Black Vacation Outfits
Black vacation outfits are the ultimate power move for your getaway lineup—effortlessly chic, totally mysterious, and always ready for a little mischief. Whether you’re plotting rooftop cocktails or spontaneous adventures, these looks have your back and then some. Slip into all-black everything and let your confidence do the talking—because every Windsor girl knows the best memories are made when you show up bold, fearless, and just a little extra.
$35.90
A black knit mini dress featuring a pleated cowl neckline, spaghetti straps, and a bodycon silhouette.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$42.90
A black halter mini dress featuring a plunging neckline, open back, and draped front sash accent.
$42.90
A black mesh romper featuring rhinestone floral embellishments, ruffled tiers, and a plunging halter neckline.
$54.90
A black tropical print jumpsuit featuring a plunge cowl halter neckline, open back, and wide-leg fit.
$44.90
A black abstract print maxi dress featuring a strapless neckline, cutout details, and form-hugging mesh-lined fabric.
$36.90
A black crochet halter dress featuring a bodycon fit, cutout back, and playful fringe hem.
$46.90
A chic black cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.
$39.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$46.90
A black rhinestone-embellished strapless romper with a form-hugging silhouette and high waist seam.
$39.90
A trendy black lace romper with a plunging V-neck, open back, and ruffled mini-length overlay.
$29.90
A black low-rise shorts with rhinestone embellishments and stretchy cotton-blend knit fabric.
$39.90
A black knit romper featuring polka dots, a strapless neckline, and tiered ruffled overlay.
$89.90
A strapless black mini dress featuring jungle print beading, sequin embellishments, and a sweetheart neckline.
$22.90
A sleek black faux leather bodycon mini skort with a high-rise waist and stretchy knit lining.
$46.90
A black denim skort featuring lace-up sides, raw edge details, and a bodycon mini silhouette.
$54.90
A black knit romper featuring all-over rhinestones, a zip-up front, and a sleek, body-hugging fit.
$46.90
A black lace mini dress featuring a strapless corset bodice, sweetheart neckline, and ruffled hem.
$46.90
A pair of black pinstripe knit trousers featuring a low-rise waist, slim fit, and flared legs.
$26.90
A sleek black woven mini skort featuring a high-rise waist and hidden fitted knit shorts for comfort.
$169.90
A black floral beaded mermaid gown with a strapless sweetheart neckline and floor-length mesh-lined silhouette.
$29.90
A sheer black mesh crop top with crochet butterfly accents, bungee straps, and an open strappy back.
$24.90
A sheer black mesh crop top featuring long sleeves, a V-neckline, and a trendy tie-front closure.
$29.90
A black knit crop top featuring a deep V-neckline, fitted long sleeves, and a front twist knot.
$39.90
A black acid-wash denim mini skort featuring triple buckle straps, a side zipper, and hidden fitted shorts.
$49.90
A black glitter lace halter romper featuring a plunging neckline and tiered ruffle shorts for playful flair.
$39.90
A black textured knit skater dress featuring a sweetheart neckline, drop waist, and adjustable spaghetti straps.
$46.90
A black faux leather mini skort featuring a stacked belted design and built-in knit shorts lining.
$36.90
A black ribbed knit tank top featuring rhinestone Von Dutch graphics, studded trim, and a notched V-neckline.
$49.90
A black mesh and knit romper featuring a velvet flocked floral and animal print with halter neckline.
$22.90
An asymmetrical black knit top featuring a one-shoulder neckline, cutout details, and a cropped hem.
$27.90
A black halter tank top featuring a lace-up front, rose graphic, and form-hugging knit fabric.
$9.97 $39.90 75% off
A black woven mini skort featuring a mid-rise waist, bold belt detail, and fitted shorts.
$9.97 $38.90 74% off
A strapless black mini dress in stretchy knit with ruched bodycon fit, ruffle hem, and rhinestone belt.
$69.90
A black mesh column gown featuring a cowl neckline, hardware strap detail, and a high side slit.
$26.90
A black knit tube top featuring rhinestone Nashville script and a vintage motorcycle graphic for bold style.
$44.90
A sheer black lace maxi skirt featuring a flowy silhouette, low-rise waist, and side slit detail.
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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