Pleated Maxi Dresses

Get ready to twirl your way into the spotlight with our stunning pleated maxi dresses! These flowy, fabulous numbers are here to make sure you steal the show, whether you're owning the dance floor or just strutting down the street like it's your personal runway. With their elegant pleats and sweeping silhouettes, these dresses effortlessly blend sophistication with a touch of whimsy. Perfect for any occasion where you want to channel your inner goddess and leave a trail of admirers in your wake. So go ahead, Windsor girl, slip into one of these beauties and let your style do all the talking!

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$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.

$59.90

5 star rating

A white floral maxi dress with a ruffled silhouette and charming open tie back design.

$39.90

3.75 star rating

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

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.

$49.90

4 star rating

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

Sale

$26.97 $59.90 55% off

5 star rating

A chic black maxi dress with a flowy silhouette, V-neck, and trendy color block panels.

$59.90

5 star rating

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

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

4.75 star rating

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

$44.90

5 star rating

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

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.

Sale

$22.97 $49.90 54% off

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

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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

Pleated Maxi Dresses

Let’s be real, nothing brings main character energy quite like a pleated maxi dress. Whether you’re making your grand entrance at a rooftop soirée, twirling through a garden party, or just living your best life with your girls, pleated maxi dresses are your ticket to instant glam with zero effort. There’s just something about those sweeping lengths and dreamy pleats that says, “Yes, I woke up like this—and yes, I always look this good.” The secret sauce? It’s all in the movement: every step you take, every little breeze, those pleats come alive. You’re not just wearing a dress; you’re starring in your own slow-motion montage. If you’re hunting for that perfect design dress pleated long, think about the vibe you want to serve. Are you feeling bold and dramatic, or soft and romantic? Maybe you want a pleated maxi mesh dress for a little peek-a-boo moment, or you’re going for a pleated maxi dress formal look that’s all about elegance and grace. Whatever your mood, these dresses have your back—literally and figuratively.

Pleated maxi dresses are the ultimate BFF in your closet. They’re the friend who always knows how to hype you up and make you feel like the hottest girl in the room, no matter where you’re headed. Need a look that works for a fancy dinner, a family event, or that wedding where you’re not trying to outshine the bride (but, like, maybe just a little)? The pleated maxi dress is your go-to. And let’s not forget: these beauties are a gifting goldmine. Got a bestie’s birthday coming up? A pleated maxi dress is the kind of present that says, “I see you, I love you, and I want you to look fire.” They’re also perfect for grads, bridesmaids, or anyone who deserves to feel like a goddess for a day—or every day. And because these dresses come in so many styles, colors, and fabrics, you can always find one that fits your exact mood. For those moments when you want to turn up the luxe, check out the gorgeous options on our Pleated Satin Dresses page, where the shine is next-level and the drama is always welcome.

When it comes to choosing your dream pleated maxi, don’t be afraid to play around. Want to keep things classic? Go for timeless neutrals and delicate pleats that flow with every step. Feeling spicy? Bold colors and metallics are here for you. And if you’re living for that goddess energy, a pleated maxi mesh dress with sheer panels or a thigh-high slit is basically a red carpet moment waiting to happen. The best part is, these dresses are as easy to wear as they are to style. Pair with strappy heels and a sleek clutch for a formal vibe, or throw on some chunky sandals and a denim jacket for a look that says “I just threw this on, and yes, I’m fabulous.” Pleated maxi dresses are all about celebrating you, your style, and your moments—big or small. So go ahead, claim your spotlight. The world is your runway, and you were born to slay.

Top Picks For Pleated Maxi Dresses