Drop Waist Gowns
Get ready to turn heads and make waves with our stunning collection of drop waist gowns! Perfect for the Windsor girl who knows how to blend elegance with a touch of sass, these gowns are the ultimate style statement. With their effortlessly chic silhouette, drop waist gowns create a flattering fit that screams confidence and sophistication. Whether you're heading to a glamorous event or just want to feel fabulous for a night out, these gowns are your go-to for making unforgettable memories. So go ahead, strut your stuff and let the world see you shine!
$69.90
A charming ivory floral skater dress featuring a lace-up corset bodice and sheer lace trims.
$64.90
A sage skater dress with a lace-trimmed sweetheart neckline and adjustable lace-up back.
$64.90
An elegant black velvet skater dress with an off-the-shoulder neckline and pleated silhouette.
$19.97 $34.90 43% off
A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.
$19.97 $39.90 50% off
A chic black mini dress with a drop waist and pleated bubble hem for a flirty vibe.
$9.97 $59.90 83% off
A black satin skater dress with a bustier bodice, sweetheart neckline, and adjustable straps.
$54.90
An ivory satin skater dress with a halter neckline, drop waist, and bubble hem for semi-formal events.
$52.90
A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.
$46.90
A chic black chiffon skater dress featuring a lace halter neckline and mesh corset bodice.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$42.90
A red gingham skater dress with lace trim and button details for a charming spring look.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$19.97 $59.90 67% off
A strapless black taffeta skater dress with a sweetheart neckline and chic drop waist seam.
$20.97 $46.90 55% off
An ivory chiffon skater dress featuring a smocked bodice, cutout accent, and breezy long sleeves.
$19.97 $44.90 56% off
A light blue skater dress with tie shoulder straps, lace-up back, and flattering drop waist seam.
$49.90
A cute ivory floral skater dress with a corset bodice and flared short-length hem.
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
Drop Waist Gowns
Let’s be real—drop waist gowns are having their main character moment, and babe, you’re about to steal the show. There’s just something about that carefree, elongated silhouette that brings total “I woke up like this” energy to every entrance, whether you’re gliding into a gala or dancing the night away at a rooftop soirée. The drop waist style is iconic for its ability to flatter every vibe: it skims over your curves, then flows out with drama and movement right where you want it. Think of it as your secret weapon for turning heads and breaking hearts, all while serving up major comfort. From a drop waist satin gown that shimmers under the lights to a corswt deop waist gwon with layers that twirl with every step, these dresses are all about letting your confidence do the talking. And honestly, who doesn’t want to feel like the main event, no matter where the night takes you?
If you’re shopping for yourself (because you absolutely deserve it), or if you’re on the hunt for a gift that’ll have your bestie texting you heart emojis for days, drop waist gowns are a total win. They’re the go-to for anyone who loves a modern twist on timeless glam—think prom queen energy, bridal after-party, or that “just got invited to a mysterious rooftop party and need to look iconic” kind of situation. The windsor drop waist dress collection is packed with options that let you play with textures, colors, and details, whether you’re all about ruffle sleeves, sleek satins, or a little extra sparkle. Picture yourself twirling in a drop waist formal gown, champagne in hand, while everyone else is still figuring out what to wear. Or maybe you’re gifting the @kaylee: women's drop waist ruffle sleeve mini skater dress! to your ride-or-die, knowing she’ll rock it at every event on her calendar. Drop waist gowns aren’t just dresses—they’re a whole vibe, a confidence boost, and a ticket to unforgettable nights.
And if you’re obsessed with the drop waist look but want something a little more laid-back for brunches, date nights, or spontaneous adventures, there’s a whole world of Drop Waist Casual Dresses waiting for you. Whether you’re aiming for effortless glam or statement-making drama, these pieces are your passport to feeling unstoppable. So go ahead—embrace the drop waist magic, make every entrance count, and remember: you’re not just wearing a gown, you’re setting the scene for your next big story.