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.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$99.90
A black crepe knit mini dress with off-the-shoulder floral accents and a bodycon silhouette.
$44.90
A strapless black lace romper featuring a pleated mini hem and flattering, waist-accentuating silhouette.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$29.90
A black floral mesh crop top featuring long sleeves, a tie-front closure, and a dramatic ultra-cropped hem.
$34.90
A black denim skort with a mid-rise waist, bodycon fit, and edgy studded pocket trim.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$34.90
A pair of black tropical print wide-leg pants crafted from stretchy knit fabric for a bold vacation look.
$15.97 $34.90 54% off
A sheer black chiffon kimono featuring relaxed short sleeves and a tie-front open design.
$39.90
A black tropical print maxi skirt in stretchy knit fabric featuring a high front slit and flowy silhouette.
$29.90
A black tropical print crop top featuring a tie-front closure, long sleeves, and stretchy knit fabric.
$32.90
A sheer black crochet knit topper with long flared sleeves and an ultra-cropped hem for layering.
$26.90
A pair of black crochet knit shorts featuring a sheer design and low-rise drawstring waist.
$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.
$34.90 - $42.90
A black crepe jumpsuit with a plunging V-neckline, midriff cutout, and halter neck design.
$35.90
A black knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.
$46.90
A black strapless romper with rhinestone embellishments and a form-hugging silhouette for standout style.
$44.90
A chic black skater romper with a lace back, wrap-front, and adjustable spaghetti straps.
$69.90
A bold black mesh mini dress with studded rhinestones, ruching, and sheer long sleeves.
$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.
$44.90
A black mini dress featuring a sheer mesh waist insert, ruffled side sash, and curve-hugging bodycon fit.
$26.90
A black knit halter crop top featuring an open back, beaded accents, and a sheer cropped hem.
$59.90
A black woven glitter knit mini dress with a strapless sweetheart neckline and detachable bow accent.
$9.97 $42.90 77% off
A chic black strapless midi dress with a cowl-draped neckline and asymmetric hem for allure.
$64.90
An elegant black mesh dress featuring an off-the-shoulder neckline, sheer long sleeves, and a high side slit.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$34.90
A black crochet knit crop top featuring flare long sleeves and a flattering tie-front design.
$29.90
A black knit mini skort featuring a belted wrap-front design and hidden fitted shorts for comfort.
$49.90
An edgy black romper featuring a strapless corset bodice, grommet trim, and ruffled mesh overlay.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
$74.90
A black mesh mermaid dress featuring a plunging halter neckline, high side slit, and elegant ruching.
$19.97 $64.90 69% off
A black knit mermaid dress with an off-the-shoulder neckline and ruched bodice for formal occasions.
$19.97 $59.90 67% off
A stunning black lace dress featuring a high side slit and an elegant open-back design.
$42.90
A black glitter mini dress with off-the-shoulder neckline, sheer sleeves, and ruching details.
$9.97 $44.90 78% off
A black velvet glitter mini dress with a one-shoulder neckline and wrap-around waist cutout.
$9.97 $49.90 80% off
A black velvet mini dress with a twist accent, open back, and chic side slit.
$64.90
A black velvet mermaid dress with glitter, corset bodice, and adjustable spaghetti straps.
$59.90
A black mini dress with sequin embroidery, dual waist cutouts, and a bold open back.
$26.90
A floral halter crop top in black mesh with a cowl neckline and tie strap.
$34.90
A black glitter knit mini dress with a strapless neckline and bodycon fit for standout style.
$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
Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone
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
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: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone
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 Red | Size: XS | Knit Fabric/Satin 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 Green | Size: M | Knit Fabric/Mesh Fabric