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 fall weddings, holiday 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 beautifully. 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 to the season.

Style jewel-tone ruffles with ankle boots for daytime charm, or go glam in sleek satin and velvet finishes for evening 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 fall look unforgettable.

  • Janisa Formal Open Back Ruffle Dress

    Special Occasion 

    Bring the romance in ruffles! Janisa charms with her all over floral print, a wide rounded neckline with racer bust and a bold open back. Her back is accented with a lower back bow and dreamy ruffles. 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0295

    Category Name: Ruffled Dresses

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Karina Rhinestone Trim Formal Dress

    Special Occasion

    You'll know how to make an entrance in our gorgeous Karina formal dress. She features a sleeveless bodice, tank-like shoulder straps that lead to a detailed strappy back, a V neckline with a dual rhinestone trim accent, padded cups, a high waist seam, and a fitted mermaid length silhouette with a ruffle detail back. Dress is composed of a crepe fabric, offering a curve hugging fit with moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0072

    Category Name: Ruffled Dresses

    Price: $32.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Classic Midi Dress

    You love a classic look, and this chic and sophisticated midi dress is a definite must for your wardrobe!

    Fits & Features

    • Spaghetti Straps
    • V Neckline
    • Square Back
    • Mid-Length 
    • Form Hugging Fit With High-Low Trumpet Hem
    • Crepe Composition
    • Moderate Stretch

    Style Number/Barcode: 05101-0128

    Category Name: Ruffled Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gemma Strapless Bow Party Dress

    Special Occasion 

    Bring the elegance and charm in our classically lovely Gemma dress! She features a strapless sweetheart neckline, padded cups, vertical princess seams, built in boning for support and unlined mesh panels on the side with a triple-row bow accent. Her slim fit bodice leads to a flared party length silhouette with a double tiered hem and hidden side pockets. Dress is composed of a combination smooth knit fabric and satin-like fabric that offers a form hugging fit with a slight stretch. Includes a hidden back zipper closure with fish and hook clasp closure and voluminous petticoat.  

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0111

    Category Name: Ruffled Dresses

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Outfit On Ponte Midi Dress

    Your party look is on point with this midi dress! It has a off the shoulder neckline with a ruffle popover, a V wire front, an exposed back zipper, and a body-hugging fit. Dress is composed of a flattering ponte knit fabric with a moderate stretch. 

    Style Number/Barcode: 05101-0211

    Category Name: Ruffled Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life's A Beach Mesh Dress
    Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print in turquoise, blue, and rust, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.

    Style Number/Barcode: 05102-0286

    Category Name: Ruffled Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Suzy Ruffle Up The Evening Party Dress
    Special Occasion 

    Stir up the scene with this super cute party dress! Suzy's satin fabric and A-line silhouette make her the perfect combination of elegant and fun. She also features a V neckline, padded cups for support, double spaghetti straps, pleated waist details, and a ruffle accented mini skirt. Includes a back zipper closure. Dress offers a relaxed fit with minimal stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0045

    Category Name: Ruffled Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Ride Skater Dress

    Keep it cool in this breezy-beautiful skater dress! It features adjustable spaghetti straps, a seamed V neck bodice, tiers of ruffle trim at the bust, waist, thigh and hem, and an A-line skirt with back zip. Dress is fully lined and made from a lightweight Tencel-blend with natural crinkle-effect and little to no stretch.

    Style Number/Barcode: 05102-0329

    Category Name: Ruffled Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nida Chiffon Ruffle Gown
    Special Occasion

    Turn heads as the belle of the ball in our chiffon beauty, Nida! She features a seamed V-neck bodice with adjustable spaghetti straps, lightly padded cups, and asymmetrical ruffle trim. She has a back zip, and partially lined flowy A-line skirt with front slit. Nida is made from a lightweight woven fabric with little to no stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6714

    Category Name: Ruffled Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Life's A Beach Mesh Dress

    Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.

    Style Number/Barcode: 05102-0158

    Category Name: Ruffled Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffled In Love Sleeveless Dress
    Keep it lovely in ruffles in this stunning dress! It features a sleeveless square neckline, narrow shoulder straps and a midi length silhouette with an asymmetrical ruffled hem. Dress is composed of a stretchy crepe fabric that offers a form hugging fit.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0359

    Category Name: Ruffled Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vaughan Chiffon Gown
    Special Occasion 

    Introducing our Vaughan Chiffon Gown! She is a beautiful floor length hunter green dress, her relaxed bodice features a v-neckline, spaghetti straps, and an overlapped cup. Spaghetti straps lead to a self tie closure at the top, a zipper closure below, and a ruffled keyhole cut out. The skirt of the gown meets high waist and has an overlapping effect, the skirt is floor length and flowy. She includes a full body smooth inner lining from cup to floor. She is composed of a chiffon like material that offers a breezy flow.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0016

    Category Name: Ruffled Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plus Floral Fiesta Maxi Dress
    This beautiful floral maxi dress is perfect for your spring and summer occasions! It features a stretchy off the shoulder neckline with a ruffle pop over, a stretchy high waist seam, and a flowy floor-length skirt. Dress is composed of an unlined crepe fabric with no stretch. 

    Model is 5'8 with a 42" bust, 35" waist, and 45" hips. She is wearing a size 1X.

    Style Number/Barcode: 15102-0033

    Category Name: Ruffled Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Sandra Glitter Ruffle Dress
    Special Occasion

    Bring the sparkle as shine in the glam Sandra dress! She features a plunging V neckline, supportive tank-like straps and a relaxed fit bodice. Her narrow waist band accent leads to a dramatic mermaid silhouette accented with a high center slit and a ruffled hemline. Dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Glitter may transfer.

    Model is 5'9" with a 44" bust, 37" waist and 47" hips. She is wearing a size 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0125

    Category Name: Ruffled Dresses

    Price: $36.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 50% Off
  • Ruffle Party Asymmetrical Dress
    It's no party without a little bit of ruffle fun! This blue dress features a wrap bodice with a V neckline paired with a ruffle trim, spaghetti straps leading to a square back, ruching on one side, and a wrap skirt with a subtle asymmetrical hem. Dress is composed of an unlined crepe fabric that offers a moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3491

    Category Name: Ruffled Dresses

    Price: $10.00 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Radiant In Rhinestones Mini Dress

    Cause a little commotion in this playful mini dress! It features a wrap bodice with a ruffle trim, a deep V neckline, narrow shoulder straps, and a wrap skirt with a subtle asymmetrical hem. Dress is composed of an unlined crepe fabric with a moderate stretch. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3351

    Category Name: Ruffled Dresses

    Price: $10.00 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring Stunner Maxi Dress
    Lace up in this pretty dress for those spring time vibes! It features a white hue, a sleeveless bodice, a V neckline, adjustable narrow straps, a tie back accent and a lower back keyhole. The waist features an unlined crochet floral detail and leads to a sweeping maxi floor length skirt. Dress is composed of a combination crochet and linen fabric that offers a form hugging fit with minimal stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0052

    Category Name: Ruffled Dresses

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button Up In Ruffles Midi Dress
    Button yourself up in pretty ruffles! This must have black dress features a sleeveless bodice, a plunging V neck with a tie front accent, ruffled shoulder straps and a multi button front with tortoise shell hued buttons. The midi length lets you show off your favorite heels! Dress us composed of a lined linen fabric that offers a relaxed fit with minimal stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0026

    Category Name: Ruffled Dresses

    Price: $10.00 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty In Ruffles Midi Dress
    Keep it flirty and frilly in ruffles! This mauve dress features a sleeveless bodice, a plunging wrap V neckline with a ruffled trim, adjustable spaghetti straps, a cinching tie waist belt and an A-line midi length silhouette. Dress is composed of a lined woven fabric with no stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0030

    Category Name: Ruffled Dresses

    Price: $10.00 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Skye Chiffon High Low Skater Dress
    Special Occasion

    Skye is airy, angelic, and will feel like you're walking on cloud 9! She features a slim fitting bodice with a V neckline, narrow shoulder straps that lead to a sheer lace back and a gold zipper closure, a banded waist, and a flowy, wrap, high-low skater skirt with a short skirt lining. Skye is composed of a light blue chiffon fabric with no stretch. 

    Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8679

    Category Name: Ruffled Dresses

    Price: $10.00 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • What's Up Buttercup Maxi Dress
    You're lookin' like a ray of sunshine in this mustard yellow maxi dress! It has an off the shoulder neckline with draped ruffle sleeves, a high waist seam with a tie belt and back cut out, and a flowy, floor-length wrap skirt that creates a high leg slit. Dress is composed of a gauze fabric. Includes exposed back zipper closures and a short knit lining. 

    Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05101-8658

    Category Name: Ruffled Dresses

    Price: $10.00 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready And Ruffled Midi Dress

    She's ready to work it. Cause a commotion in this midi dress!

    Fits & Features 

    • Elastic Off Shoulder Neckline
    • Ruffled Popover Detail
    • Form Hugging Silhouette
    • Midi Length Ruffled Trumpet Hemline
    • Fully Lined & Composed Of Crepe Fabric
    • Moderate Stretch
    • Zipper Not Included 
     
    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8114

    Category Name: Ruffled Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chasing Dreams Ruffle Dress
    Chase your dreams in this flowy blue ruffle dress! It features an off the shoulder neckline with a ruffle pop over, a fitted bodice with a high waist seam and tie belt detail, a hidden side zipper closure, and a flowy skirt with a double-tiered, high-low hem. Dress is composed of a woven fabric with no stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8202

    Category Name: Ruffled Dresses

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ana Formal Glitter Ruffle Dress
    Special Occasion 

    Start a commotion in ruffles as you make a glitzy impression in our Ana dress! She features an all over vibrant red hue, a sleeveless bodice, a high round neckline and a sweeping floor length to make your grand entrance! Her back features an open design and complemented with a glam bow with ruffle accent! Ana is composed of a glitter knit fabric adorned with glitter accents. Dress offers a form hugging fit with a moderate stretch. Glitter will transfer.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6369

    Category Name: Ruffled Dresses

    Price: $27.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free