Cocktail Maxi Dresses
Get ready to turn heads and steal the spotlight with our stunning collection of cocktail maxi dresses! Whether you're stepping into a chic soirée or dancing the night away at a glamorous event, these dresses are your ticket to unforgettable style. Flaunt your fabulousness in flowing silhouettes that effortlessly blend elegance with a dash of daring. Our cocktail maxi dresses are designed for the Windsor girl who knows how to make an entrance and leave a lasting impression. So, slip into something sensational and let the good times roll!
$54.90
A mauve satin maxi dress with a cowl neck, high slit, and sleek spaghetti straps.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.
$22.97 $49.90 54% off
An airy pink mesh maxi dress with a bold floral print and adjustable spaghetti straps.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$59.90
A dreamy white floral maxi dress with an open tie back and ruffled silhouette.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$49.90
An ivory woven off-the-shoulder maxi dress with a pleated flowy silhouette and drop waist seam.
$26.97 $59.90 55% off
A chic black maxi dress with a flowy silhouette, V-neck, and trendy color block panels.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$26.97 $59.90 55% off
A chic black satin maxi dress with a halter neckline and high front slit for bold elegance.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$19.97 $44.90 56% off
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$22.97 $49.90 54% off
A pink floral mesh maxi dress with a mermaid silhouette and adjustable spaghetti straps.
$9.97 $64.90 85% off
A black crepe off-the-shoulder dress with a corset bodice and high front slit.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and lace trim.
$59.90
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$109.90
A teal bodycon dress with a sequin scroll pattern, high slit, and adjustable spaghetti straps.
$46.90
A sultry brown maxi dress featuring a twist plunge V-neckline, cutout bodice, and ruffled slit.
$119.90
A mint sequin formal dress with a tie-back design, front slit, and padded cups for elegance.
$46.90
A black mesh maxi dress with a floral print, cowl neckline, and halter tie-back straps.
$22.97 $49.90 54% off
A sage woven maxi dress featuring a flirty bust tie and flowy ruffled silhouette.
$42.90
A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$32.90
A versatile black knit maxi dress with a sleeveless crew neck and flirty side slit.
$99.90
A coral sequin formal dress with a lace-up back, high slit, and floor-length mermaid silhouette.
$39.97 $176.90 77% off
A stunning yellow sequin gown with a lace-up corset and high side slit for formal events.
$42 $59.90 30% off
A green crepe formal dress featuring a slim silhouette, square neckline, and wrap-high front slit.
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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
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 Burgundy | Size: S | Stretchy Fabric/Rhinestone
Ella Cowl Neck Satin Dress in Orange
$19.97 $54.90
64% off
Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. Fit & FeaturesStretch satin lined fabric, Cowl neck, sleek spaghetti straps, Form-fitting silhouette, high-side slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners Free Shipping on All Orders Over $75. | Windsor Ella Cowl Neck Satin Dress in Orange | Size: S | Satin Fabric
Charming Presence Strapless Slit Floral Maxi Dress in Black
$19.97 $29.90
33% off
Your presence will always be charming in this ditsy floral maxi dress at wedding showers, brunch, or casual parties! Adorned in a stunning disty floral print, this strapless dress features a ruffle trim neckline and padded bra cups for flattering support. The curve-hugging silhouette, front slit, and maxi-length hem create a captivating look, while the brushed knit stretchy fabric ensures comfort. Pair with earrings and strappy sandals. Fit & FeaturesDitsy floral print, Brushed knit stretchy fabric, Padded bra cups, Front slit, Curve-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Presence Strapless Slit Floral Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric
Get ready to be on island time in this gorg tropical floral mesh maxi dress perf for vacay. Featuring a strapless neckline and high side slit, style with heels. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large tropical floral print, Strapless straight neckline, High-cut side slit, Maxi-length hem, Form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Island Time Tropical Floral Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Love Language Floral Print Mesh Maxi Dress in Pink
$22.97 $49.90
54% off
