Ruffled Dresses

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Ruffle Dresses That Bring the Drama and the Romance

Float into the season with Windsor’s ruffle dresses—your go-to styles for warm-weather weddings, garden parties, and unforgettable nights out. From soft flounces to bold tiered layers, these dresses add movement and magic to every step.

Designed to flatter, this collection features wrap silhouettes, smocked bodices, and high-waist cuts that contour just right. Prefer something playful? Reach for a ruffle mini with puff sleeves or off-the-shoulder ruffles for a flirty twist. Love a little drama? Floor-length gowns with cascading tiers and statement necklines bring full fairytale energy.

Style pastel floral prints with espadrilles for daytime charm, or go glam in sleek satin and bold brights for formal soirées.

Ready to ruffle some feathers—in the best way? Shop Windsor’s full edit of ruffle dresses online, in-store, or in-app and make your summer look unforgettable.

  • Amber Corset Ruffle A-Line Tulle Formal Dress

    Special Occasion

    Classic with a modern twist, the Amber tulle formal dress is beautifully bold and perfect for prom, sweet sixteens, and balls! She boasts a sweetheart neckline and ruffle trim spaghetti straps for a romantic touch. The corset bodice with built-in padded underwire bust and flexible boning ensures a flawless and snatched fit. The A-line silhouette and floor-length hem in soft tulle create an elegant and timeless look for any formal occasion! Complete the look with rhinestone earrings, a clutch, and lace-up heels for a memorable night!

    Fit & Features

    • Tulle fabric lined with stretchy knit
    • Ruffle trim spaghetti straps
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8106

    Category Name: Ruffled Dresses

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Sight Strapless Ruffled Eyelet Mini Dress

    You'll be the sweetest sight in this strapless eyelet mini dress as the lovely bride-to-be or birthday girl! The strapless neckline and flexible boning provide a comfortable and flattering fit, while the tiered ruffled mini-length hem adds a playful touch. Complete the look with earrings and strappy block heels.

    Fit & Features

    • Eyelet woven fabric, sewn-in knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning inserts
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3042

    Category Name: Ruffled Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Off Your Feet Button Ruffle Maxi Dress

    Oh-so-breezy! Sweep the room off their feet when you enter in this maxi dress featuring a sleeveless V-neckline, adjustable spaghetti straps, button-down front closures, and a flowy ruffled hem with a skin-flaunting front slit. The dress is composed of a smooth woven fabric with a sewn-in knit stretchy lining. Complete the look in espadrille wedges for a trip to the coast!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Button-down front closures
    • Front slit design
    • Flowy ruffled maxi-length hem
    • Smooth woven fabric, sewn-in knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5061

    Category Name: Ruffled Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate Romantic Vibes Strapless Floral Chiffon Maxi Dress

    Radiate romantic vibes in this strapless floral chiffon maxi dress at garden parties or showers! The long ruffled silhouette adds flow and movement while the floral chiffon fabric adds a touch of femininity. Perfect for any occasion, this dress will make you stand out with its playful and flirty style! Complete the look with teardrop earrings.

    Fit & Features

    • Floral printed chiffon fabric with stretchy knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3044

    Category Name: Ruffled Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sunny Scoop Neck Skater Eyelet Mini Dress

    Sunshine days are ahead and this skater mini dress is perfect for enjoying the weekend and weather! Crafted from an adorable eyelet knit fabric, this mini dress is designed with a flattering scoop neckline, adjustable spaghetti straps for a perfect fit, and a flirty tie-back detail to show off your style. The skater silhouette and tiered ruffled hem allow for movement and a fashionable sway with every step! Complete the look in heeled sandals.

