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.
$34.90
A black crepe halter jumpsuit with a plunging V-neckline and flattering straight-leg pants.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$46.90
A chic black cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$39.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$35.90
A black knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.
$39.90
A trendy black lace romper with a plunging V-neck and ruffled mini-length overlay.
$59.90
A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.
$44.90
A chic black skater romper with a lace back, wrap-front, and adjustable spaghetti straps.
$29.90
A black low-rise shorts with rhinestone embellishments and stretchy cotton-blend knit fabric.
$34.90
A black sheer lace mini skort featuring a drop waist, tiered ruffles, and hidden fitted shorts.
$49.90
An edgy black romper featuring a strapless corset bodice, grommet trim, and ruffled mesh overlay.
$99.90
A black crepe knit mini dress with off-the-shoulder floral accents and a bodycon silhouette.
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Show off dreamy boho vibes this festival season in this trendy lace romper. The plunging V-neck and open back bring the sultry look, while the ruffled mini-length overlay adds that sweet flirty style. Fit & FeaturesSheer lace fabric with knit lining, high stretch, Sleeveless plunging V-neckline, bar strap accent, Halter tie-back spaghetti straps, open back, lower tie-back straps, Drop waist seam, Ruffled tiered mini-length overlay, fitted shorts, Romper in size small is 28" shoulder to hem with a 7.5" front rise and a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boho Dreamer Ruffled Lace Romper in Ivory | Size: S | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Refresh your look with this fab flirty skater romper that is perfect for parties! It features a sleeveless V-neckline with a wrap-front design, adjustable spaghetti straps that lead to a sheer lace back with a lower back cutout, a fitted high waist with a skater skirt overlay, and relaxed-fitting shorts. The woven fabric includes a knit lining at the bust. Style this romper with clear heels. Fit & FeaturesSleeveless V-neckline, wrap-front design, Adjustable spaghetti straps, Sheer lace back, zipper closure, lower back cutout, Fitted high waist, elasticized back waistband skater skirt overlay, Relaxed-fitting shorts, Woven fabric, knit lining at the bust, no stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Lace Back Skater Romper in Black | Size: S | Knit Fabric/Sheer Lace Fabric/Woven Fabric
Classic and cute, this polka dot knit romper will be a summertime staple. Designed with a strapless neckline, drop waist, and tiered ruffled overlay, pair with strappy mules. Fit & FeaturesKnit fabric, Polka dot print, Strapless straight neckline, Drop waist design, Tiered ruffled mini-length overlay, Hidden fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic Cutie Polka Dot Ruffled Knit Romper in Black | Size: L | Knit Fabric
This lace plunge halter romper is here to make every entrance count. The open strappy tie back and ruffle details bring that effortlessly cool-girl vibe you’ll want on repeat. Fit & FeaturesSmooth knit stretch fabric, shorts lining, Plunge lace trim halter neckline, tie closure, Open strappy tie back design, Ruffled mini-length skirt overlay, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Meets Glam Lace Trim Ruffle Romper in Black | Size: L | Knit Fabric
Soft lace meets bold confidence. With its flirty halter neckline and flowy ruffle shorts, this romper was made for dancing and camera flashes. Fit & FeaturesLace-lined fabric, moderate stretch, Halter plunge neckline, tie straps, Open back, Form-hugging, Ruffled mini hem, shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Crush-Worthy Moves Lace Halter Romper in Black | Size: L
Chanel a popular 50s iconic look in this halter plunge skater romper perfect for themed parties or summer holidays! With a flattering halter neckline and charming tie closure, this romper will create a stunning silhouette. The skater shape and short hem add to its playful appeal. Complete the look with hoop earrings. Fit & FeaturesSmooth cotton-blend knit fabric, moderate stretch, Halter plunge neckline, tie closure, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor 50s Icon Halter Plunge Neck Skater Romper in Black | Size: M | Cotton/Knit Fabric
One take in this skater romper and you'll be so obsessed! With a flirty tie back design and flattering skater silhouette, this romper will be your favorite style for brunch to parties! Fit & FeaturesKnit fabric, moderate stretch, Adjustable spaghetti straps, Ruffle V-neckline, Tie-back design, Skater silhouette, Ruffle layered short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor One Take V-Neck Ruffle Skater Romper in Black | Size: L
Made to dazzle from every angle, this rhinestone romper is the ultimate glow-up. The sleek zip-up front and body-hugging fit keep it equal parts sultry and glam. Fit & FeaturesKnit fabric, high stretch, All-over tonal rhinestone embellishments, Mock neckline, Zip-front design, Long fitted sleeves, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sultry Sparkle Rhinestone Zip-Up Romper in Black | Size: S
Flirty, flowy, and low-key iconic. This romper’s deep neckline and twirl-worthy shorts bring main feed energy to your night-out lineup. Fit & FeaturesSlinky knit stretchy fabric, Halter plunge neckline, tie straps, Open back, Flowy shorts hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kiss the Spotlight Halter Romper in Burgundy | Size: XS | Knit Fabric/Stretchy Fabric
Not your average romper. This strapless corset romper serves up sleek denim structure with a flirty twist—tiered leopard ruffles that bring all the drama. Perfect for a party or concert when you want to mix fierce with playful. Fit & FeaturesDenim fabric, leopard print mesh fabric, Strapless sweetheart neckline with trim, Corset-style bodice, stitch detailing, Back zipper closure, Form-hugging fit, Tiered ruffled mini-length hem, shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild Streak Denim Corset Romper in Leopard | Size: M | Mesh Fabric/Mesh Fabric