Ruffled Dresses
Embrace the latest trend in ruffle dresses with our latest collection of romantic and charming styles. Our selection features an array of designs, from elegant maxi dresses adorned with cascading ruffles to playful mini dresses. Each style elegantly elevates your dress collection, making them perfect for romantic date nights or weddings. Whether you want to create a dreamy look in an A-line gown or keep it sleek in a ruffled wrap midi dress, prepare to stun in your next #OOTD post.
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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.
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Shadow Blooms Floral Skater Dress
Delicate and dainty, unveil this skater dress for every soiree this season! The short dress features breezy peasant long sleeves, a sweetheart neckline, a padded bust, a smocked back, and a fit and flare silhouette with a ruffled short hem. The dress is designed with a floral jacquard pattern on an airy fabric with a smooth woven lining and no stretch. Complete the look with espadrille wedges for a baby or wedding shower!
Fit & Features
- Peasant long sleeves, elastic cinched hems
- Sweetheart neckline, padded bust, smocked back
- High waist seam, fit and flare, skater silhouette
- Short-length hem
- Floral jacquard pattern
- Airy fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2604
Category Name: Ruffled Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty Cute Eyelet Lace Mini Dress
Achieve an effortless pretty and cute style in this eyelet lace mini dress for your casual dates or strolling downtown with the girls! The dress features adorable puff short sleeves, a ruffle trim sweetheart neckline with a front bust tie, a bodycon fit, and side ruching with an adjustable tie. Complete the look in trendy flat sandals.
Fit & Features
- Puff short sleeves
- Ruffle trim sweetheart neckline
- Front bust tie
- Bodycon silhouette
- Side ruching with adjustable tie
- Mini-length hem
- Eyelet lace fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4912
Category Name: Ruffled Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Starstruck Glitter Mesh Mini Dress
You'll leave them starstruck by your beauty in this glitzy glitter mesh mini dress! It features a sleeveless V-neckline with a dainty ruffled trim, spaghetti straps, all-over ruching, a mini-length ruffled hem with a front adjustable drawstring, and a curve-hugging silhouette. The sheer glitter mesh fabric includes a full knit lining. Style with metallic heels.
Fit & Features
- Sleeveless V-neckline, ruffled trim
- Spaghetti straps
- All-over ruching
- Mini-length ruffled hem, front adjustable drawstring
- Curve-hugging fit
- Sheer glitter mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1873
Category Name: Ruffled Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gracie Formal Chiffon A-Line High Low Dress
Special Occasion
Effortlessly pretty and poised, the Gracie formal dress is the perfect style for bridesmaids or wedding guests! She features a sleeveless surplice V-neckline with a delicately pleated bust, adjustable spaghetti straps, and an empire seam that leads to the ruffled A-line silhouette and flowy high-low hem. The formal dress is composed of airy chiffon fabric with a stretchy and smooth knit lining. Complete the look with block heels and dainty earrings.
Fit & Features
- Sleeveless surplice V-neckline, adjustable spaghetti straps
- Pleated bust, back zipper and hook-eye closure
- Empire seam ruffled A-line silhouette
- Flowy high-low hem
- Airy chiffon, stretchy and smooth knit lining
- Strapless or sticky bra-friendly design
- Runs true to size
Style Number/Barcode: 05002-3135
Category Name: Ruffled Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tyra Formal Tulle Tiered A-Line Dress
Special Occasion
Voluminous tulle in a flirty ruffled tiered style creates the Tyra formal dress to bring the party to banquets, weddings, and dressy cocktail events! She features a sleeveless plunge V-neckline, a pleated bust, adjustable spaghetti straps that crisscross along her open back, and an empire waist that leads to the ruffled tiered A-line silhouette with a long hem. The formal dress is composed of an airy tulle fabric with a stretchy knit lining. Complete the look with a chic tennis bracelet and choker.
