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.
$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.
$38.90
A glamorous black lace bustier with padded cups, rhinestones, and sequins for a stunning night out.
$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.
$54.90
A stunning red mesh corset dress with a sweetheart neckline and high side slit for formal events.
$49.90
A black crepe 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 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 sexy midriff cutout.
$19.97 $39.90 50% off
A chic white glitter lace bodycon dress with adjustable straps and an asymmetric hem.
$69.90
A white bodycon mini dress adorned with iridescent rhinestones and faux pearl embellishments.
$35.90
A pink 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.
$84.90
A black glitter knit mermaid dress with a bow-back design and floor-length train for formal occasions.
$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.
$69.90
A black lace mesh formal dress featuring a plunge V-neckline and high-side slit.
$89.90
A black knit mermaid dress featuring an off-the-shoulder neckline and dramatic high front slit.
$15.97 $54.90 71% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$119.90
An elegant denim tulle gown with glitter sequins, strappy back, and a flattering A-line silhouette.
$59.90
A stunning black formal dress with a cowl neck, mermaid silhouette, and elegant lace-up back.
$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 striking red knit mermaid dress featuring a halter V-neckline and dramatic strappy open back.
$69.90
A bold black mesh mini dress with studded rhinestones, ruching, and sheer long sleeves.
$79.90
An elegant strapless mermaid dress in gold satin with a high wrap slit for formal occasions.
$35.90
A white knit bodycon midi dress featuring a square neckline, spaghetti straps, and side ruched seams.
$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.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$89.90
A black bodycon dress with faux pearl and beaded accents, featuring sheer sleeves and a wrap hem.
$19.97 $79.90 75% off
A black velvet mermaid dress with a sweetheart neckline and glitter accents for formal occasions.
$14.97 $59.90 75% off
A black bodycon mini dress with rhinestone embellishments, featuring a V-neckline and sheer sleeves.
$9.97 $42.90 77% off
A chic black strapless midi dress with a cowl-draped neckline and asymmetric hem for allure.
$19.97 $69.90 71% off
An olive satin formal dress with glitter, lace-up detail, and a curve-hugging slim silhouette.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$54.90
An elegant white mesh midi dress featuring faux pearl embellishments, off-the-shoulder neckline, and bodycon fit.
$45.90
A burgundy mesh mini dress with lace trim and a flattering bodycon silhouette.
$19.97 $74.90 73% off
A black crepe mermaid dress with sheer lace panels and a sweetheart neckline for formal events.
Now Trending
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 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.