Day Dresses
Hey, sunshine! Ready to slay the day in style? Our collection of day dresses is here to make every moment a fashion moment. Whether you're brunching with your squad, owning that work meeting, or just twirling through the park, these dresses are your go-to for effortless chic. From flirty florals to sleek solids, there's a look for every vibe and every occasion. So go ahead, pick your favorite day dress and let the world see you shine!
$36.90
A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$38.90
A white sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$21.97 $47.90 54% off
A lustrous green satin skater dress with a sleeveless cowl neckline and spaghetti straps.
$36.90
A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$64.90
A sage skater dress with a lace-up back, ruched bust, and tiered A-line silhouette.
$38.90
An elegant natural lace A-line dress with a square neckline and flattering short-length hem.
$38.90
A denim mini dress with a sleeveless square neckline, pleated bust, and A-line silhouette.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$48.90
A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.
$19.97 $42.90 53% off
A mauve floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.
$39.90
A white lace mini dress with ruffled puff sleeves, square neckline, and flattering A-line silhouette.
$69.90
A charming ivory floral skater dress featuring a lace-up corset bodice and sheer lace trims.
$35.90
A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$35.90
An ivory floral eyelet mini dress with a V-neckline and adjustable spaghetti straps.
$19.97 $42.90 53% off
A pink sleeveless skater dress with a ruffled silhouette and square neckline, perfect for brunch.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$19.97 $32.90 39% off
A strapless white eyelet lace mini dress perfect for bridal showers or brunch.
$59.90
A dreamy white floral maxi dress with an open tie back and ruffled silhouette.
$38.90
An ivory strapless bodycon midi dress featuring double-lined rib knit fabric with a flowy hem.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and flirty double-layered skirt.
$46.90
An ivory gingham midi dress with a strapless neckline and convenient side pockets.
$9.97 $39.90 75% off
A black mini dress with a cutout bust, ruched wrap design, and sheer mesh long sleeves.
$9.97 $44.90 78% off
A black chiffon mini dress featuring puff sleeves, a bow-back design, and a bodycon silhouette.
$28.97 $64.90 55% off
A pink skater dress with a lace-trim corset bodice and flattering short-length hem.
$19.97 $42.90 53% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, ruffled hem, and dual spaghetti straps.
$59.90
An effortlessly pretty floral chiffon midi dress with a ruffled A-line silhouette and smocked details.
$52.90
A white eyelet lace skater dress featuring a scoop neckline and ruffled mini-length hem.
$44.90
A taupe paisley skater dress featuring a halter V-neck and stretchy smocked bodice.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a V-neckline for chic occasions.
$16.97 $39.90 57% off
A stylish off-white skater dress featuring stretchy rib knit fabric and a flattering square neckline.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$34.90
A pink eyelet mini dress with a flirty bust tie and flattering A-line silhouette.
$19.97 $34.90 43% off
A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.
$39.90
A charming white eyelet lace mini dress with ruffled straps and a ruched sweetheart neckline.
$32.90
A slinky black knit mini dress with a square neckline and flirty A-line silhouette.
$9.97 $44.90 78% off
A black velvet floral mini dress with sheer sleeves and a sweetheart neckline for holiday events.
$24.97 $54.90 55% off
A floral ivory skater dress featuring a halter V-neckline and voluminous silhouette in poplin fabric.
$44.90
A yellow skater dress featuring eyelet lace embroidery and a stretchy smocked bodice.
$22.97 $49.90 54% off
A red gingham mini dress with lace trim and adjustable straps for a flattering summer look.
$29.90
A flirty white skater dress featuring a strapless neckline and tiered eyelet knit design.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$49.90
A pink floral lace mini dress featuring a V-neckline, tie-back bow, and A-line silhouette.
$44.90
A navy blue lace skater dress with a V-neckline and playful cross-back design.