Fit & Features
- Sleeveless plunge V-neckline, pleated bust
- Adjustable spaghetti straps, crisscross open back
- Empire waist, back zipper and hook-eye closure
- A-line ruffled tiered silhouette, long hem
- Airy tulle fabric, stretchy knit lining
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-6983
Category Name: Ruffled Dresses
Price: $19.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lace Amour V-Neck Skater Dress
Breeze into your date in this lovely lace skater dress to bring romance! The dress features a sleeveless V-neck, adjustable spaghetti straps, a fit and flare silhouette, and a tiered ruffled short hem. Complete the look in chic block heels.
Fit & Features
- Sleeveless V-neck
- Adjustable spaghetti straps
- Fit and flare skater silhouette
- Tiered ruffled short hem
- Lace fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1559
Category Name: Ruffled Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Such A Charmer Ditsy Floral Skater Dress
Create a charming look for weekend dates with this adorable floral skater dress! It features a square neckline with a ruffled hem, short puff sleeves, dual high waist seams, and a short skater skirt with a flattering fit and flare silhouette. The lightweight chiffon fabric features a ditsy floral print pattern for the cutest spring or summer vibe. Style with espadrille sandals.
Fit & Features
- Square neckline, ruffled hem
- Short puff sleeves, elastic cinched hems
- Dual high waist seams, smocked back design
- Short skater skirt, fit and flare silhouette
- Ditsy floral print
- Chiffon fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4885
Category Name: Ruffled Dresses
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunshine On My Mind Linen Midi Dress
This flowy linen midi dress was made for sunny days! It features a sleeveless V-neckline with a ruffled trim, adjustable spaghetti straps, a fitted bodice with dual high waist seams, and a midi-length hem with a relaxed A-line silhouette and a tiered, ruffled design. The airy linen fabric includes a full knit lining. Style with wedges for a dreamy look.
Fit & Features
- Sleeveless V-neckline, ruffled trim
- Adjustable spaghetti straps, hidden back zipper, hook and eye closure
- Fitted bodice, dual high waist seams
- Midi-length hem, flowy A-line silhouette
- Tiered, ruffled design
- Semi-sheer linen fabric, full knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5023
Category Name: Ruffled Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cherish Me Eyelet Lace Skater Dress
All eyes on you in this lovely eyelet lace skater dress as the bride-to-be or graduate! The dress features a sleeveless sweetheart neck with flirty ruffle trim, adjustable spaghetti straps, a front bust tie and button accents, and a tiered fit and flare silhouette with a ruffled short hem. Complete the look in platform sandals.
Fit & Features
- Sleeveless sweetheart neck with ruffle trim
- Adjustable spaghetti straps
- Front bust tie, button accents
- Tiered, skater silhouette
- Ruffled short-length hem
- Eyelet lace cotton fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4907
Category Name: Ruffled Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet And Cute Floral Ruffle Short Dress
Embrace your cuteness looking so sweet in this floral short dress - a perfect pick for family gatherings or parties! It features a sleeveless scoop neck, adjustable spaghetti straps, a trendy tie-back, a ruched bust, and a ruffle-layered short-length hem. Complete the look in bow heels.
Fit & Features
- Sleeveless scoop neck, adjustable spaghetti straps
- Tie-back design
- Ruched bust
- Ruffle layered short-length hem
- Ditsy floral print
- Airy woven fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4911
Category Name: Ruffled Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hey Darlin' Crepe Ruffle Short Dress
You'll look oh-so-darling in this crepe short dress for graduation ceremonies or bridal showers! The dress features adorable puff short sleeves, a surplice V-neckline with pleating, a bodycon silhouette, and a ruffled wrap hem. Complete the look in strappy mules.
Fit & Features
- Puff short sleeves
- Surplice V-neckline, pleating
- Bodycon silhouette
- Ruffled wrap short hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2156
Category Name: Ruffled Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Oh My Darling Floral Halter Mini Dress
Let your crush know you've entered the room in this retro-cute mini dress perfect for getting their attention at parties! It features a sleeveless sweetheart neckline with a flirty ruffle trim, halter straps with tie-back closure, an underwire bust, a bodycon silhouette, and a curved ruffle trim hem. The dress is designed with an adorable ditsy floral print on mesh-lined fabric. Complete the look in strappy mules.
