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 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.
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Picturesque Petals Tiered Ruffle Chiffon Mini Dress
Feel and look picture-perf in this fun floral dress! Pair your look with a denim jacket and some white sneakers!
Fits & Features
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Adjustable Spaghetti Straps
- V Neckline I Square Sheer Back
- Drawstring Waist
- Mini Length Silhouette I Tiered Ruffle Trim Design
- Floral Chiffon Fabric I Fully Lined
- Zipper Not Featured
Style Number/Barcode: 05102-0503
Category Name: Ruffled Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Sweet & Smocked Ditsy Ruffle Midi Dress
Get into the spring vibe with this midi dress on! Easily style it up or down by switching out your white sneakers to heels!
Fits & Features
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Adjustable Spaghetti Straps
- Square Neckline
- Tiered Ruffle Detail
- Midi Length Silhouette
- Ditsy Woven Print
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0501
Category Name: Ruffled Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Giannina Off Shoulder Glitter Shine Ball Gown
Special Occasion
Turn heads in our sparkling Giannina! Her off-shoulder neckline trails into a cascading ruffle trim hem leading to a front slit. Made from a glitter woven fabric, a dual-tone sheen finishes the look. Match her shine with a matching pair of rhinestone earrings and a sparkly cuff.
Fits & Features
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Off Shoulder Straps
- V Neckline I Padded Bust I No Slip Interior Strip
- Hidden Hand Pockets
- Back Zipper With Hook & Eye Closure
- Floor Length Hemline I Petticoat I Cascading Ruffle Leads To Front Slit
- Glitter Woven Fabric I Fully Lined I Changes Color In The Light
- Form Hugging Fit I Moderate Stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05004-0108
Category Name: Ruffled Dresses
Price: $9.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Off Shoulder Straps
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Spot Me Woven Ruffle Mini Dress
Get spotted in this chic & stylish woven LBD, perf paired with some strappy sandals and a denim jacket.
Fit & Features
- Short sheer sleeves
- Wrap front V neckline
- Sheer back | Hidden zipper closure
- High waist
- Front ruched detailing | Faux drawstring
- Short, ruffle hem
- Sheer swiss dot woven fabric | Stretchy knit lining
Style Number/Barcode: 05101-0775
Category Name: Ruffled Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flower Power Puff Sleeve Mini Dress
Take on the floral trend with this gorg puff sleeve printed mini! Pair the dress with some espadrille platform sandals and a cute woven bag!
Fit & Features
- Short puff sleeves | Elastic banded cuffs
- Sweetheart neckline
- Back zipper | Hook and eye closure
- Front center ruched detailing
- Short ruffle hem
- Sheer floral printed woven fabric
- Knit lining
Style Number/Barcode: 05101-0756
Category Name: Ruffled Dresses
Price: $17.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Moment Ruffled Mini Dress
Have a major plaid moment in this trendy little mini dress! The ruffle detailing gives off a fun & flirty vibe.
Fit & Features
- Adjustable spaghetti straps
- V neckline
- Square back
- Stretchy smocked body
- Short, tiered ruffled hem
- All over plaid print
Style Number/Barcode: 05102-0728
Category Name: Ruffled Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Love Chiffon Ruffle Strap Maxi Dress
Romance is in the air! Take everyone's breath away with this charming maxi dress!
Fits & Features
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Ruffle-Trim Shoulder Straps
- Surplice V Neckline I Smocked Back
- Adjustable Waist Tie
- Maxi Length Silhouette I Partial, Mini Length Knit Lining
- Wrap Skirt Reveals Front Slit
- Chiffon Fabric
- Moderate Stretch
Style Number/Barcode: 05101-0781
Category Name: Ruffled Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle-Trim Shoulder Straps
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Major Flirt Ruffle Hem Mini Dress
You'll be a major flirt in this absolutely adorable ruffle hem mini! The dress is perf paired with some wedges for a spring day out!
Fit & Features
- Short sleeves
- Wrap front | V neckline
- High rise elastic banded waist
- Wrap front skirt | Ruched detailing
- Ruffle hem
- Stretchy knit fabric
Style Number/Barcode: 05102-0651
Category Name: Ruffled Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Full Swing Ruffle Hem Mini Dress
Have a twirl-worthy moment in this mini dress! Add some block heels and a cross-body bag for a cute AF outfit!
