Elegant Date Night Dresses
Hey there, gorgeous! Ready to turn heads and make jaws drop on your next romantic escapade? Our collection of elegant date night dresses is here to ensure you steal the spotlight. Whether you're planning a candlelit dinner, a moonlit stroll, or dancing the night away, these dresses are your ultimate wing-woman. With styles that scream sophistication and silhouettes that hug in all the right places, you'll be serving looks that'll leave them speechless. So go ahead, doll yourself up and let your dress do the talking—because tonight, you're the main event!
$89.90
A green satin formal dress featuring a pleated cowl neckline, spaghetti straps, and a high front slit.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$42.90
A sleek black knit midi dress with a high front slit and sleeveless cowl neckline.
$69.90
A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.
$32.90
A chic black strapless mini dress with pleated bust and flowy A-line silhouette in stretchy knit.
$32.90
A sultry red mesh mini dress with a cowl neckline and adjustable spaghetti straps for chic nights.
$49.90
A black crepe-lined formal dress with a sleeveless square neckline and a high-cut front slit.
$32.90
An elegant white satin mini dress with an off-the-shoulder neckline and flattering A-line silhouette.
$59.90
A black glitter knit formal dress with a cowl neck, cross back, and high front slit.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$59.90
A black satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.
$52.90
A white mini bodycon dress with faux pearl embellishments and adjustable spaghetti straps.
$46.90
A black glitter crepe knit mini dress with sheer mesh sleeves and a sweetheart neckline.
$69.90
A stunning black glitter-knit mermaid dress with an off-the-shoulder neckline and sultry side slit.
$69.90
A white bodycon mini dress with iridescent rhinestones and faux pearls on sheer mesh fabric.
$46 $64.90 29% off
A black crepe formal dress with puff sleeves, lace-up back, and high-cut slit for prom.
$77 $109.90 30% off
A green sequin scroll dress with a plunging V-neckline and open lace-up back.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$15.97 $54.90 71% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$56.90
A black mesh mini dress with rhinestones, featuring a bodycon silhouette and sheer long sleeves.
$59.90
A glamorous black bodycon dress featuring glitter knit fabric, off-the-shoulder neckline, and high slit.
$64.90
A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.
$74.90
A stunning black mermaid dress with a glitter knit fabric and off-the-shoulder sweetheart neckline.
$59.90
A sleek eggplant column dress with a cutout accent and high slit for sultry allure.
$59.90
A black crepe mermaid dress with a square halter neckline and elegant high front slit.
$79.90
A white mesh mermaid dress adorned with faux pearls, featuring a cold shoulder neckline and ruched seams.
$109.90
A black sequin bodycon dress with a high slit, adjustable straps, and padded bust for formal events.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$19.97 $64.90 69% off
A black taffeta skater dress with a low back bow and elegant square neckline.
$54.90
A chic black midi dress with a glitter knit fabric, featuring a wrap hem and flirty slit.
$69.90
A bold black mesh mini dress with studded rhinestones, ruching, and sheer long sleeves.
$42.90
A black mesh mini dress with a plunging V-neckline and ruched bodycon silhouette.
$64.90
A sleek black knit mermaid dress featuring a scoop neckline, open back, and high front slit.
$15.97 $64.90 75% off
A black satin slim fit dress with a square neckline and ruffled high-side slit.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$42.90
A strapless black lace skater dress featuring a ruffled mini hem and stretch knit lining.
$19.97 $59.90 67% off
An ivory mini dress with sheer mesh, faux pearl embroidery, and a cold-shoulder design.
$44.90
A white strapless mini dress featuring lace corset bodice, chiffon ruffled skater skirt, and sweetheart neckline.
$54.90
A blush sequin strapless mini dress with a bodycon silhouette, perfect for celebrations.
$149.90
A peach column dress with sequin beaded mesh, adjustable straps, and a high side slit.
$99.90
A yellow mermaid sequin dress with a cutout back, high slit, and adjustable spaghetti straps.
$19.97 $69.90 71% off
An olive satin formal dress with glitter, lace-up detail, and a curve-hugging slim silhouette.
$22.97 $49.90 54% off
A black bodycon mini dress with a lace-up back, pearl and rhinestone embellished mesh fabric.
$69.90
A luxurious denim satin formal dress featuring a cowl neckline, spaghetti straps, and a high slit.
$34.90
A chic black knit mini dress with halter straps, shoulder cutouts, and a bodycon silhouette.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$64.90
A wine velvet mermaid dress with a chic ruched halter neckline and partially open back.
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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
Elegant Date Night Dresses
When it comes to dialing up the wow factor for a night out, nothing sets the mood quite like slipping into an elegant date night dress. Whether you’re headed to a candlelit rooftop dinner, a chic cocktail lounge, or your favorite hidden speakeasy, your outfit is your secret weapon—the ultimate confidence boost that transforms a regular evening into a main-character moment. The Windsor girl knows that every date night is a chance to show up for herself, to turn heads, and to make memories that’ll have her smiling for weeks. Think silky satins that catch the city lights, curve-skimming midis that move with you, and luxe details that whisper “I’m the whole vibe.” These dresses aren’t just pieces of fabric—they’re the start of every good story, the answer to “what should I wear?” and the reason you’ll be a little late (but worth the wait). If you’re gifting, elegant date night dresses are a swoon-worthy surprise for your bestie, your sister, or anyone who deserves a little extra sparkle in their life. They’re the kind of present that says, “I see you, I love your style, and you deserve to feel like a goddess.”
Choosing the perfect windsor date night look is all about finding that sweet spot between dreamy and daring. Maybe you’re all about the drama—think thigh-high slits, flirty necklines, and bold colors that demand attention. Or maybe you’re vibing with something a little softer, like romantic lace, delicate ruching, or a classic little black dress with a twist. The beauty of an elegant date night dress is how it adapts to your mood, your plans, and your personal flavor. If you’re the planner of the group, you already know that the right dress can turn a simple dinner into a full-on event. And for the spontaneous souls, having a go-to stunner in your closet means you’re always ready for that last-minute “let’s go out” text. Don’t forget the little details—think statement earrings, strappy heels, and a clutch that holds just enough for a night of adventure. And if your date night is more about twirling solo on the dance floor with your crew, these dresses are made for that too. After all, the best nights are the ones you create, and the best outfits are the ones that make you feel unstoppable.
No matter where the evening takes you, Windsor is here to make sure you show up and show out. Our collection is curated for every vibe, every plan, and every kind of love story—whether it’s with your S.O., your ride-or-die, or just yourself. If you’re ready to turn up the romance and let your style do the talking, explore even more dreamy options on our Romantic Date Night Dresses page. From first dates to forever memories, we’re here to make sure your look is unforgettable, your confidence is sky-high, and your night is nothing short of iconic.