    Fit & Features

    • Eyelet knit fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Tie-back detail
    • Skater silhouette
    • Tiered ruffles
    • Runs true to size

    Style Number/Barcode: 05102-5426

    Category Name: Ruffled Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elissa Sleeveless A-Line Ruffle Pleated Tulle Gown

    Special Occasion

    Take a risk and be the center of attention in the Elissa tulle gown as a stunning prom or birthday princess! Twirl and dance the night away in her airy ruffled tulle silhouette with delicate pleating for extra drama plus, she has a full woven lining to give you coverage. The ruffle-trim V-neckline and adjustable straps enhance your curves, while the A-line silhouette and floor-length hem create an elegant and timeless look. Perfect for a special occasion or formal event, you'll feel like a beauty in this formal gown! Complete the look with an elegant necklace and earrings.

    Fit & Features

    • Pleated tulle, ruffles, full woven lining
    • Ruffle trim adjustable straps and V-neckline
    • Back zipper and hook-eye closure
    • A-Line silhouette
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05005-0113

    Category Name: Ruffled Dresses

    Price: $9.97 $209.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Summer Sweetheart Ruffled Eyelet Midi Dress

    Looking for the perfect summer dress? Look no further than this playful sleeveless midi dress! With its flattering sweetheart neckline with a structured bust and adjustable spaghetti straps, this A-line silhouette dress will have you feeling confident and stylish. The ruffled midi-length hem and floral embroidered eyelet woven fabric add a touch of playfulness to this must-have dress! Complete the look with wedge sandals.

    Fit & Features

    • Floral embroidered eyelet woven fabric, stretchy knit lining
    • Sweetheart neckline, padded bust with underwire
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • High waist seam, A-line silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3015

    Category Name: Ruffled Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruth Formal Lace Tulle Ruffled Dress

    Special Occasion

    If you have to be fancy soon, the Ruth formal dress exudes romance and drama for every event you're invited to! She makes a grand entrance in her sleeveless sheer lace bustier bodice with a sweetheart neck, adjustable spaghetti straps, non-slip grip lining, built-in padded bust with underwire, and flexible boning inserts. Her a-line silhouette features voluminous tiered ruffles that lead to the floor-length hem. The formal dress is composed of lace and tulle fabric with a stretchy knit lining. Style with fringe earrings and a clutch to complete your dressy look!

    Fit & Features

    • Sleeveless sweetheart neck, non-slip grip, adjustable spaghetti straps
    • Built-in padded bust, underwire support
    • Back zipper and hook-eye closure
    • Sheer lace bustier bodice, flexible boning
    • A-line silhouette, tiered ruffles, floor-length hem
    • Lace and tulle fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-2711

    Category Name: Ruffled Dresses

    Price: $19.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkling Attitude Glitter Ruffle Mini Dress

    Make a sparkling statement in this glitter mini dress to match your attitude for the night! The mini-length dress features a flirty cowl neckline, and spaghetti straps that crisscross in the back for a touch of allure, a bodycon silhouette, and a tiered ruffled mini-length hem and glitter fabric will have you shining all night long. Complete the look in high heels for a holiday party!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, crisscross back
    • Bodycon silhouette
    • Tiered ruffle mini-length hem
    • Glitter fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2661

    Category Name: Ruffled Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Day Gal Strapless Ruffled Skater Dress

    Let your shoulders out in this strapless skater dress suited best for sunny days! This dress features a stretchy smocked bodice for a comfortable fit and a skater silhouette that will flatter your figure. The layered ruffled short-length hem adds a playful touch, and the cotton woven fabric ensures all-day comfort. Complete the look with a choker necklace.

    Fit & Features

    • Cotton woven fabric
    • Strapless straight neckline, no-slip strip
    • Stretchy smocked bodice
    • Layered ruffles
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5476

    Category Name: Ruffled Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Princess Halter Maxi Dress With Pockets

    Experience the effortless beauty of this boho maxi dress! The sleeveless halter neckline and spaghetti strap tie create a flowy silhouette, while the hidden side pockets add functionality. The front slit and ruffled maxi-length hem in a chic bohemian print will make you feel like a true desert princess! Complete the look in sandals and sunnies.