Fits & Features
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Tie Shoulder Straps
- Ruffle Sweetheart Neckline & Hem
- Smocked Back Midsection I Back Zipper With Hook & Eye Closure
- Mini Length Silhouette
- Satin-Like Fabric I Fully Lined
- Minimal Stretch
Style Number/Barcode: 05103-1595
Category Name: Ruffled Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Shoulder Straps
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Swing Into It Ruffle Mini Dress
Get into the swing of spring by refreshing that wardrobe with this cute mini dress! Slip into some block heels and add a rattan bag for a gorge look!
Fits & Features
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Adjustable Spaghetti Straps
- Surplice V Neckline With Snap Button Closure
- Button Closure At Back I Keyhole Opening I Back Zipper
- Ruched Drawstring At The Front
- Mini Length Silhouette I Tiered Ruffle-Trim Hem
- Woven Fabric I Full Knit Lining
- Relax Fit I Minimal Stretch
Style Number/Barcode: 05102-0718
Category Name: Ruffled Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Adjustable Spaghetti Straps
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Satin Stunner Cut Out Mini Dress
Okay stunna! Walk into any event with this jaw-dropping and sultry mini dress!
Fits & Features
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Adjustable Spaghetti Straps
- Ruffle-Trim Bust I Tie At Center Bust
- Cut Out Design
- Back Zipper With Hook & Eye Closure
- Mini Length Silhouette
- Satin-Like Fabric I Fully Lined
- Form Hugging Fit I Moderate Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-1309
Category Name: Ruffled Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Be Amazed Ruched Off Shoulder Mini Dress
Not your typical LBD. They're going to be amazed once they see you strutting in with this mini dress! Dust your neckline with some sparkling rhinestone accents to go for that extra glow!
Fits & Features
- Off Shoulder Neckline I Elastic Interior Band
- Fitted Long Sleeves
- Drawstring Bust
- Back Zipper With Hook & Eye Closure
- Mini Length Silhouette I Mesh Lined Fabric
- Ruching Throughout I Ruffle Trim Neckline & Hem
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0767
Category Name: Ruffled Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dreamy Meadow Chiffon Ruffle Maxi Dress
Look like a dreamy meadow in this flowy and sweet midi dress! Slip into some block heels and you'll be ready for your spring soiree!
Fits & Features
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Adjustable Spaghetti Straps
- Surplice V Neckline I V Back
- Back Zipper
- Maxi Length Silhouette I Ruffle-Trim Hem I Partial Lining
- Adjustable Drawstring & Ruching At Front Side
- Chiffon Fabric I Floral & Botanical Prints
- Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0769
Category Name: Ruffled Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Adjustable Spaghetti Straps
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Floral Burst Ruffle Mini Dress
Burst into the season with fab florals bby! Pair this charming print with fab wedges and pop of color to complete a brunch-ready look!
Fit & Features
- Sweetheart Neckline | Drawstring
- Short Puff Sleeves
- Mid-Drift Cut Out
- Ruched Side Seam | Drawstring
- Floral Print
- Lined Chiffon
- Relaxed Fit | Minimal Stretch
Style Number/Barcode: 05102-0676
Category Name: Ruffled Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Smocked Sweetheart Gingham Mini Dress
Yes girl, it's the perfect daytime date dress! Perfectly pair the look with some clean white sneakers or heeled sandals!
Fits & Features
- Elastic Sweetheart Neckline & Cuffs
- Tie Design & Cut Out At The Bust
- Woven Short Sleeves I Can Be Worn Off Shoulder
- Smocking Throughout
- Mini Length Hemline With Ruffle Trim
- Gingham Print Design
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05102-0688
Category Name: Ruffled Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Girly In Gingham Smocked Mini Dress
Look oh so gorgeous and girly in this gingham smocked mini dress babe! Pair with some cute wedges and you'll have a spring ready look!
Fit & Features
- Tie shoulder spaghetti straps
- Notched V neckline | Ruffle trim
- Stretchy smocked body
- Short, form hugging fit
- All over gingham print
Style Number/Barcode: 05102-0683
Category Name: Ruffled Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Tie shoulder spaghetti straps
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Miss Me More Mini Dress
They're going to miss you all the more as you leave the room in this stunning LBD! The ruched detailing will flatter your gorgeous figure.
