Date Night Outfits
Ready to turn heads and break hearts? Date night outfits are all about making a statement, and girl, we've got the looks that will have you feeling like the main character of your own rom-com. Whether you're going for that sultry allure or playful charm, our collection is packed with pieces that scream confidence and style. From flirty skirts to daring dresses and tops that tease just right, these outfits are your ticket to an unforgettable night out. Go ahead, Windsor girl—make every date night legendary!
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$59.90
A sage satin formal dress with a square neckline, high slit, and floor-length hem.
$69.90
A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.
$39.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$32.90
A lime yellow mesh mini dress with a cowl neckline and adjustable spaghetti straps for a chic night.
$39.90
A sultry black formal dress with rhinestone straps, cowl neckline, and a high slit.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$79.90
A white taffeta mini dress featuring a detachable bow with a dramatic train for stunning entrances.
$32.90
A sage satin mini dress with an off-the-shoulder neckline and flattering A-line silhouette.
$34.90 - $42.90
A black crepe halter jumpsuit with a plunging V-neckline and sexy midriff cutout.
$79.90
A pink mini dress with faux pearl embellishments, cowl neckline, and strappy open-back design.
$84.90
A strapless white bodycon mini dress with beaded mesh fabric, perfect for modern brides or formal events.
$52.90
A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.
$9.97 $22.90 56% off
A sleek black faux leather mini skirt with a high waist, front slit, and hidden back zipper.
$19.97 $39.90 50% off
A chic white glitter lace bodycon dress with adjustable straps and an asymmetric hem.
$46 $64.90 29% off
A black crepe formal dress with puff sleeves, lace-up back, and high-cut slit for prom.
$69.90
A white bodycon mini dress adorned with iridescent rhinestones and faux pearl embellishments.
$36.90
A brown floral flocked bodysuit with a sweetheart neckline and adjustable straps in mesh knit fabric.
$19.97 $54.90 64% off
A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.
$39.90
An on-trend burgundy satin mini dress with sheer balloon sleeves and a flattering bodycon silhouette.
$15.97 $54.90 71% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$99.90
A mint sequin scroll mermaid dress with a strappy back, perfect for prom or black-tie events.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$39.90
A navy blue knit mini dress featuring a sleeveless V-neck, padded bust, and ruched bodycon silhouette.
$15.97 $89.90 82% off
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$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.
$74.90
An exquisite mauve off-the-shoulder dress with a glitter knit fabric and elegant mermaid silhouette.
$29.90
A black crepe strapless bodycon dress with a pleated side seam and faux wrap skirt.
$39.90
A sheer white fishnet crop top adorned with mini rhinestones, perfect for standout style.
$15.97 $59.90 73% off
An orange strapless bodycon dress with ruched mesh fabric and a center back slit for elegance.
$54.90
A dazzling black midi dress with a glitter knit fabric, featuring a chic wrap hem and slit.
$35.90
A pink sleeveless bodycon midi dress with stretchy knit fabric and a flattering square neckline.
$19.97 $64.90 69% off
A dazzling white sequin party dress with a sweetheart neckline and adjustable spaghetti straps.
$46.90
A black bodycon midi dress with a square neckline, crafted from stretchy double-lined knit fabric.
$19.97 $64.90 69% off
A black taffeta skater dress with a low back bow and elegant square neckline.
$69.90
A black glitter crepe mermaid dress with cutout strappy bodice and high front wrap slit.
$59.90
A light blue strapless glitter party dress with a V-neckline, padded cups, and hidden pockets.
$48.90
A breezy white mini skater dress featuring eyelet knit fabric and a flirty tie-back detail.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$59.90
A denim mesh formal dress with a sweetheart neckline, lace-up back, and flattering ruched silhouette.
$42.90
A strapless black lace skater dress featuring a ruffled mini hem and stretch knit lining.
$32.90
A sultry black knit halter top featuring a plunge lace trim neckline and flattering corset bodice.
$52.90
A charcoal faux leather mini dress with a strapless neckline and eye-catching lace-up back.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$36.90
A black halter skater mini dress with stretchy rib knit fabric and a flattering silhouette.
$9.97 $39.90 75% off
A black bodycon mini dress with an asymmetrical hem, cutout bust, and sheer mesh sleeves.
$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
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 Navy Blue | Size: L | 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
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 Lime Yellow | Size: XS | 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
Date Night Outfits
When it comes to crafting the ultimate date night look, your vibe should be as unforgettable as the plans you’ve got lined up. Whether you’re headed for candlelit dinners, rooftop drinks, or a spontaneous adventure with your main squeeze, the right date night clothes can transform any evening into a total main character moment. The Windsor girl knows that confidence is the best accessory, and every piece in her closet is picked for the way it makes her feel—bold, magnetic, and totally unstoppable. She’s got her go-to ruched mini skirt for those nights when she wants to show off her legs, and that mesh one shoulder top (think @ellie✨: multi abstract print mesh one shoulder ruched top / ruched mini skirt 💕) for when she’s aiming for a little extra drama. The beauty of shopping for date night windsor style is that you’re not just buying an outfit—you’re building a mood, a memory, and maybe even a little mischief. Whether you’re dressing for a first date or a long-time love, the right look sets the tone, and Windsor date night picks are all about making you feel like you’re stepping onto your own private runway.
The best part? Date night outfits from Windsor are totally versatile, making them perfect for gifting to your bestie, sister, or anyone who deserves a little extra sparkle in their life. If you’re shopping for yourself, think about the energy you want to bring—flirty, mysterious, or effortlessly cool. Maybe you’re all about that bodycon dress that hugs you in all the right places, or perhaps you’re vibing with a flowy skirt and a killer pair of boots for those late-night strolls under city lights. For the girls who love to layer, a sleek blazer over a chic top can instantly elevate your look, while a statement belt or bold earrings add that extra pop. The Windsor girl never forgets her finishing touches, so don’t sleep on the power of accessories to completely transform an outfit—think of them as the secret sauce to your style recipe. And if you’re ready to level up your look, check out our curated collection of Date Night Accessories for those final details that make your outfit totally unforgettable.
Every date is a chance to express your style and show up as your most authentic, radiant self. Windsor date night isn’t about blending in—it’s about standing out, turning heads, and making every moment count. The right outfit is more than just fabric; it’s your confidence booster, your hype squad, and your ticket to an epic night. Whether you’re slipping into a little black dress for a fancy dinner or keeping it playful with a floral mini and denim jacket, remember that comfort is key. You want to be able to dance, laugh, and live in the moment without a single wardrobe worry. So, embrace the adventure, trust your instincts, and let your outfit do the flirting for you. Every Windsor girl deserves to feel like she’s the star of her own love story—no matter where the night takes her.