This airy mesh maxi dress speaks your love language designed with a bold floral print and long fitted silhouette. Style with mules for date night. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large floral print, V-neckline, Adjustable spaghetti straps, Maxi-length hem, fitted silhouette, Floral print placement may vary, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love Language Floral Print Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Gorgeous blooms dance across this floral maxi dress making every entrance statement worthy! Perfect for cocktail parties or dressy dinners, this strapless dress boasts a form-hugging fit, a high side slit allowing for movement, and a maxi-length hem. Complete the look with a clutch purse and heels. Fit & FeaturesFloral print, mesh fabric, stretchy knit lining, Strapless neckline, High side slit, Form-hugging fit, Runs true to size, Please note flower placement may vary, Free Shipping on All Orders Over $75. | Windsor Grandeur Blooms Strapless Slit Floral Maxi Dress in Blue | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A floral print adds to the dreamy charm of this flowy maxi dress boasting an open tie back design and ruffled silhouette perfect for beachside strolls or day parties. Fit & FeaturesFloral print, woven fabric, short woven lining, Sweetheart neckline with bust tie, Spaghetti straps, Open tie back design, Ruffled flowy silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White | Size: L | Woven Fabric
Impress in this floral maxi dress showcasing a sleek strapless neckline and a column silhouette that flatters your figure. Style the dress with a choker. Fit & FeaturesStatement floral print, Mesh fabric lined with soft, stretch knit, Column silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Impressive Blossom Strapless Floral Maxi Dress in Black | Size: L | Mesh Fabric
Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing! Fit & FeaturesTropical print, smooth knit fabric with short stretchy lining, One-shoulder neckline, One shoulder strap with metal accents, Front ruffled slit, Bodycon silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor In Tulum One-Shoulder Tropical Maxi Dress in Black | Size: S | Knit Fabric
Cocktail Maxi Dresses
Let’s be real—nothing says main character energy quite like a cocktail maxi dress. These show-stopping stunners are made for the girl who’s never met a dance floor she didn’t own, the one who RSVP’s “yes” to every invite, and lives for those moments when the whole room turns to see who just walked in. Whether you’re gliding into a rooftop soirée, catching up with your crew at a chic lounge, or making a grand entrance at that once-in-a-lifetime celebration, a maxi dress cocktail look is your secret weapon. Picture this: a sweeping silhouette that moves with you, a fit that hugs you in all the right places, and details that are just begging to be caught in the flash of a camera. With so many Windsor cocktail dresses to choose from, you can go full glam with sultry side slits and bold necklines, or keep it sleek and sophisticated with a classic cut that says “I woke up like this.” And let’s not forget about those little touches—think luxe fabrics, shimmery finishes, and flirty cutouts that make every moment feel like your own personal afterparty.
Shopping for a windsor maxi dress isn’t just about finding something cute (though, trust, you’ll find plenty of that). It’s about picking the piece that matches your vibe and makes you feel unstoppable. Maybe you’re the girl who loves a little drama—hello, thigh-high slits and curve-hugging ruching—or maybe you’re all about effortless elegance with a flowy skirt that swishes with every step. Either way, these dresses are the ultimate plus-one for all your big nights out, milestone birthdays, or even as a thoughtful gift for your most stylish bestie (because who wouldn’t want to unwrap a little confidence boost?). And let’s be honest, a windsor maxi dress is a closet MVP: dress it up with sky-high heels and statement jewelry for the ultimate glam, or keep it chill with strappy sandals for those laid-back, let’s-stay-out-all-night vibes. The best part? You’ll feel as good as you look, because these pieces are designed to keep up with your every move, from first toast to last call.
If you’re dreaming up your next unforgettable look, don’t sleep on the details—think about the neckline that makes you feel like a goddess, the color that sets off your glow, and the fabric that feels like a second skin. And if you’re feeling flirty, take a peek at our Cocktail Floral Dresses for a fresh twist on the classic cocktail maxi dress. Whether you’re shopping for yourself or searching for the perfect gift for your fashion-forward BFF, windsor maxi dresses are made for making memories. So go ahead, pick your favorite, turn up the playlist, and get ready to make every entrance one for the books.