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

A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.

Sale

$20.97 $46.90 55% off

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

$49.90

5 star rating

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

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.

$54.90

4.403509 star rating

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

$39.90

4 star rating

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

Sale

$19.97 $44.90 56% off

4.75 star rating

A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.

$38.90

4.5 star rating

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

$44.90

5 star rating

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

$49.90

5 star rating

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

Sale

$19.97 $39.90 50% off

4 star rating

A strapless tropical palm print maxi dress with a high side slit and 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.

$39.90

3 star rating

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

Sale

$26.97 $59.90 55% off

5 star rating

A strapless red brown knit maxi dress featuring a cutout bodice, metal accent, and high front slit.

$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.

Sale

$19.97 $42.90 53% off

A coral strapless mesh maxi dress featuring a bold floral print, ruched bust, and thigh-high slit.

$49.90

A taupe floral mesh maxi dress featuring a lace-up open back, high slit, and curve-hugging fit.

Sale

$24.97 $54.90 55% off

A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.

$54.90

4.447761 star rating

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

Sale

$29.97 $59.90 50% off

4.714286 star rating

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

Sale

$49.97 $109.90 55% off

4.916667 star rating

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

Best Seller

$49.90

4.571429 star rating

A black sequin knit maxi dress featuring a bodycon fit, low back, and high side slit.

$42.90

5 star rating

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

$34.90

5 star rating

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

$39.90

5 star rating

A brown knit maxi dress featuring a halter neckline, shimmering stone hardware, and bold cutout accents.

$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.

$34.90

4.5 star rating

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

$99.90

5 star rating

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

$42.90

3.5 star rating

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

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

3 star rating

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

Sale

$18.97 $44.90 58% off

A natural striped knit maxi dress featuring a halter crew neck, lace-up back, and bodycon silhouette.

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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Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(121) 4.8099174 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: M | Rhinestone/Velvet Fabric

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

Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XL | Chiffon/Crepe Fabric

Chic Staple Ribbed Knit Skater Dress in Black
(39) 4.6923075 star rating

A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric

Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Pink
(36) 4.5833335 star rating

The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Pink | Size: S | Knit Fabric

Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender
(34) 4.7352943 star rating

A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Chandler Strapless Lace-Up Sequin Formal Dress in Neon Orange
Sale
(31) 4.612903 star rating

Chic with an elegant bold flair, the Chandler sequin formal dress was made to bring the drama. The floor-length dress has an alluring open back with a strappy lace-up design for customizable wear and a high slit for effortless allure. Fit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Strapless sweetheart neckline, angled design, structured boning, Open back, strappy lace-up design, tie closure, Fitted bodice, high waist seam, lower back zipper, hook and eye closure, Floor-length hem, high front slit, A-line silhouette, Sequin embroidery, scroll pattern, Runs true to size, Where to Wear:Prom, black-tie galas, red-carpet events, and fancy soirees. Free Shipping on All Orders Over $75. | Windsor Chandler Strapless Lace-Up Sequin Formal Dress in Neon Orange | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Lucille Formal Satin Mermaid Dress in Coral
(29) 4.827586 star rating

The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric

Marylou Lace Mesh Plunge Neck Formal Dress in Black
(26) 4.8076925 star rating

Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green
(25) 4.84 star rating

Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric

Cocktail Maxi Dresses

When it comes to making an entrance, nothing says “main character energy” quite like a cocktail maxi dress. These show-stopping silhouettes are for the girl who wants to command the room, whether she’s gliding into a rooftop soirée, RSVP-ing “yes” to a swanky birthday bash, or just living her best life at a chic dinner with her ride-or-die crew. Windsor maxi dresses are all about that drama—think flowing skirts that move with you, luxe fabrics that catch the light, and details that make you feel like you’re walking the red carpet, even if you’re just heading out for drinks. If your calendar is stacked with invites and you want to look like you own every moment, cocktail dresses maxi are your ultimate partner-in-crime. They’re not just for the glam girl, either. Whether you’re the friend who’s always on the dance floor, the one snapping candids for the ‘gram, or the low-key queen who loves an effortlessly elegant look, there’s a Windsor cocktail dress with your name on it. And if you’re shopping for a gift that’ll make your bestie’s jaw drop, a cocktail maxi dress is the kind of surprise that says, “I see your sparkle—and I’m here to hype it up.”

Choosing the right cocktail maxi dress is all about finding the vibe that matches your mood (or, let’s be real, the group chat’s dress code). Maybe you’re feeling bold and want something with a thigh-high slit for that “legs for days” moment, or maybe you’re all about those romantic details—think delicate ruching, sultry cutouts, or subtle shimmer that catches every flash of the camera. Windsor dresses are designed to make you feel like your most confident, fearless self, so don’t be afraid to play with color, texture, and silhouette. If you’re headed to a destination wedding or a fancy girls’ night, go for something flowy and ethereal that’ll have you twirling all night long. For those nights when the city is your runway, opt for sleek, body-hugging styles that turn up the heat and guarantee compliments from every corner. And if you want to add a little extra pop to your look, explore the world of Cocktail Floral Dresses for a fresh, feminine twist that’s impossible to ignore.

No matter where you’re headed, Windsor cocktail dresses are made for those unforgettable moments—the ones you’ll be talking about in the group chat for weeks. They’re the go-to for bridesmaids who want to slay, birthday girls ready to shine, or anyone who believes that life is too short for boring outfits. Don’t stress about finding the “right” dress; trust your instincts, try on something that makes you feel electric, and remember that the best looks are the ones that feel like you. With windsor maxi dresses, you’re not just wearing a dress—you’re making a statement, setting the vibe, and reminding the world that you’re the main event. So, go ahead and pick the dress that makes you want to dance, laugh, and live it up. Because every night out deserves a little extra magic, and you deserve to feel like the star you are.

Top Picks For Cocktail Maxi Dresses