Preppy Dresses
Get ready to channel your inner Blair Waldorf with a collection of preppy dresses that scream sophistication with a cheeky twist! Whether you're strutting through campus or brunching with the squad, these styles are all about crisp lines, playful patterns, and timeless elegance. Think classic meets modern with a dash of fearless flair. From pleated skirts to tailored silhouettes, each dress is your ticket to turning heads and setting trends. So go ahead, unleash your preppy persona and let those good vibes roll!
$19.97 $32.90 39% off
A pink strapless mini dress in stretchy knit fabric featuring a pleated bust and flowy A-line silhouette.
$9.97 $36.90 73% off
A pink ribbed knit skater dress with an off-the-shoulder folded neckline and long fitted sleeves.
$59.90
A pink floral woven mini dress featuring a corset-style bodice, lace trim, and adjustable straps.
$59.90
A pink floral woven dress featuring a corset-inspired bodice, ruffled trim, and a flared skater skirt.
$69.90
A white floral satin mini dress featuring a structured sweetheart neckline and pleated A-line silhouette.
$64.90
A flirty ivory floral mini dress featuring puff sleeves, a sweetheart neckline, and a tiered ruffle hem.
$20.97 $46.90 55% off
An ivory mesh skater dress featuring dainty polka dots, ruffled tiers, and a lace-up open back.
$54.90
A pink floral eyelet mini dress featuring a corset bodice, lace-up back, and ruffled trim.
$59.90
A blue floral applique mini dress featuring a mesh-lined fabric, V-neckline, and lace-up back.
$49.90
A light blue gauze skater dress featuring a ditsy floral print, smocked bodice, and lace-trimmed tiers.
$69.90
A white floral skater dress featuring a lace-up back, square halter neckline, and hidden side pockets.
$34.90
An eyelet knit mini dress in white featuring puff sleeves, a tie-front cutout, and an A-line silhouette.
$46.90
A white floral eyelet skater dress with flutter sleeves, tiered A-line silhouette, and tie-back detail.
$54.90
An ivory floral skater mini dress in woven fabric with a lace-up back and scalloped V-neckline.
$44.90
A pink floral jacquard mini dress featuring puff sleeves, a ruched bust, and a flirty back tie.
$79.90
A white gingham taffeta mini dress featuring a lace-up back, bubble hem, and spaghetti straps.
$39.90
A structured white mini dress featuring a square neckline, adjustable bow straps, and smooth stretch scuba fabric.
$52.90
A white eyelet floral mini dress featuring a tiered skater silhouette, adjustable straps, and smocked back.
$54.90
A blue floral woven skater dress featuring tiered ruffles, a plunging V-neckline, and open cross-back.
$39.90
A white eyelet knit skater dress featuring a halter tie-back, V-neckline, and partially open back.
$32.90 - $34.90
An off-the-shoulder orange satin mini dress with a flattering A-line silhouette and smooth knit lining.
$79.90
A white mini dress with faux pearl embellishments, strappy open-back, and a bodycon silhouette.
$38.90
A wine-colored mini dress featuring a pleated bust, square neckline, and smooth knit A-line silhouette.
$49.90
A strapless pink denim mini dress featuring a sweetheart neckline, pleated hem, and skater silhouette.
$39.90
A sage ribbed knit midi dress featuring a tie-back halter neckline, open back, and curve-hugging silhouette.
$37.90
An off-the-shoulder light blue mini dress in smooth knit fabric with a fitted A-line silhouette.
$34.90
A brown polka dot mini dress featuring a sweetheart neckline, mesh-lined fabric, and curve-hugging fit.
$52.90
A pink mini dress featuring sequin butterfly patterns, mesh fabric, lace-up back, and adjustable straps.
$36.90
A blue knit mini dress featuring a ruched bust, sweetheart neckline, and flattering A-line silhouette.
$109.90
A navy blue A-line formal dress with floral glitter, sequins, and a lace-up back.
$44.90
A strapless pink mini dress featuring burnout velvet, a form-hugging bodice, and tiered ruffled hem.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$39.90
A pink rib knit halter midi dress featuring a bodycon silhouette, open back, and side slit detail.
$54.90
A pink eyelet knit skater dress featuring an off-the-shoulder neckline, ruffle trim, and smocked bodice.
$49.90
A pink satin mini dress featuring a polka dot pattern, high neckline, and attached flowing scarf detail.
$99.90
A yellow floral jacquard mermaid dress featuring a lace-up back, V-neckline, and adjustable straps.
$64.90
A lavender floral woven mini dress featuring lace trim, a corset bodice, and lace-up back detail.
$64.90
A burgundy velvet short dress featuring an off-the-shoulder neckline, drop waist, and pleated skater silhouette.
$36.90
A strapless pink mini dress featuring a satin-like knit fabric and flattering A-line silhouette.
$59.90
A pink strapless mini dress featuring sequin floral embroidery, mesh overlay, and a bodycon silhouette.
$9.97 $49.90 80% off
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$36.90
A navy blue knit mini dress featuring a V-neckline, adjustable straps, and side ruching for a flirty silhouette.
$32.90
A white eyelet knit skater dress featuring a square neckline, spaghetti straps, and a double-layered skirt.
$39.90
A black knit skater dress featuring a mock neck and fitted long sleeves for a cozy look.
$37.90
A yellow lace A-line mini dress featuring sheer flutter sleeves and a romantic sweetheart neckline.
$39.90
A strapless pink mini dress in stretchy knit fabric with ruching and a romantic lace-up back.
$59.90
A strapless ivory mini dress in floral brocade with a dramatic tie-back and skater silhouette.
$45.90
A pink floral mini dress featuring a silky knit fabric, strapless neckline, and cascading ruffled side sash.
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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 Yellow | Size: XS | Knit Fabric/Satin Fabric
Windsor Senorita Mesh Strappy Mini Dress in Light Blue
$23 $32.90
30% off
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 Light Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
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:Prom, 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
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
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: XL | Knit Fabric/Mesh Fabric/Mesh Fabric
Minimal, but never boring. This sleek mini skirt brings the heat with a flirty slit and body-hugging fit made for going out or dressing up your everyday looks. Fit & FeaturesStretchy and smooth knit fabric, High-rise elasticized waistband, Mini-length hem, short front slit, Bodycon silhouette, 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
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 Black | Size: M | Knit Fabric
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 Yellow | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
The mini dress features a sleeveless square neckline with a pleated bust, spaghetti straps, and an A-line silhouette. Complete outfit with a sleek rhinestone clutch. Fit & FeaturesSmooth knit fabrication with full knit lining, Sleeveless square neckline, Pleated bust, Spaghetti straps, A-line silhouette, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Sophistication A-Line Pleated Mini Dress in Wine | Size: L | Knit Fabric/Rhinestone
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, Runs true to size, Where to Wear:School dances, date nights, bachelorettes, birthdays, cocktail parties, rooftop hotel bars, GNO, parties Free Shipping on All Orders Over $75. | Windsor Paige Rhinestone Formal Bodycon Mini Dress in Red | Size: XL | Knit Fabric/Rhinestone