    Fit & Features

    • Bohemian print, woven fabric, no stretch
    • Halter neckline, spaghetti strap tie
    • Hidden side pockets
    • Flowy ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5804

    Category Name: Ruffled Dresses

    Price: $16.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tea Time Ruffled Short Skater Dress

    It's time for afternoon tea and this skater dress will make an adorable entrance! Get ready to sashay in this dress featuring a ruffle trim square neckline and tiered ruffled short-length hem to add a playful touch to the skater silhouette. And with adjustable spaghetti straps and a stretchy smocked bodice, you'll be comfortable all day. Complete the look in chic wedges and a flouncy hat.

    Fit & Features

    • Woven fabric lined with woven fabric
    • Ruffle trim neckline
    • Adjustable spaghetti straps
    • Stretchy smocked bodice
    • Tiered ruffled short-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3059

    Category Name: Ruffled Dresses

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Vacay V-Neck Floral Chiffon Skater Dress

    Twirl your problems away on vacay in this radiant floral chiffon skater dress! The sheer peasant long sleeves, V-neckline, and corset-inspired bodice add a touch of romance, while the skater silhouette and ruffled hem bring a playful charm. Perfect for any occasion, from vacation to brunch! Complete the look in cute wedge sandals and sunnies.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Keyhole back with button closure
    • Skater silhouette
    • Ruffled short-length hem
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3186

    Category Name: Ruffled Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Twirl Crepe Ruffle Skater Dress

    Delight with your darling twirls in this crepe skater dress perfect for family parties or brunch! It features adorable puff short sleeves, a V-neckline, and a ruffled layered short-length hem with a fit-and-flare silhouette. Complete the look in this skater dress with sleek hoop earrings.

    Fit & Features

    • Puff short sleeves
    • V-neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Ruffled layered short-length hem
    • Crepe fabric, partial stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5064

    Category Name: Ruffled Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Cutie Tie-Back Ruffled Skater Dress

    You'll look positively cute and divine in this short skater dress at brunch or graduations! Designed with a flattering square neckline, adjustable spaghetti straps for the perfect fit, and a tie-back design, this dress is perfect for every girlie. The skater silhouette and ruffled layer add a playful touch, while the short-length hem offers comfort and versatility. Complete the look in strappy mules.

    Fit & Features

    • Airy woven fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Ruffled
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5733

    Category Name: Ruffled Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exceptional Bliss Lace-Up Floral Chiffon Maxi Dress

    Answer that invite in exceptional blissful style in this floral chiffon maxi dress perfect for showers, graduations, or vacations! With spaghetti straps, a lace-up back, and a flowy ruffled silhouette, this maxi dress is both comfortable and stylish. The stretchy smocked waist and maxi floor-length hem provide a flattering look for any occasion. Complete the look with dainty earrings.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Spaghetti straps
    • Lace-up back
    • V-Neckline
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3345

    Category Name: Ruffled Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Charm V-Neck Ruffled Floral Skater Dress

    Embrace your inner charm in this floral skater dress at showers or birthdays! The flattering V-neckline and adjustable spaghetti straps provide a perfect fit, while the tiered ruffled skater silhouette adds a touch of feminine flair. With its tie-back design, short-length hem and beautiful floral print, this dress will make you feel effortlessly stylish. Complete the look in mules and earrings!

    Fit & Features

    • Ditsy floral print
    • Chiffon fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Tie-back design
    • Tiered ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3022

    Category Name: Ruffled Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Days Floral Chiffon Skater Dress

    Swing into the sunnier days ahead in this floral chiffon dress! It features a sleeveless square neck, adjustable spaghetti straps, a stretchy smocked bodice, and a tiered ruffle short-length skater silhouette. Complete the look in cute espadrille wedges for a family picnic!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Stretchy smocked bodice
    • Skater silhouette, tiered ruffles
    • Short-length hem
    • Floral print, airy chiffon, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4936

    Category Name: Ruffled Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Views V-Neck Ruffled Crepe Midi Dress

    This crepe midi dress flaunts your curves from every angle! Perfect for Valentine's, rehearsal dinners, or parties this V-Neck midi dress features a bodycon silhouette to accentuate your curves like an hourglass and a flirty asymmetrical ruffle trim while the front slit adds a touch of chic. Pair this luxe crepe midi dress with fringe earrings, a bracelet, and sleek stiletto heels for a flawless evening look!

