Dresses

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Dresses for Every Plan, Mood & Moment

Dresses are at the heart of Windsor, with decades of expertise behind an assortment made to answer the question, “What am I wearing?” Find all occasion dresses that move from everyday plans to unforgettable celebrations, alongside cute dresses and trendy dresses that capture what’s new right now. As fall turns to winter, expect fresh silhouettes, rich textures, and party-ready details designed to make finding your dress feel like the fun part.

What Kinds of Dresses Can I Find at Windsor?

Your calendar changes, and your dress can change with it. Keep everyday dressing easy with relaxed minis and midis, then turn up the energy with Party Dresses That Bring the Celebration when the group chat makes plans. When the invite calls for something polished, Cocktail Dresses—remixed for 2026 style bring fresh details to a dress-code favorite. Formal gowns, wedding guest looks, and timeless silhouettes round out an assortment built for both the moments you planned and the ones you didn’t.

How Often Does Windsor Get New Dresses?

New dresses arrive every week, so there’s always another reason to look. Fall brings fresh layers, richer colors, and seasonal textures into rotation, while holiday dressing turns up the shine with velvet, sequins, metallic finishes, and elevated details. By NYE, the mood can go full celebration. Windsor balances those right-now trends with silhouettes you’ll reach for beyond a single season.

What Can I Expect When Shopping for Dresses at a Windsor Store?

Sometimes you need to see the dress on before you know it’s the one. At Windsor stores, you can experience fabrics and details up close and try different lengths, silhouettes, and fits IRL. With more than 350 stores across North America, that makes it easier to explore everything from an everyday favorite to a dress worthy of a major moment.

What If I Want Something Beyond the Classic Dress?

Switch up the one-and-done outfit with Women’s Rompers, or take the dress moment somewhere more elevated with Windsor's Luxe Dress Collection. The Luxe edit brings together sophisticated silhouettes, rich fabrics, and distinctive details hand-picked for Windsor when the occasion—or your mood—calls for something unforgettable.

Your next favorite dress might be the one you wear everywhere or the one you’ve been waiting for an excuse to wear. Either way, Windsor is here for the everyday plans, the big celebrations, and every version of your style still to come.

  • Serving Ruffles Mini Tube Dress

    Serving ruffles and bold girl confidence—this tube mini dress does the most. With a curve-hugging fit and layers of mesh ruffles, it's your plus-one for rooftop parties, flirty photo ops, and every standout moment in between.

    Fit & Features

    • Knit fabric with knit lining, high stretch
    • Mesh ruffled design
    • Strapless tube neckline, no-slip strip
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000224

    Category Name: Dresses

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish To The Maxi Dress
    Be a fab fashionista and stylish to the max in this red maxi dress! It features a sleeveless bodice, a strapless square neckline, a high waist seam, slanted front pockets, pleated details, and a long, maxi fit. The dress is composed of a knit fabric and offers moderate stretch and a flowy, relaxed fit.

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

    Style Number/Barcode: 05102-3557

    Category Name: Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Scoop Mini Dress
    Basic never looked so good in this essential mini dress! It features a light blue color, a scoop neckline, tank-like straps and a mini length silhouette. Dress is composed of a double lined smooth knit fabric that offers a form hugging fit with a moderate stretch.

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

    Style Number/Barcode: 05102-3350

    Category Name: Dresses

    Price: $13.91 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smocked In Florals Mini Dress
    Keep it sweet in florals! This pretty light blue dress features an off the shoulder neckline with ruffled trim, a sweetheart bust with a small tie front keyhole and short sleeves. The relaxed fit bodice features a smocked back and leads to a curve hugging mini length silhouette. The all over dainty floral print features pink and red hues. Dress is composed of a lightweight woven fabric that offers minimal stretch.

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

    Style Number/Barcode: 05102-0074

    Category Name: Dresses

    Price: $10.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chambray Today Ruffle Mini Dress
    As playful as it is party-ready, this casually chic chambray mini dress is going places. Dress features thick straps, square neckline, a ruffle hem, and smocking from bust through thigh. Dress is made from a lightweight cotton blend and offers plenty of stretch through the middle.

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

    Style Number/Barcode: 05102-0139

    Category Name: Dresses

    Price: $32.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Emerald City Cutout Mini Dress
    Journey far and wide in this flirty, feminine mini dress. Dress features gathered ties at front and side, a waist cutout, ruffle detail at hem and gathered cap sleeves, and a back zip closure. Dress is lined and made from a lightweight woven fabric with little to no stretch.

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

    Style Number/Barcode: 05102-0131

    Category Name: Dresses

    Price: $18.94 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Button Denim Mini
    Streamlined and sweetly sophisticated, this lavender mini draws all eyes to you. Dress features a soft V neckline, button front, and adjustable spaghetti straps. Dress is made from a cotton-denim fabric and has minimal stretch. 

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

    Style Number/Barcode: 05102-0116

    Category Name: Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button Like You Midi Dress
    Button up in this one of a kind midi dress! The ivory dress features a V neckline, short sleeves with tie accents, princess seams a multi button down front with a tortoise shell hue, a cinching tie waist and a high low hemline with a ruffled trim. The back features a smocked fabric for a comfortable wear. Dress is composed of a lined lightweight woven fabric that offers a relaxed fit with a 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: 05102-0115

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Frilly In Florals Midi Dress
    Keep it flirty and frilly in florals this season! This ivory dress features a sleeveless bodice, a square neckline, ruffled shoulder straps and a midi length skirt with side slit. The all over dainty floral print features blue hues. Dress is composed of a linen fabric. 

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

    Style Number/Barcode: 05102-0063

    Category Name: Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Own The Moment Tube Floral Maxi Dress

    Ready to shut down the vacation pics? This strapless floral maxi dress brings effortless chic with a curve-hugging fit and leg-baring side slit.

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Strapless tube neckline
    • High side slit
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000237

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button Down In Style Dress
    Button down in style in this cute midi dress! The white dress features a square neckline, wide shoulder straps, a button down front, a tie waist belt, side pockets and a center high slit. Dress is composed of an unlined denim-like fabric that offers a form hugging 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: 05102-0059

    Category Name: Dresses

    Price: $31.97 $39.90

    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: Dresses

    Price: $10.00 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Striped With Style Midi Dress
    Get all striped with style with this adorable summer ready midi dress! It features a sleeveless bodice, a V neckline created by a wrap front, a partially stretchy and smocked back with a hidden zipper and hook and eye closure, a faux button down front, a waist tie, and a front slit. The mustard yellow dress is composed of lightweight woven fabric with no stretch and a short lining.

    Model is 5'8" with a 33" bust, 24" waist and 33.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0032

    Category Name: Dresses

    Price: $15.00 $42.90

    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: Dresses

    Price: $10.00 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunny Side Up Skater Dress
    This mustard yellow skater sundress is a definite must-have for this season! It features a sleeveless bodice, adjustable spaghetti straps, a square neckline, a hidden back zipper and hook and eye closure, a high waist seam, and a wrap skater skirt with a chic side tie. The dress is composed of a woven fabric with no stretch.

    Model is 5'8" with a 33" bust, 24" waist, and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0054

    Category Name: Dresses

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buttoned Up In Stripes Dress

    Button up in stylish stripes! This pretty dress features a plunging V neckline, kimono sleeves, a cinching tie waist accent and a multi button down front with tortoise shell hued buttons that lead to an A-Line silhouette. The back features a matching plunging V shape, an adjustable bar strap detail and a hidden zipper closure. The all over stripe pattern features blue and white hues. Dress is composed of a lined gauze fabric that offers a relaxed fit with minimal stretch.

    Style Number/Barcode: 05102-0040

    Category Name: Dresses

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spotlight Moment V-Neck Surplice Midi Dress

    You'll love every moment in the spotlight wearing this sleeveless midi dress at parties and date nights! Boasting a surplice V-neckline and spaghetti straps, this bodycon dress accentuates your curves for a flattering look. The asymmetrical midi hem adds a touch of elegance, making it a must-have for dressy occasions. Complete the look with a clutch, heels, and earrings for a flawless finish!

    Fit & Features

    • Smooth knit fabric with stretch
    • Spaghetti straps
    • Surplice
    • Bodycon silhouette, midi-length
    • Runs true to size

    Style Number/Barcode: 05101-3028

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On You Mini Dress
    All eyes will be on you in this adorable eyelet mini dress! It has short puffy sleeves with elastic cuffs, a square neckline, faux button down details, a hidden zipper and hook and eye closure, a high waist seam, and a short, fitted look. The ivory dress is composed of a woven sheer eyelet fabric with a full lining.

    Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0001

    Category Name: Dresses

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Frenzy Open Back Maxi
    Get caught up in pretty florals! This gray maxi dress features a sleeveless bodice, a square neckline, narrow shoulder straps and an open back with a narrow bar strap accent. The relaxed fit bodice leads to a curve hugging maxi length silhouette. The all over floral print is all you need to create a sweet look! Dress is composed of a knit 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: 05102-0004

    Category Name: Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Talk Of The Club Cutout Bodycon Mini Dress

    Be the talk of the club in this sexy bodycon mini dress showcasing a sweetheart cowl halter neckline and a cutout bust. Style the dress with heels.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Sweetheart cowl halter neckline, spaghetti straps
    • Cutout bust
    • Side ruched seams
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5836

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Bloom Floral Ruffle Skater Dress

    Serving soft-girl romance with a side of sass, this floral halter mini dress is made for twirls and double takes. Wear it when you want compliments on repeat.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch, floral print
    • Sleeveless V-neckline
    • Tie-back halter straps, partially open back
    • Ruching, drop waist
    • Tiered ruffled design
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000297

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hourglass Mini Dress

    Get those golden hour selfies with this perf mustard yellow mini dress! It features a square neckline and back, short ruffle sleeves, a hidden back zipper and hook and eye closure, a high waist seam with two cut outs, and a woven lining. The dress is composed of a woven fabric with a floral eyelet pattern and no stretch.

    Style Number/Barcode: 05102-0003

    Category Name: Dresses

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunner In Lace Midi Dress

    Make a stunning entrance in this gorgeous lace midi dress! It features a flattering off-the-shoulder neckline with a sheer lace overlay, a high waist, and a mid-length, curve-hugging silhouette. Style this dress with pretty earrings and new heels for the perf bridal shower look!

    Fit & Features

    • Off-the-shoulder neckline, sheer lace overlay
    • High waist
    • Mid-length, form-hugging fit
    • Sheer lace fabric, full knit lining
    • Moderate stretch
    • Runs true to size

      Style Number/Barcode: 05101-8850

      Category Name: Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ruffled Floral Mini Dress
      This ruffled floral mini dress couldn't be more spring-ready! It features an off the shoulder sweetheart neckline with light padding and a ruffle overlay, a high waist seam, and a short, form hugging fit. The ivory dress is composed of a scuba knit fabric that offers moderate stretch. 

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

      Style Number/Barcode: 05101-8713

      Category Name: Dresses

      Price: $10.00 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free