Elegant Date Night Outfits
Cue the butterflies—your next big night out just found its main character energy. When it comes to elegant date night outfits, you deserve looks that turn every entrance into a moment and every glance into a compliment. Whether it’s candlelit dinners or rooftop rendezvous, these styles are here to make sure you’re unforgettable from the very first “hello.” Get ready to serve confidence, charm, and just the right amount of drama—because when you show up, all eyes are on you.
$59.90
A chic lavender satin dress with a form-fitting silhouette and high slit for upscale events.
$36.90
A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.
$42.90
A sleek black knit midi dress with a high slit, cowl neckline, and spaghetti straps.
$69.90
A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.
$32.90
A sultry red mesh mini dress with a cowl neckline and adjustable spaghetti straps for chic nights.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$36.90
An elegant black off-the-shoulder midi dress with a bodycon fit and flared hem in stretchy knit.
$49.90
A black crepe formal dress with a sleeveless square neckline and a high-cut front slit.
$59.90
A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.
$54.90
A stunning red mesh corset dress with a sweetheart neckline and high side slit for formal events.
$59.90
A black glitter knit formal dress with a cowl neck, cross back, and high front slit.
$14.97 $54.90 73% off
An elegant orange satin dress with a cowl neck, high slit, and sleek spaghetti straps.
$34.90 - $42.90
A black crepe halter jumpsuit with a plunging V-neckline and flattering straight-leg pants.
$32.90
An elegant white satin mini dress with an off-the-shoulder neckline and flattering A-line silhouette.
$84.90
A light blue strapless bodycon mini dress with beaded mesh fabric and elegant cowl neckline.
$39.90
A chic white glitter lace bodycon dress with adjustable straps and an asymmetric hem.
$59.90
A chic red satin formal dress featuring a cowl neck, high slit, and corset-style bodice.
$46 $64.90 29% off
A black crepe formal dress with puff sleeves, lace-up back, and high-cut slit for prom.
$74.90
A navy blue glitter knit mermaid dress with a square neckline and lace-up open back design.
$84.90
A black glitter knit mermaid dress with a bow-back design and floor-length train for formal occasions.
$69.90
A white bodycon mini dress adorned with iridescent rhinestones and faux pearl embellishments.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$149.90
A luxurious pink mesh formal dress adorned with faux pearl beading and a chic cowl neckline.
$89.90
A dazzling periwinkle party dress featuring sequin lace-mesh fabric and a flirty lace-up back.
$99.90
A strapless black sequin formal dress with a lace-up back, high slit, and A-line silhouette.
$46.90
A black strapless romper with rhinestone embellishments and a form-hugging silhouette for standout style.
$29.97 $99.90 70% off
A glamorous gold off-the-shoulder gown with a high slit and shimmery lurex knit fabric.
$69.90
A black lace mesh formal dress featuring a plunge V-neckline and high-side slit.
$39.90
An on-trend burgundy satin mini dress with sheer balloon sleeves and a flattering bodycon silhouette.
$59.90
A stunning black formal dress with a cowl neck, mermaid silhouette, and elegant lace-up back.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$79.90
An elegant black knit mermaid dress featuring a glitter pattern, cowl neckline, and high front slit.
$19.97 $54.90 64% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$89.90
An elegant black mermaid dress with a folded off-the-shoulder neckline and dramatic high front slit.
$9.97 $42.90 77% off
A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.
$19.97 $64.90 69% off
A chic white bodycon dress with mesh fabric and faux pearl embellishments, perfect for formal events.
$59.90
A yellow glitter knit formal dress with a high slit and floor-length, form-hugging silhouette.
$119.90
An elegant denim tulle gown with glitter sequins, strappy back, and a flattering A-line silhouette.
$59.90
A black glitter knit bodycon dress with an off-the-shoulder neckline and high slit design.
$29.97 $89.90 67% off
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$74.90
A chic burgundy satin dress with a cold shoulder design and ruched mermaid silhouette.
$38.90
A red knit mini dress with a sleeveless square neckline, pleated bust, and A-line silhouette.
$59.90
A sleek eggplant column dress with a cutout accent and high slit for sultry allure.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$109.90
A black sequin bodycon dress with a high slit, adjustable straps, and a floor-length hem.
$69.90
A striking red knit mermaid dress featuring a halter V-neckline and dramatic strappy open back.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$14.97 $109.90 86% off
An orange sequin bodycon dress with a high neckline, open back, and high front slit.
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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
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: XL | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
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 Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural | Size: XS | Knit Fabric
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
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Wine | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Elegant Date Night Outfits
There’s something about slipping into an elegant date night outfit that just hits different. It’s not just about looking stunning (though, let’s be real, that’s a major perk)—it’s about that little confidence boost you get when the fit is fire and you know you’re about to turn heads. Whether you’re getting ready for a candlelit dinner, rooftop cocktails, or a spontaneous adventure with your favorite partner in crime, picking the perfect look is all about finding that sweet spot between sophisticated and spicy. Think silky fabrics that catch the light just right, flirty details like a daring slit or a touch of lace, and silhouettes that hug in all the right places. These outfits aren’t just for romantic rendezvous, either. They’re made for celebrating milestones, birthday surprises, or even those “just because” nights when you want to remind yourself (and everyone else) that you’re absolutely that girl. For those moments when you want to serve main character energy, Windsor date night pieces are your go-to—because nothing says “I’m here to slay” quite like a look that’s equal parts glam and fearless.
Shopping for an elegant date night outfit is a whole experience, best served with a playlist that makes you feel unstoppable and maybe a little pre-glam selfie session. The best part? These pieces make amazing gifts, too. Whether you’re treating yourself (because self-love is always in style) or surprising your bestie who just scored a big promotion, a chic date night dress or a luxe top is the kind of present that keeps on giving. It’s for the girl who wants to make an entrance, the one who’s always down for a little mischief, and even for the friend who swears she has “nothing to wear” but somehow always manages to steal the spotlight. When you’re picking out your next look, think about what makes you feel like the most unstoppable version of yourself. Maybe it’s a sleek midi that lets your shoes do the talking, or a dramatic off-shoulder number that’s begging for a bold lip and a late-night adventure. Whatever your vibe, the right outfit is your wingwoman—she’s got your back, hypes you up, and makes sure you own every room you walk into.
Let’s be honest: the best date nights are the ones where you feel totally, unapologetically you. That’s why these elegant options are all about versatility—dress them up with sparkling accessories and sky-high heels, or keep it chill with a leather jacket and your favorite sneakers. The magic is in the details, from intricate necklines to unexpected pops of color and texture. And if you’re planning to gift one of these chic pieces, get ready for some serious gratitude—because giving the gift of confidence is basically the ultimate power move. Whether you’re plotting a night out with your crew, planning something special for your S.O., or just want to feel like your own muse, there’s a look here with your name all over it. Ready to make every night a little more unforgettable? Check out the full lineup of Date Night Outfits and get ready to serve looks, break hearts, and create memories that’ll have everyone talking.