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.
$39.90
A black ribbed knit romper featuring a sleeveless design, zip-up collar, and form-hugging silhouette.
$74.90
A black mesh mermaid dress featuring a plunging halter neckline, high side slit, and elegant ruching.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$17.97 $44.90 60% off
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$9.97 $39.90 75% off
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$9.97 $49.90 80% off
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette for vacation vibes.
$9.97 $29.90 67% off
A black tropical print crop top in stretchy knit fabric with long sleeves and a sultry tie-front.
$26.90
A pair of black crochet knit shorts featuring a sheer design and low-rise drawstring waist.
$32.90
A sheer black crochet knit topper with long flared sleeves and an ultra-cropped hem for layering.
$46.90 - $49.90
A black high-waist cargo jogger with 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.
$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.
$44.90
A chic black skater romper with a lace back, wrap-front, and adjustable spaghetti straps.
$59.90
A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.
$29.90
A black low-rise shorts with rhinestone embellishments and stretchy cotton-blend knit fabric.
$89.90
A black bodycon dress with faux pearl beading, sheer sleeves, and a plunging sweetheart neckline.
$24.97 $59.90 58% off
A black woven glitter knit mini dress with a strapless sweetheart neckline and detachable bow accent.
$99.90
A black crepe knit mini dress with off-the-shoulder floral accents and a bodycon silhouette.
$9.97 $49.90 80% off
A black velvet mini dress with a twist accent, open back, and chic side slit.
$19.97 $59.90 67% off
A black sequin mini dress with a halter neckline, waist cutouts, and an open back.
$29.90
A black sheer lace dress featuring a sweetheart neckline and partially open back with tie straps.
$39.90
A high-rise black acid wash denim skort featuring a cross-wrap waist, buckled straps, and faux skirt overlay.
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Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric
The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric
Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow
$29.97 $109.90
73% off
Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette. Fit & FeaturesGlitter knit fabric, moderate stretch, Sleeveless cowl neckline, Spaghetti straps, cross back, Side pleated seam, slim silhouette, high front slit, Floor-length column silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Prom, black-tie weddings, galas, and upscale birthday events. Free Shipping on All Orders Over $75. | Windsor Amirah Formal Glitter Cowl Neck Column Dress in Green | Size: XS | Knit Fabric
The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Red | Size: XS | Knit Fabric/Mesh Fabric
Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Brown | Size: M | Knit Fabric/Satin Fabric
Stunning for brides and celebrations, the Savannah formal crepe dress showcases simplicity and chicness! With a form-hugging silhouette and sultry high front slit, this formal dress is perfect for an evening of elegance. Fit & FeaturesLined crepe fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Back zipper and hook-eye closure, Form-hugging silhouette, Front high-cut slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, red-carpet events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Savannah Formal Crepe Long Dress in Black | Size: XS