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!
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$54.90
A mauve satin maxi dress with a cowl neck, high slit, and sleek spaghetti straps.
$38.90
A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.
$44.90
A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$20.97 $46.90 55% off
An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$49.90
A burgundy mesh maxi dress featuring a floral print, plunge halter neckline, and mermaid silhouette.
$39.90
A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$35.90
A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.
$42.90
A black knit maxi dress featuring a draped cowl neckline, side slit, and flattering ruching.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.
$19.97 $34.90 43% off
A light blue strapless maxi dress featuring bold floral mesh, stretchy knit lining, and a curve-hugging fit.
$49.90
A taupe floral mesh maxi dress featuring a lace-up open back, high slit, and curve-hugging fit.
$54.90
A glamorous green mesh corset dress with a sweetheart neckline and high side slit.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and lace trim.
$19.97 $59.90 67% off
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$19.97 $109.90 82% off
A teal bodycon dress with a sequin scroll pattern, high slit, and adjustable spaghetti straps.
$99.90
A coral sequin formal dress with a lace-up back, high slit, and floor-length mermaid silhouette.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$42.90
A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.
$44.90
A sleek brown knit maxi dress with a halter cowl neckline and alluring open back.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$19.97 $39.90 50% off
A natural paisley-print maxi dress in mesh with a bodycon fit, square neckline, and high side slit.
$34.90
A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$49.90
A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.
$59.90
A mauve floral mesh-lined dress featuring a halter cowl neckline and curve-hugging mermaid silhouette.
$38.90
An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.
$34.90
A chic wine maxi dress with a strapless neckline, high slit, and form-hugging knit fabric.
$15.97 $59.90 73% off
A green crepe formal dress featuring a slim silhouette, square neckline, and wrap-high front slit.

Now Trending
Cocktail Maxi Dresses
When the invite says “cocktail” but your vibe says “drama,” you know it’s time to break out the maxi dress cocktail looks that turn every entrance into a main character moment. Whether you’re gliding into a rooftop soirée, lighting up the dance floor at a bestie’s engagement bash, or just living your best life at a fancy dinner, cocktail dresses maxi are your ticket to feeling like an absolute goddess. These dresses are more than just an outfit—they’re a declaration that you’re here to be seen, to be celebrated, and to own every second. Picture this: soft, sweeping fabrics that catch the light as you move, sultry slits that hint at mischief, and silhouettes that hug you in all the right places. Windsor dresses are designed for the girl who isn’t afraid to make a statement, who knows that sometimes a little extra length means a lot more impact. You’ll find yourself twirling a little more, standing a little taller, and collecting compliments like it’s your side hustle.
Maxi dress cocktail styles are the ultimate chameleons of your closet. They’re polished enough for the fanciest affairs but playful enough for a night out with your ride-or-die crew. Shopping for the perfect one? Think about how you want to feel—whether that’s sleek and sophisticated in a curve-hugging number or ethereal and romantic in layers of flowy fabric. The magic is in the details: a daring neckline, a pop of shimmer, or a bold print that says you’re not afraid to be noticed. If you’re gifting, these dresses are a knockout for birthdays, bridal showers, or that friend who’s always RSVP’ing “yes” to every invite. And if you’re shopping for yourself (as you should), remember that a cocktail maxi is the kind of wardrobe hero that saves you from every “I have nothing to wear” crisis. Pair with strappy heels, a killer clutch, and that unstoppable confidence—because when you’re wearing Windsor, you know you’re that girl.
Of course, if you’re feeling the urge to mix things up with a fresh pop of print, don’t sleep on the power of florals. They bring a playful twist to the timeless maxi silhouette, perfect for everything from garden parties to rooftop cocktails with a view. For a deeper dive into styles that blend bold blooms with all the elegance of a maxi, check out our Cocktail Floral Dresses collection. Whether you’re making memories or making an entrance, Windsor’s cocktail maxi dresses are your secret weapon for unforgettable nights and iconic photo ops.