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!

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Best Seller

$39.90

4.619048 star rating

A captivating black crepe wrap dress with a plunging V-neckline and high front slit.

$49.90

4.569231 star rating

A black crepe formal dress featuring a sleeveless square neckline and a high-cut front slit.

$54.90

4.483871 star rating

A lavender mesh corset column dress featuring a sweetheart neckline and high-side slit for elegance.

Best Seller

$54.90

4.358491 star rating

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

Sale

$9.97 $64.90 85% off

4.708334 star rating

A black crepe off-the-shoulder dress with a corset bodice and high front slit.

Sale

$29.97 $69.90 57% off

4.55 star rating

A rust satin formal dress featuring a cowl neckline, high slit, and slim-fit silhouette.

$89.90

4.2 star rating

An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.

$119.90

4.615385 star rating

A stunning green satin formal dress with a sequin scroll pattern and dramatic lace-up back.

Sale

$19.97 $29.90 33% off

4.545455 star rating

A strapless black floral maxi dress with a front slit and comfortable stretchy knit fabric.

$46.90

4.875 star rating

A sultry brown maxi dress featuring a twist plunge V-neckline, cutout bodice, and ruffled slit.

Sale

$22.97 $49.90 54% off

4.5 star rating

An airy pink mesh maxi dress with a bold floral print and adjustable spaghetti straps.

Best Seller

$46.90

4.8 star rating

A black mesh maxi dress with a floral print, cowl neckline, and halter tie-back straps.

$39.90

3.75 star rating

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

$149.90

5 star rating

A peach column dress with sequin beaded mesh, adjustable straps, and a high side slit.

$44.90

4.75 star rating

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

$139.90

5 star rating

A light blue floral formal dress with ruffled A-line silhouette and sheer corset bodice.

$59.90

5 star rating

A dreamy white floral maxi dress with an open tie back and ruffled silhouette.

Sale

$22.97 $49.90 54% off

4.333334 star rating

A sage woven maxi dress with a flirty bust tie and flowy ruffled silhouette.

$42.90

5 star rating

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

$49.90

4 star rating

An ivory off-the-shoulder pleated maxi dress with a flowy silhouette and drop waist seam.

$42.90

3.5 star rating

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

$39.90

3 star rating

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

Sale

$26.97 $59.90 55% off

5 star rating

A chic black V-neck maxi dress with color block panels and trendy spaghetti straps.

$59.90

5 star rating

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

Sale

$26.97 $59.90 55% off

5 star rating

A chic black satin maxi dress featuring a halter neckline and a high front slit.

$64.90

A black knit mermaid dress with an off-the-shoulder neckline and ruched bodice for formal occasions.

$64.90

An alluring mauve ombre mesh dress with an off-the-shoulder neckline and mermaid silhouette.

Sale

$19.97 $44.90 56% off

A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.

$44.90

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

Sale

$22.97 $49.90 54% off

A pink floral mesh maxi dress with a mermaid silhouette and adjustable spaghetti straps.

$74.90

A taupe floral formal dress with ruffles, high slit, and adjustable spaghetti straps for elegant occasions.

Sale

$39.97 $179.90 78% off

An alluring strapless orange dress with floral sequin embellishments and a chic high front slit.

Sale

$42 $59.90 30% off

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

$69.90

4.642857 star rating

A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.

Best Seller

$36.90

4.58 star rating

A sage off-the-shoulder midi dress in stretchy knit fabric with a flared hem and bodycon fit.

Sale

$39.97 $119.90 67% off

4.361111 star rating

A dazzling royal blue sequin-knit formal dress with a cowl neck, open-back, and front slit.

$99.90

4.612903 star rating

A neon orange strapless sequin dress with lace-up back, high slit, and intricate embroidery.

Sale

$9.97 $59.90 83% off

4.65 star rating

A brown satin one-shoulder dress with a ruched side seam and asymmetrical side slit.

$69.90

4.722222 star rating

A sage off-the-shoulder mesh dress with ruffled accents and a flattering mermaid silhouette.

Sale

$29.97 $74.90 60% off

4.764706 star rating

A glamorous gold satin formal dress featuring a V-neckline, waist cutout, and high side slit.

$44.90

4.933333 star rating

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

$79.90

4.5 star rating

A burgundy strapless bodycon dress with faux pearl embellishments and a center back slit.

$109.90

4.916667 star rating

A sage sequin bodycon dress with a square neckline, high slit, and adjustable straps.

$89.90

4.571429 star rating

A sultry green satin mermaid dress featuring a lace corset bodice and high front slit.

$119.90

4.571429 star rating

A pink sequin formal dress featuring a tie-back design, front slit, and floor-length hem.

Sale

$29.97 $69.90 57% off

3.4 star rating

A glamorous green glitter formal dress with sheer sleeves, sweetheart neckline, and a high front slit.

$69.90

4.666667 star rating

An olive satin formal dress with glitter, lace-up detail, and a curve-hugging slim silhouette.

$94.90

4.666667 star rating

An elegant light blue A-line dress with floral sequin mesh, corset bodice, and high front slit.

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Windsor Sasha Formal High Slit Wrap Dress in Black
(154) 4.6168833 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

Alisha Rhinestone Strap Formal Dress in Burgundy
(83) 4.626506 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 Burgundy | Size: S | Stretchy Fabric/Rhinestone

Ella Cowl Neck Satin Dress in Orange
Sale
(53) 4.3584905 star rating

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
Sale
(11) 4.5454545 star rating

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

Island Time Tropical Floral Mesh Maxi Dress in Pink
(9) 4.888889 star rating

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
Sale
(6) 4.5 star rating

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

Grandeur Blooms Strapless Slit Floral Maxi Dress in Blue
(6) 4.5 star rating

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

Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White
(4) 5 star rating

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

Impressive Blossom Strapless Floral Maxi Dress in Black
(4) 4.5 star rating

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

In Tulum One-Shoulder Tropical Maxi Dress in Black
(4) 4.75 star rating

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

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.

Top Picks For Occasion Maxi Dresses