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!

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$44.90

5 star rating

A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.

$54.90

4.413793 star rating

A mauve satin maxi dress with a cowl neck, high slit, and sleek spaghetti straps.

$38.90

4.6 star rating

A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.

$44.90

4.6 star rating

A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.

$39.90

4 star rating

A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.

Sale

$20.97 $46.90 55% off

4.8 star rating

An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.

$44.90

5 star rating

A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.

$59.90

4 star rating

An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.

$49.90

5 star rating

A burgundy mesh maxi dress featuring a floral print, plunge halter neckline, and mermaid silhouette.

$39.90

3 star rating

A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.

$49.90

5 star rating

A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.

$35.90

5 star rating

A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.

$42.90

5 star rating

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.

Sale

$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

4.447761 star rating

A glamorous green mesh corset dress with a sweetheart neckline and high side slit.

$44.90

4.954546 star rating

A red floral print mesh maxi dress with a sleeveless sweetheart neckline and lace trim.

Sale

$19.97 $59.90 67% off

4.714286 star rating

A sleek green formal dress with a cowl neckline, front cutout, and high side slit.

Sale

$19.97 $109.90 82% off

4.916667 star rating

A teal bodycon dress with a sequin scroll pattern, high slit, and adjustable spaghetti straps.

$99.90

5 star rating

A coral sequin formal dress with a lace-up back, high slit, and floor-length mermaid silhouette.

$34.90

5 star rating

A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.

$42.90

5 star rating

A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.

$44.90

4.666667 star rating

A sleek brown knit maxi dress with a halter cowl neckline and alluring open back.

$54.90

5 star rating

A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.

Sale

$19.97 $39.90 50% off

5 star rating

A natural paisley-print maxi dress in mesh with a bodycon fit, square neckline, and high side slit.

$34.90

4.5 star rating

A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.

$42.90

3.5 star rating

An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.

$49.90

5 star rating

A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.

$59.90

5 star rating

A mauve floral mesh-lined dress featuring a halter cowl neckline and curve-hugging mermaid silhouette.

$38.90

5 star rating

An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.

$34.90

3 star rating

A chic wine maxi dress with a strapless neckline, high slit, and form-hugging knit fabric.

Sale

$15.97 $59.90 73% off

A green crepe formal dress featuring a slim silhouette, square neckline, and wrap-high front slit.

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Windsor Mayra Formal Satin Slit Long Dress in Sage
(176) 4.619318 star rating

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

Windsor Sasha Formal High Slit Wrap Dress in Black
(171) 4.5847955 star rating

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

Marissa Formal Satin Cowl Neck Dress in Green
(169) 4.5680475 star rating

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

Windsor Rowena Sequin Mermaid Dress in Navy Blue
(168) 4.7261906 star rating

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

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(124) 4.782258 star rating

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

Addison Glitter Mesh Formal Dress in Black
(113) 4.628319 star rating

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

Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow
(89) 4.573034 star rating

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

Windsor Alisha Rhinestone Strap Formal Dress in Black
(84) 4.6309524 star rating

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

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

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

Rose Formal Mesh Corset Column Dress in Green
(67) 4.447761 star rating

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

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.

Top Picks For Cocktail Maxi Dresses