Fit & Features
- Sleeveless sweetheart neckline, ruffle trim
- Halter straps, tie-back closure
- Underwire bust
- Bodycon silhouette
- Ruffle trim, curved mini-length hem
- Ditsy floral print, mesh-lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4892
Category Name: Ruffled Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring In Full Swing Floral Skater Dress
With spring in full swing, this floral skater dress is an adorable must-have for the season! It features a V-neckline and a matching V-back design with a tie closure, sheer long balloon sleeves, dual high waist seams, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The airy chiffon fabric features a blooming floral print pattern. Style with strappy mules for weekend brunch!
Fit & Features
- V-neckline, V-back design, tie closure
- Sheer long balloon sleeves, elastic cinched hems
- Dual high waist seams, smocked back
- Short skater skirt, tiered ruffled design
- Fit and flare silhouette
- Floral print, sheer chiffon fabric, partial woven lining
- Runs true to size
Style Number/Barcode: 05101-2140
Category Name: Ruffled Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Spring Vibes Floral Skater Dress
This adorable floral skater dress will bring those sweet spring vibes to your look! It features a sweetheart neckline, short puff sleeves, a high waist, a short skater skirt with a ruffled hem, and a fit and flare silhouette. The lightweight chiffon fabric features a dainty floral print pattern. Style with strappy sandals.
Fit & Features
- Sweetheart neckline, short puff sleeves, elastic cinched hems
- High waist seam, smocked back design
- Short skater skirt, ruffled hem
- Fit and flare silhouette
- Small floral print
- Chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2080
Category Name: Ruffled Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Life Floral Chiffon Skater Dress
Live the sweet life twirling in this floral chiffon dress at birthday parties or baby showers! Featuring an adorable off-the-shoulder neckline with ruffle trim, short-sleeve cuffs, a bust keyhole cutout with a tie accent, and a short skater silhouette. The dress is composed of a dainty floral print chiffon fabric with a knit lining. Complete the look in simple platform heels.
Fit & Features
- Off-the-shoulder neckline, ruffle trim
- Short-sleeve cuffs, elasticized hems
- Keyhole bust with tie, back zipper, hook and eye closure
- Short skater silhouette
- Dainty floral print
- Sheer chiffon fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2038
Category Name: Ruffled Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Made You Flirt Lace Skater Dress
Make your crush flirt with how cute you'll be looking in this lace eyelet short dress perfect for birthday brunches or parties! Featuring a sleeveless scoop neck, ruffled straps, a ruched bust, and a fit-and-flare skater silhouette. Style with a chic bracelet and heels to complete the look.
Fit & Features
- Sleeveless scoop neck, ruffled straps
- Ruched bust
- Fit and flare skater silhouette
- Short-length hem
- Lace eyelet fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2155
Category Name: Ruffled Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lovely In Lace Ruffle Hem Mini Dress
Enchant with your loveliness in this lace mini dress for bridal showers or celebrations! It features sheer peasant long sleeves, a sweetheart neck, a lightly padded bust, a form-hugging fit, and a flirty front ruched seam leading to the ruffled hem. Complete the look in sassy-heeled sandals.
Fit & Features
- Sheer peasant long sleeves
- Sweetheart neck
- Lightly padded bust
- Form-hugging fit
- Front ruched seam, ruffled mini-length hem
- Lace fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2328
Category Name: Ruffled Dresses
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Well-Refined Crepe Ruffled Midi Dress
Elevate your style with this well-refined crepe midi dress perfect for wedding showers or dressy parties! It features a sleeveless V-neck, spaghetti straps that cross in the back, a form-fitting silhouette, and a flirty ruffled high-low hem. Complete the look in sassy mules and a clutch.