    Fit & Features

    • Crepe fabric with stretch
    • Spaghetti straps
    • Asymmetrical ruffle trim
    • Front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3260

    Category Name: Ruffled Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heavenly Cute Scoop Neck Chiffon Ruffled Midi Dress

    Inspire a heavenly cuteness in this chiffon ruffled midi dress perfect for showers or celebration parties! Crafted from an airy chiffon fabric showcasing a unique burnout pattern, this midi dress offers a flattering scoop neckline adorned with adjustable spaghetti straps and a flowy ruffled silhouette. Complete the look with chic heeled sandals and earrings.

    Fit & Features

    • Chiffon fabric, burnout pattern, stretchy knit lining
    • Scoop neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flowy midi-length silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3250

    Category Name: Ruffled Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Floral Chiffon Lace Trim Skater Dress

    Charm them all with your pretty flair in this breezy floral chiffon lace trim skater dress! Designed with an airy sheer floral chiffon fabric with a dainty eyelash lace trim, this short dress is the effortlessly chic style you need for parties. The bodice is shaped with a sweetheart neckline with ruching at the bust and adjustable spaghetti straps with ruffled flutter sleeves for a sweet feminine vibe. The fitted waist is accented with an open tie-back design, leading to a flowy skater skirt with an A-line silhouette. Complete the look with hoop earrings and espadrille wedges.

    Fit & Features

    • Sheer floral chiffon fabric, woven lining with eyelash lace trim, no stretch
    • Ruched sweetheart neckline
    • Adjustable spaghetti straps with ruffled flutter sleeves
    • Open tie-back design
    • Lower zipper with hook and eye closure
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3154

    Category Name: Ruffled Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Days Off Scoop Neck Smocked Skater Dress

    Grab your favorite sunnies cause it's time to take a sunny stroll in this skater dress down by the beach or to the coffee shop! With adjustable straps and a stretchy smocked bust, this dress provides the perfect fit every time. The playful ruffled skater silhouette and short-length hem make it a must-have for any sunny day. Complete the look with strappy sandals.

    Fit & Features

    • Airy woven fabric with woven lining
    • Adjustable spaghetti straps
    • Scoop neckline
    • Stretchy smocked bust
    • Ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5462

    Category Name: Ruffled Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cherry On Top Lace-Up Cutout Chiffon Skater Dress

    Nothing says wow like this chiffon skater dress that puts the cherry on top of your look at brunch, birthdays, or shower celebrations! Designed with a V-neckline, adjustable ruffled straps, and a pleated bust, this dress accentuates your curves. The cutout waist and back with lace-up detailing add a playful touch, while the skater silhouette and tiered ruffled hem give a flirty and flattering fit! Complete the look in fashionable platform sneakers.

    Fit & Features

    • Chiffon fabric lined with woven fabric
    • Adjustable ruffled straps
    • Lace-up, back zipper hook-eye closure
    • Cut out sides and back
    • Ruffled
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2947

    Category Name: Ruffled Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Day Ruffled Ditsy Floral Skater Dress

    You'll love every moment spent in this ditsy floral skater dress! The square neckline and spaghetti tie straps add a flirty touch, while the stretchy smocked bodice ensures a comfortable fit. With a playful ruffled skater silhouette and a mini-length hem, this dress is perfect for any occasion. Complete the look in wedges.

    Fit & Features

    • Ditsy floral print, woven fabric lined with knit
    • Spaghetti tie strap
    • Square neckline
    • Ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5425

    Category Name: Ruffled Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale