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.

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Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown

$46.90

A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.

Windsor Chic Staple Ribbed Knit Skater Dress in Black

$36.90

A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.

Windsor Adorable Look Plaid Print Strapless Skater Dress in Taupe

$46.90

A taupe plaid strapless skater dress with a sweetheart neckline and pleated mini silhouette.

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Senorita Mesh Strappy Mini Dress in Pink

$32.90

(86)

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 Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Lucy Taffeta Bow Mini Party Dress in White

$79.90

(70)

The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS

Windsor Cute Attitude Ponte Slit Mini Skort in Black

$27.90

(67)

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

Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White

$32.90

(64)

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 White | Size: L | Knit Fabric/Satin Fabric

Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White

$84.90

(57)

Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: XXS | Knit Fabric/Mesh Fabric/Mesh Fabric

Get Down With Basic Slit Mini Skirt in Black

$16.90

(53)

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: M | Knit Fabric

Catalina Rhinestone And Pearl Formal Mini Dress in White

$69.90

(40)

Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Navy Blue

$35.90

(40)

Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Navy Blue | Size: L | Knit Fabric

Stunning Sophistication Rhinestone Mini Dress in Wine

$42.90

(38)

Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric

Make It Known Satin Strapless Pleat Mini Dress in Pink

$37.90

(26)

Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in Pink | Size: L | Rhinestone/Satin 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.

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