hem, uneven cut design, Rhinestone-embellished, mesh fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkling Perfection Rhinestone A-Line Mini Dress in Pink | Size: XS | Knit Fabric/Rhinestone/Mesh Fabric
Capture all the attention with your sultry allure in the Paige rhinestone formal bodycon mini dress! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, all-over rhinestone embellishments for that total glam girl vibe, a mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The slinky knit fabric offers plenty of stretch. Style this mini dress with metallic heels for your next dressy night out! Fit & FeaturesSleeveless cowl neckline, Adjustable spaghetti straps, All-over rhinestone embellishments, Mini-length hem, bodycon silhouette, Slinky knit fabric, full-length knit lining, plenty of stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Paige Rhinestone Formal Bodycon Mini Dress in Light Blue | Size: M | Knit Fabric/Rhinestone
This chic side slit knit mini skirt will give you a fabulous fit and become a favorite in your closet! The ponte knit fabric offers a structured fit with moderate stretch. The high waist features an elasticized waistband for comfortable wear, while the mini-length hem and side slit accent will give that sultry flair. The bodycon silhouette will hug your gorgeous curves. Style this mini skirt with a basic bodysuit and ankle booties for happy hour. Fit & FeaturesPonte knit fabric, moderate stretch, High-rise elasticized waist, Mini-length hem, Asymmetric seam, side slit, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fabulous Fit Side Slit Knit Mini Skirt in Black | Size: L | Knit Fabric
Windsor Brenda Low Back Bow Taffeta Skater Dress in Black
$19.97 $64.90
69% off
Chat, dance, and twirl the night away in the Brenda taffeta skater dress! The short dress is ready to party with a voluminous silhouette and a stunning low-cut back with a statement bow. Fit & FeaturesTaffeta fabric lined with tulle, stretchy knit fabric, Tank shoulder straps, Low back with bow, Skater silhouette, Short-length hem, Runs true to size, Where to Wear:Prom, brides, weddings, bridesmaids, fancy date nights, dinner parties, cocktail events Free Shipping on All Orders Over $75. | Windsor Brenda Low Back Bow Taffeta Skater Dress in Black | Size: XS | Knit Fabric
A sassy mini dress to slip on when the sun goes down and the beat is calling you to the dancefloor! This dress is featured in a sultry bodycon silhouette with a halter neckline accented with hoop inserts. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, hoop accents, Bodycon silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sun Goes Down Halter Abstract Bodycon Mini Dress in Brown | Size: S | Knit Fabric
Here comes the sun and you radiating trendy vibes in this strapless mini dress perf for casual plans! The ruched sides and ruffled hem add a playful touch to the bodycon silhouette. Fit & FeaturesDouble-lined brushed knit fabric, moderate stretch, Strapless straight neckline, Ruched side seams, Bodycon silhouette, Mini-length tiered ruffled hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Here Comes The Sun Strapless Ruffled Mini Dress in Brown | Size: S | 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.