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!
$42.90
A navy blue knit midi dress with a sleeveless cowl neckline and chic high front slit.
$89.90
A green satin formal dress with a pleated cowl neckline, empire waist, and high front slit.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$59.90
A royal blue sequin bodycon mini dress with adjustable straps and a lace-up open back.
$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 adjustable straps and ruched seams for a chic night out.
$49.90
A black crepe-lined 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.
$59.90
A stunning sage bodycon mini dress with sequin embroidery, halter straps, and an open lace-up back.
$54.90
A mauve satin maxi dress 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.
$69.90
A stunning black glitter-knit mermaid dress with an off-the-shoulder neckline and sultry side slit.
$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.
$46.90
A black glitter crepe knit mini dress with sheer mesh sleeves and a sweetheart neckline.
$77 $109.90 30% off
A stunning green sequin scroll dress with a lace-up back and mermaid silhouette for formal events.
$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 with iridescent rhinestones and faux pearls on sheer mesh fabric.
$54.90
A green satin midi dress with a corset seam bodice and faux wrap hem for formal occasions.
$89.90
A dazzling periwinkle sequin lace party dress featuring a lace-up back and skater silhouette.
$39.90
An on-trend burgundy satin mini dress with sheer balloon sleeves and a flattering bodycon silhouette.
$79.90
A black knit mermaid dress with glitter, cowl neckline, and high slit for formal occasions.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and elegant asymmetrical hem.
$19.97 $54.90 64% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$69.90
A periwinkle mesh off-the-shoulder dress with ruched seams and a mermaid silhouette.
$9.97 $42.90 77% off
A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.
$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.
$59.90
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$74.90
An elegant red glitter knit mermaid dress with an off-the-shoulder neckline and high front slit.
$38.90
A red knit mini dress with a sleeveless square neckline, pleated bust, and A-line silhouette.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$59.90
A black crepe mermaid dress with a square halter neckline and elegant high front slit.
$109.90
A black sequin bodycon dress with a high slit, adjustable straps, and padded bust for formal events.
$74.90
A burgundy satin formal dress featuring a cowl neckline, waist cutout, and thigh-high slit.
$59.90
A black glitter mesh mini dress with sheer ruffled sleeves, sweetheart neckline, and open back.
$46.90
A lavender mini dress with floral sequin embellishments, tulle straps, and a lace-up back.
$54.90
A chic black midi dress with a glitter knit fabric, featuring a wrap hem and flirty slit.
$46 $64.90 29% off
A black taffeta skater dress with a low back bow and elegant square neckline.
$42.90
A sultry pink strapless mesh mini dress with ruffle trim and bodycon silhouette for standout style.
$49.90
A pink mesh mini dress adorned with faux pearls and rhinestones, featuring adjustable spaghetti straps.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$89.90
A yellow mini dress with faux pearl embellishments, halter cowl neckline, and bodycon fit.
$35.90
A white knit bodycon midi dress featuring a square neckline, spaghetti straps, and side ruched seams.
$69.90
A bold black mesh mini dress with studded rhinestones, ruching, and sheer long sleeves.
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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: XL | 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 Navy Blue | Size: L | 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 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.