Fit & Features
- Long loose sheer sleeves | Elastic banded hems
- Deep V neck and back | Ruffle trim
- Hidden back zipper | Hook and eye closure
- All over ruched detailing
- Dual drawstrings at the hem
- Short, form hugging fit
- Mesh top | Stretchy knit skirt
Style Number/Barcode: 05103-1296
Category Name: Ruffled Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For Tonight Chiffon Blouson Mini Dress
Ooh girl, you look so ready for a night out! Bring the drama with its off-shoulder neckline and fit-and-flare blouson sleeves!
Fits & Features
- Ruffle-Trim Square Neckline, Cuffs, Hem
- Sheer Blouson Sleeves With Circle Embroidery Detail
- Mini Length Silhouette With Drawstring At Center Front
- Smocking All Over
- Bodycon Fit I Ample Stretch
Style Number/Barcode: 05102-0560
Category Name: Ruffled Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ditsy Floral Daze Mini Dress
Ditsy florals are the trendy print of the season! This floral printed dress features a sleeveless square neckline with ruffle spaghetti straps, ruched detailing down the side, and a mini-length, curve-hugging silhouette. Pair this adorable dress with some cute strappy sandals for the perf daytime 'fit!
Fit & Features
- Ruffle spaghetti straps
- Square neck and back
- Ruched side detailing, adjustable drawstring at hem
- Short, form-hugging fit
- Ditsy floral print
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-0524
Category Name: Ruffled Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Colleen Ruffle Off Shoulder Crepe Dress
Special Occasion
You'll be an absolute showstopper in our beautiful Colleen! Her ruffles add an extra oomph to your whole look!
Fits & Features
- Ruffle-Trim Off Shoulder Neckline
- Back Zip With Hook & Eye Closure
- Floor Length Hemline | High Side Slit
- Crepe Fabric
- Form Hugging Fit
- Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0784
Category Name: Ruffled Dresses
Price: $22.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off The Shoulder Button Front Midi Dress
The perf midi dress that has major spring time vibes! With its short puff sleeves, button front detailing, and flowy feel, this dress is a must for your wardobe.
Fit & Features
- Off the shoulder sweetheart neckline
- Short puff sleeves
- Faux button down front
- Stretchy smocked back
- Front slit | Ruffle hem
- Flowy fit
- Woven fabric | Short knit lining
Style Number/Barcode: 05102-0637
Category Name: Ruffled Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fleur Paradise Chiffon Smocked Mini Dress
Slip-on this pretty mini dress and enchant them all with the bold and beautiful floral prints!
Fits & Features
- Ruffle-Trim At Square Neckline, Cuffs & Hem
- Sheer, Roomy Chiffon Long Sleeves I Elastic Cuffs
- Smocked Bodice & Mini Length Silhouette
- Curve Hugging Fit
- Ample Stretch
Style Number/Barcode: 05101-0509
Category Name: Ruffled Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spring Fling Floral Chiffon Ruffle Dress
Embrace the florals and ruffles in this romantic mini dress! It features peasant long sleeves, a plunge v-neckline, and a babydoll style silhouette with flirty ruffle trim on floral chiffon-lined fabric. Complete the look in a boho ring set.
Fits & Features
- Plunging V Neckline
- Sheer Roomy Long Sleeves I Elastic Cuffs
- Back Zipper With Hook & Eye Closure
- Dual Buton Detail At Nape Of Neck I Cut Out At Back
- Mini Length Hemline
- Lined Chiffon Fabric With Floral Print I Ruffle-Trim Detail
- Minimal Stretch
Style Number/Barcode: 05102-0470
Category Name: Ruffled Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Tiered Ruffle Midi Dress
Add a little floral to your wardobe with this gorg tiered ruffle midi dress! Paired with some wedges and sunnies, you'll be ready for brunch with the girls!
Fit & Features
- Adjustable spaghetti straps
- Ruffled square neckline
- Tiered ruffled seams
- Ruffled mid-length hem
- Stretchy smocked body
- Curve hugging fit
Style Number/Barcode: 05102-0634
Category Name: Ruffled Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance