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.
$46 $64.90 29% off
A black crepe formal dress with puff sleeves, lace-up back, and high-cut slit for prom.
$42.90
A sleek black knit midi dress with a cowl neckline, spaghetti straps, and a chic high slit.
$69.90
A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$32.90
A sultry red mesh mini dress with a cowl neckline and adjustable spaghetti straps for chic nights.
$54.90
A stunning red mesh corset dress with a sweetheart neckline and high side slit for formal events.
$59.90
A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.
$49.90
A black crepe formal dress with a sleeveless square neckline and a high-cut front slit.
$59.90
A black glitter knit formal dress with a cowl neck, cross back, and high front slit.
$54.90
A mauve satin maxi 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 - $34.90
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.
$19.97 $39.90 50% off
A chic white glitter lace bodycon dress with adjustable straps and an asymmetric hem.
$35.90
A pink knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.
$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.
$46.90
A black strapless romper with rhinestone embellishments and a form-hugging silhouette for standout style.
$149.90
A luxurious pink mesh formal dress adorned with faux pearl beading and a chic cowl neckline.
$49.97 $99.90 50% off
A strapless black sequin formal dress with a lace-up back, high slit, and A-line silhouette.
$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.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$89.90
A black knit mermaid dress featuring an off-the-shoulder neckline and dramatic high front slit.
$59.90
A stunning black formal dress with a cowl neck, mermaid silhouette, and elegant lace-up back.
$119.90
An elegant denim tulle gown with glitter sequins, strappy back, and a flattering A-line silhouette.
$15.97 $54.90 71% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$79.90
An elegant black knit mermaid dress featuring a glitter pattern, cowl neckline, and high front slit.
$9.97 $42.90 77% off
A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.
$15.97 $89.90 82% off
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$19.97 $64.90 69% off
A chic white bodycon dress with mesh fabric and faux pearl embellishments, perfect for formal events.
$19.97 $59.90 67% off
A dazzling yellow glitter knit formal dress with a high slit and floor-length silhouette.
$74.90
A chic burgundy satin dress with a cold shoulder design and ruched mermaid silhouette.
$59.90
A glamorous black bodycon dress featuring glitter knit fabric, off-the-shoulder neckline, and high slit.
$59.90
A sleek eggplant column dress with a cutout accent and high slit for sultry allure.
$109.90
A black sequin bodycon dress with a high slit, adjustable straps, and a floor-length hem.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$69.90
A bold black mesh mini dress with studded rhinestones, ruching, and sheer long sleeves.
$14.97 $109.90 86% off
An orange sequin bodycon dress with a high neckline, open back, and high front slit.
$69.90
A striking red knit mermaid dress featuring a halter V-neckline and dramatic strappy open back.
$89.90
A yellow mini dress with faux pearl embellishments, halter cowl neck, and bodycon fit.
$35.90
A white knit bodycon midi dress featuring a square neckline, spaghetti straps, and side ruched seams.
$14.97 $54.90 73% off
A chic black crepe formal dress featuring waist cutouts and a high side slit for allure.
$54.90
A yellow sleeveless formal dress with a cowl neckline and a slim, floor-length silhouette.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$109.90
An elegant green satin A-line dress featuring an open tie-back and high front slit.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$14.97 $59.90 75% off
A black bodycon mini dress with rhinestone embellishments, featuring a V-neckline and sheer sleeves.
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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
Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/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: L | Knit Fabric/Mesh Fabric/Sheer Mesh 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
This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Wine | Size: XS | Knit 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
Elegant Date Night Outfits
When you’re planning that perfect windsor date night, the outfit you choose is more than just fabric—it’s your mood, your vibe, and your secret weapon for turning heads all evening long. The right look doesn’t just complement your figure; it sets the tone for the whole night, whether you’re headed to a candlelit rooftop dinner, a spontaneous city adventure, or a low-key wine bar where the lighting is as soft as your favorite playlist. Picking an elegant date night outfit is all about finding that sweet spot between dressed up and effortless, where you feel like the main character in your own romcom. Think silky silhouettes that catch the light just right, flirty necklines that hint at a little mischief, and details—like a daring slit or delicate lace—that make you want to twirl in front of your mirror for just a minute longer. These are the pieces that make you feel unstoppable, whether you’re out with your longtime love or making memories with your besties on a girls’ night out.
Choosing an outfit for a special evening isn’t just about style—it’s about the experience you want to create. Maybe you’re gifting a jaw-dropping dress to your BFF who’s finally meeting her crush, or maybe you’re treating yourself to something stunning because, honestly, you deserve it. Elegant date night outfits make unforgettable gifts for birthdays, anniversaries, or those “just because” moments when you want to remind someone how fabulous they are. And let’s be real, there’s something about slipping into a perfectly-fitted dress or a chic matching set that just hits different. It’s the confidence boost you need to own the night, whether you’re dancing until the sun comes up or sharing secrets over dessert. When you’re shopping for that magic look, pay attention to how the fabric feels against your skin, how the color makes your eyes pop, and how the fit lets you move (and maybe even break out your signature dance moves). Add some statement jewelry, a killer pair of heels, and a swipe of your boldest lipstick, and you’re ready for whatever the night brings.
No matter your plans, your style, or who you’re out with, elegant date night outfits are all about embracing the moment and making it yours. They’re for the bold, the playful, and the ones who love a little drama—in their wardrobe and their love stories. If you’re on the hunt for more inspo or want to see how other Windsor girls are styling their looks, check out our curated collection of Romantic Date Night Outfits for even more ways to make your next night out unforgettable. Whether you’re going for timeless elegance or a look that’s totally trendsetting, we’re here to make sure you shine, from the first toast to the last laugh.