Fit & Features
- Sleeveless V-neck
- Spaghetti straps, cross back
- Form-fitting silhouette
- Ruffled high-low midi hem
- Partially lined crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2546
Category Name: Ruffled Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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For The Frill Ruffled Tie-Back Skater Dress
You'll totally be eyeing this skater dress for its frills! Have your twirl-worthy moment in this short dress featuring a square neck, short puff sleeves, a tie-back detail, and a flowy fit and flare silhouette with a tiered ruffle trim skirt. Complete the look with a trendy purse and mules for a baby shower or celebration!
Fit & Features
- Square neck, short puff sleeves
- Tie-back detail
- Flowy, fit and flare silhouette
- Tiered ruffle trim skirt
- Short-length hem
- Lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-4851
Category Name: Ruffled Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Romance Floral Skater Dress
Dreamy and romantic floral blooms across this chiffon skater dress perfect for family gatherings or parties. It features sheer peasant long sleeves, a ruched lightly padded bust and bodice, a sweetheart neckline, a smocked back, and a fit and flare ruffled silhouette. Complete the look in strappy mules.
Fit & Features
- Sheer peasant long sleeves, sweetheart neckline
- Ruched lightly padded bust and bodice
- Smocked back
- Skater silhouette, ruffled short-length hem
- Floral bloom print
- Airy chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2186
Category Name: Ruffled Dresses
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easy Breezy In Floral Chiffon Dress
Easy, breezy, and beautiful! You'll adore this floral chiffon dress perfect for bridal showers or dressy spring parties. It features an off-the-shoulder, sweetheart neck, ruffled short-sleeve cuffs, a padded bust, a smocked back, and a flowy skater silhouette with a ruffled short hem. The dress is composed of an airy chiffon with a rose floral bouquet print and a stretchy knit lining. Complete the look in strappy sandals.
Fit & Features
- Off-the-shoulder, sweetheart neck, padded bust
- Ruffled short sleeve cuffs
- Smocked back, zipper nad hook-eye closure
- Flowy skater silhouette, ruffled short hem
- Rose floral bouquet print
- Airy chiffon, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2052
Category Name: Ruffled Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute Charm Ditsy Floral Skater Dress
Show off your cute charm in this adorable ditsy floral skater dress! It features a square neckline with a ruffled trim, a ruched bust with a tie-front detail, short puff sleeves, a fitted high waist seam, and a short flared-out skater skirt with a flowy silhouette. The lightweight woven fabric features a dainty ditsy floral print pattern. Style with espadrille sandals for a picnic date.
Fit & Features
- Square neckline, ruffled trim
- Ruched bust, tie-front detail
- Short puff sleeves, elastic cinched hems
- Back zipper, hook and eye closure
- High waist seam, short skater skirt, fit and flare silhouette
- Ditsy floral print, woven fabric, bust knit lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4854
Category Name: Ruffled Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Girl Satin Skater Bubble Dress
Silky satin plays up this satin skater dress that brings back the beloved bubble hem style! The dress features a sleeveless square neck with ruffled straps, a high-waist seam, and a fit-and-flare silhouette with a short-length bubble hem. Complete the look with stiletto pumps for a school formal or cocktail party!
Fit & Features
- Sleeveless square neck
- Ruffled straps
- High-waist seam
- Skater silhouette
- Short-length bubble hem
- Lined silky satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2348
Category Name: Ruffled Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lauren Ruffled Slit Satin Formal Dress
Special Occasion
Showcase a flirtatious allure in the sleek and stunning Lauren satin formal dress! She features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, a fitted bodice, a floor-length hem with a curve-hugging silhouette, and a thigh-high side slit with a stylish ruffled hem. The smooth lined satin-knit fabric has a stunning sheen for a luxe look. Complete your outfit in this formal long dress with rhinestone hoops and strappy heels for a wedding or a fancy party.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps, cross-back design
- Fitted bodice, floor-length hem, curve-hugging fit
- High side slit, ruffled hem
- Lined satin fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7212
Category Name: Ruffled Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale