Occasion Maxi Dresses
Get ready to turn heads and make a grand entrance with our stunning collection of occasion maxi dresses. Whether you're stepping into a sunlit garden party or gliding across the dance floor at a glamorous gala, these dresses are your ticket to unforgettable moments. With flowing silhouettes that move with you and designs that capture the essence of elegance, each piece is crafted to ensure you feel like the star of the show. So go ahead, embrace your inner goddess and let those good vibes flow as you strut your stuff in style!
$39.90
A chic black crepe wrap dress with a plunging V-neckline and high front slit.
$49.90
A black crepe formal dress featuring a sleeveless square neckline and a high-cut front slit.
$54.90
A lavender mesh corset column dress featuring a sweetheart neckline and high-side slit for elegance.
$54.90
A mauve satin maxi dress with a cowl neck, high slit, and sleek spaghetti straps.
$29.97 $89.90 67% off
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$59.90
A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.
$46.90
A black mesh maxi dress with a floral print, cowl neckline, and halter tie-back straps.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$46.90
A pink knit maxi dress featuring a halter neckline, bodycon fit, and an alluring lace-up back.
$139.90
A light blue floral formal dress with ruffled A-line silhouette and sheer corset bodice.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$149.90
A peach column dress with sequin beaded mesh, adjustable straps, and a high side slit.
$49.90
A burgundy floral mesh maxi dress featuring a plunge halter neckline and curve-enhancing mermaid silhouette.
$42.90
A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.
$38.90
A tropical print maxi dress in black with a sheer mesh fabric and high side slit.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$44.90
A sultry brown maxi dress with a halter cowl neck and curve-hugging mermaid silhouette.
$32.90
A versatile black knit maxi dress with a sleeveless crew neck and flirty side slit.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$34.90
A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.
$59.90
A strapless red brown knit maxi dress featuring a cutout bodice, metal accent, and high front slit.
$42.90
A black tropical floral maxi dress featuring a square halter neckline, criss-cross back, and high side slit.
$44.90
A rust-colored one-shoulder maxi dress with a tropical print, side cutout, and high slit.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$46.90
An abstract red knit maxi dress featuring a cowl neckline with hoop trims and a high side slit.
$25.97 $56.90 54% off
A white floral chiffon maxi dress featuring a flattering A-line silhouette and flowy hem.
$39.90
A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.
$49.90
A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.
$48.90
A brown gauze maxi dress featuring a halter neckline, lace-up back, cutouts, and a high front slit.
$64.90
A black knit mermaid dress with an off-the-shoulder neckline and ruched bodice for formal occasions.
$52.90
A burgundy floral maxi dress featuring a draped cowl neckline, mesh-lined fabric, and a dramatic front slit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$38.90
An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$64.90
An alluring mauve ombre mesh dress with an off-the-shoulder neckline and mermaid silhouette.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$42.90
A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.
$35.90
A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.
$42.90
A strapless black knit maxi dress featuring a pleated waist and curve-hugging, slinky silhouette.
$44.90
A black tropical print maxi dress featuring a cutout bodice, sweetheart neckline, and high side slit.
$34.90
A light blue strapless maxi dress featuring bold floral mesh, stretchy knit lining, and a curve-hugging fit.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.
$34.90
A chic wine maxi dress with a strapless neckline and high slit in smooth knit fabric.
$74.90
A taupe floral formal dress with ruffles, high slit, and adjustable spaghetti straps for elegant occasions.
$44.90
A natural striped knit maxi dress featuring a halter crew neck, lace-up back, and bodycon silhouette.
$49.90
An airy ivory mesh maxi dress with a large floral print and a striking cross-back strappy design.
$54.90
A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.
$32.90
A black textured knit maxi dress featuring a strapless neckline, high side slit, and fitted silhouette.
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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 Black | Size: M | Stretchy Fabric/Rhinestone
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 Mauve-2 | Size: S | Satin 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: M | Woven 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
Evoke chic romance on date night in this gorgeous floral maxi dress designed with an open lace-up strappy back and floor-length form-hugging silhouette. Style with a sleek handbag and stiletto heels. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, Sleeveless deep V-neckline, Spaghetti straps, Open cross-back lace-up strappy design, Maxi-length hem, form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Romance Floral Lace-Up Maxi Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Achieve a glowing radiance in this metallic knit maxi dress for vacation or sunset cocktails! Featuring a seductive plunge cowl halter neckline and a form-hugging silhouette, this dress accentuates your curves with effortless elegance while the back slit offers easy movement. Fit & FeaturesMetallic knit fabric, knit lining, moderate stretch, Plunge cowl halter neckline, Adjustable strappy open back, Form-hugging silhouette, Back slit, maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold | Size: XS | Knit Fabric
Your new laid-back fave tank maxi dress for styling up or down for any occasion! Crafted from rib knit fabric, this crew neck dress offers a form-hugging fit and a maxi-length hem for a flattering silhouette. Complete the look in cute sandals and sunnies! Fit & FeaturesRib-knit stretchy fabric, Crew neck, Form-hugging maxi silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Laid Back Fave Crew Neck Tank Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric
Enjoy a sunset dinner and drinks in this floral maxi dress along the Amalfi Coast! With sultry details and a mermaid silhouette that flaunts your curves, this dress will turn heads. Fit & FeaturesFloral print, mesh fabric lined with stretchy knit, Plunge halter cowl neckline, tie closure, Mermaid silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy | Size: S | Mesh Fabric/Mesh Fabric
Perfect for any occasion, this floral maxi dress will make a statement! The strapless neckline and maxi hem create a flattering silhouette, while the vibrant floral print and side slit add a touch of playful elegance. Fit & FeaturesFloral print, mesh fabric, soft knit stretchy lining, Strapless neckline, Side slit, Form-hugging fit, Relaxed maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Statement Blooms Strapless Floral Maxi Dress in Taupe | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Occasion Maxi Dresses
When it comes to making a grand entrance, nothing does the trick quite like a show-stopping maxi dress. Occasion maxi dresses are the ultimate power move for the girl who wants to float into the room with all eyes on her—effortless, glamorous, and just a little bit mysterious. Think sweeping silhouettes that brush the floor, luxe fabrics that catch the light, and details that make you feel like the main character in every story. Whether you’re RSVP’ing “yes” to a black-tie wedding, plotting your look for a rooftop soirée, or just want to turn a regular dinner into something a little extra, the right maxi dress sets the vibe from the moment you slip it on. Maxi dress occasion looks are all about embracing that feeling of being unstoppable—long, flowing lines that move with you, dramatic slits that show just enough leg, and necklines that flatter every mood, from sweetheart to halter to daring plunges. It’s not just about looking good (though, let’s be honest, you will); it’s about feeling like you can take on the whole world, one twirl at a time.
Windsor maxi dresses are designed for the girls who live for the spotlight and the ones who prefer to keep their magic a little more low-key. These dresses are your go-to for every invite that pops up—think garden parties where you’re sipping bubbly under string lights, fancy dinners where you want to make an impression, and those dance-all-night celebrations that call for a little sparkle. They’re also a go-to gift for the bestie who’s graduating, the sister who’s got a milestone birthday, or the cousin who’s about to walk down the aisle as a bridesmaid. When you give a Windsor maxi dress, you’re not just giving a piece of clothing—you’re handing over a ticket to unforgettable memories, confidence boosts, and endless compliments. And let’s not forget the endless styling possibilities: dress it up with strappy heels and statement jewelry for a formal vibe, or keep it chill with sandals and a denim jacket for those just-because moments. The beauty of occasion maxi dresses is that they work for literally every mood and every event, making them the ultimate wardrobe MVP.
If you’re ready to step up your style game, now’s the time to go all in on those dreamy, floor-grazing silhouettes. Picture yourself catching the breeze as you walk across a sunlit patio, or commanding attention as you glide through the crowd at your next big event. Maxi dresses are made for moments like these—moments when you want to feel beautiful, confident, and unstoppable. And if you ever find yourself in the mood to switch up the vibe and show a little more leg, don’t sleep on our Occasion Mini Dresses collection for even more ways to slay. Whatever the occasion, Windsor has your back with styles that are anything but basic—because you deserve to feel like the best version of yourself, every single time you get dressed.