Now Trending
Have a twirl-worthy moment in this gorgeous and glam satin skater dress. It features a sleeveless square neckline, adjustable spaghetti straps that lead to a cross-back and lace-up back design, a fitted bodice with a high waist, and a flirty skater silhouette. Style this dress with rhinestone earrings and new heels. Fit & FeaturesSleeveless, square neck, adjustable spaghetti straps, Built-in padded bust, Lace-up back design, Fitted bodice, high waist seam, Skater pleated silhouette, Satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A Moment In Satin Skater Dress in Blue | Size: L | Rhinestone/Satin Fabric
Lustrous silk for your fancy needs. Show up to the celebration in this satin skater dress designed to fit and flatter every figure in a sleeveless cowl neckline, spaghetti straps, and a form-fitting bodice that leads to a short-length hem. Complete the look in fab block heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Form-fitting bodice, Skater style skirt, Short-length hem, Silky smooth satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Silky Chic Satin Skater Dress in Blue | Size: M | Satin Fabric
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: XS | Knit Fabric
Flirt up the room at your next dressy affair in this adorable skater dress designed with a floral jacquard satin fabric for a chic look. It features a sleeveless sweetheart neckline with ruching at the bust and a tie-front detail, a corset bodice with vertical seam detailing, a lace-up back design to create that snatched fit, a V-shaped drop waist, and a short skater skirt with an iconic fit-and-flare silhouette. Fit & FeaturesFloral jacquard satin fabric with lace-trim lining, Sweetheart neckline, ruched underwire bust, tie-front detail, Thin adjustable shoulder straps, lace-up back, Corset bodice with vertical seam detailing, flexible boning, V-shaped drop waist, Short skater skirt, fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Ivory | Size: S | Satin Fabric
This skater dress was made for sunset happy hours this season! It features a sleeveless V-neckline, halter tie-back straps, an open back, a stretchy smocked high waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight twill fabric includes a woven lining. Style this short dress with espadrille sandals and a mini handbag. Fit & FeaturesSleeveless V-neckline, Halter tie-back straps, open back, Stretchy smocked high waist, Short skater skirt, tiered ruffled design, Fit and flare silhouette, Twill fabric, woven lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunset Happy Hour Ruffled Skater Dress in Yellow | Size: M
Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue
$20.97 $45.90
54% off
Show off a hint of bling in this satin skater dress for your next dressy soiree! Adorned with detachable rhinestone-embellished straps for a stunning sparkle, this dress will be the night's hit. The smooth satin-knit fabric offers plenty of stretch for comfortable wear. The short dress features a sleeveless square neckline, ruched side seams at the bodice, and a flattering fit-and-flare skater silhouette. Complete your look with rhinestone bow heels. Fit & FeaturesStretchy smooth satin-knit fabric, knit lining at the bust, Sleeveless square neckline, Detachable rhinestone-embellished thin straps, Side ruched seams at the bodice, High waist seam, Fit-and-flare skater silhouette, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue | Size: L | Knit Fabric/Rhinestone/Satin Fabric
Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace. Fit & FeaturesWoven fabric with lace trim woven lining, Sweetheart neckline, ruched bust, adjustable tie-front, Tank straps, lace-up back design, Back zipper and hook-eye closure, Asymmetric drop-waist, pleated side panels, Tiered A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Darling Woven Drop-Waist Skater Dress in White | Size: XS | Woven Fabric
Be your own adorable muse in this sleeveless skater dress boasting a V-neckline and a ruffled skater silhouette. Complete the look with heels. Fit & FeaturesSheer lace fabric with knit lining, plenty of stretch, V-neckline with twist-front bust design, Adjustable spaghetti straps, V-shaped drop waist, Mini-length tiered ruffled skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorable Muse Ruffled Lace Skater Dress in White | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: S | Knit Fabric
Spring forward in the cutest skater dress showcasing a head-turning strappy tie-back and a flattering ruffled mini-length hem that'll swoon everyone! Fit & FeaturesWoven fabric with woven lining, Square neckline with bust tie, Spaghetti straps, Strappy tie-back design, Skater silhouette, Ruffled mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spring Forward Strappy Back Skater Dress in Yellow | Size: L | Woven Fabric
Day Dresses
Let’s talk day dresses—the ultimate wardrobe MVP for the girl who’s always got somewhere to be and something to celebrate. Whether you’re brunching with your ride-or-die crew, running errands with a latte in hand, or just feeling yourself on a random Tuesday, day dresses are the secret weapon that takes you from “just rolled out of bed” to “effortlessly iconic” in seconds. There’s just something about slipping into a cute day dress that instantly boosts your mood and your confidence. It’s like your favorite playlist, a double-shot espresso, and a fresh blowout all rolled into one. From flirty florals that channel those “a pinch of lovely southern fashion style blog” vibes to sleek, minimalist silhouettes that scream modern muse, these dresses are made for living your best life—whatever that looks like for you. And let’s be real, gifting a day dress is like handing someone a ticket to their own main character moment. Think birthdays, graduations, or just-because surprises for your bestie who deserves a little extra sparkle. It’s the kind of present that says, “I see you, I love your style, and I know you’re about to slay every room you walk into.”
Choosing the right day dress is all about knowing your vibe and how you want to feel. Are you the girl who lives for a twirl-worthy skirt and a bold print, or do you lean into those clean lines and crisp details that make you look put-together with zero effort? Maybe you’re after something that nails that sweet spot between comfort and chic—think soft, breathable fabrics that move with you, cute details like puff sleeves or cutouts, and lengths that work for everything from rooftop hangs to impromptu road trips. And don’t even get us started on versatility. The best day dresses are the ones you can dress up or down with a quick accessory switch: sneakers for that “daily windsor” on-the-go energy, strappy sandals when you’re feeling fancy, or a denim jacket slung over your shoulders for that cool-girl edge. Plus, day dresses are perfect for those spontaneous plans—the ones you say yes to before you even know where you’re going—because they’re always ready to keep up with your fearless spirit. Whether you’re shopping for yourself or hunting down the perfect gift, remember: the right dress isn’t just an outfit, it’s a whole mood. If you’re craving even more inspo or want to see what’s trending right now, check out our Style Dresses page for all the latest looks.
So, here’s to the girls who turn the sidewalk into a runway and treat every day like a special occasion. Day dresses are your ticket to feeling fabulous from sunrise to sunset, no matter what’s on your calendar. They’re the kind of pieces you reach for when you want to look cute without trying too hard, when you want to move through the world with a little extra pep in your step, and when you want to remind yourself—and everyone else—that you’re that girl. And if you ever need a little extra hype, just remember your Windsor besties are always here to gas you up and keep those good vibes rolling.