Dresses

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.

  • Dreamy Floral Asymmetrical Midi Dress

    Get a gorgeous and dreamy look in this chic floral midi dress. It features a sleeveless scoop neckline, spaghetti straps that lead to a cross-back design, ruched detailing, and a mid-length, curve-hugging silhouette with a high-cut asymmetrical hem. Style this dress with cute wedges.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open back, cross-back design
    • Ruching
    • Mid-length, form-hugging fit
    • High-cut asymmetrical hem
    • Knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-1113

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dare To Allure Lace Trim Cutout Mini Dress

    Dare to allure your next night out in this curve-flaunting mesh mini dress accented with a dainty lace trim. The sweetheart neckline features a trendy tie-front with a sultry cutout below the bust.

    Fit & Features

    • Sheer mesh fabric with knit lining, eyelash lace trim, high stretch
    • Sleeveless sweetheart neckline
    • Tie-front detail, cutout under the bust
    • Adjustable spaghetti straps
    • Back zipper closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000087

    Category Name: Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tinsley Formal Chiffon Wrap Dress

    Special Occasion

    Wrap yourself in a formal dress that creates a breathtaking moment! Tinsley features a sleeveless V-neckline, off-the-shoulder straps, an empire waistband, and a flowy wrap silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with block heels. 

    Fit & Features

    • Sleeveless V-neckline
    • Off the shoulder straps 
    • Empire waistband 
    • Flowy wrap silhouette
    • Lined chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1363

    Category Name: Dresses

    Price: $13.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cassia Formal Open-Back Velvet Dress

    Special Occasion

    Make a luxe entrance with a formal dress that brings elegance to your special evening! Cassia features a sleeveless V-neckline with a built-in bust, bungee spaghetti straps, ruching, and an A-Line silhouette with a high-side slit. The back features an open-back design with a slide hook closure at the center and ruching at the lower back. The dress is composed of a velvet fabric that offers a moderate stretch. Complete look with rhinestone heels.

    Fit & Features

    • Sleeveless, V-neckline, bungee spaghetti straps
    • Built-in padded bust
    • Open-back, ruching, slide-hook and zipper closure
    • A-Line silhouette, high-cut slit
    • Floor-length hem
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1551

    Category Name: Dresses

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Carefree Bohemian Chic Cutout Maxi Dress

    Channel a carefree vibe with a maxi dress that is so bohemian chic! The dress features a bohemian print, a sleeveless V-neckline, spaghetti straps, dual cutouts at the waist, and a maxi-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit. Complete look with sandals and tassel earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual cutouts at the waist
    • Knit fabric, bohemian print
    • Maxi-length silhouette
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4063

    Category Name: Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riya Formal High Slit Dress

    Special Occasion 

    Bring the glamour to your evening with a formal dress that captivates! Riya features a sleeveless square neckline, spaghetti straps, a lace-up back, a high side slit, and an A-line silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit and a moderate stretch. Complete look with rhinestone heels and a satin clutch. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back 
    • High side slit
    • A-line silhouette
    • Smooth knit fabric with a sheen finish
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1329

    Category Name: Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Dream Lace-Up Maxi Dress

    Get carried away in this tropical maxi dress that will have you ready for that cabana life! The dress features a tropical floral print, a sleeveless V-neckline, a double row of spaghetti straps that cross at the back, a lace-up back, and a maxi-length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and hoops. 

    Fit & Features

    • Tropical floral print
    • Sleeveless V-neckline
    • Double-row of spaghetti straps, cross at back
    • Lace-up back
    • High side slit
    • Maxi length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-2104

    Category Name: Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charlotte Asymmetrical Satin Mini Dress

    Special Occasion

    If you want a trendy and chic eye-catching look, the Charlotte sleek satin mini dress is for you! She features a one-shoulder neckline with a single long fitted sleeve, a high waistband with a dramatic floor-length side draped panel, and a short, wrap-front skirt with a curve-hugging silhouette. Style this dress with sparkly earrings and clear heels.

    Fit & Features

    • One-shoulder neckline, long fitted sleeve
    • Back zipper and hook and eye closure
    • High waistband, floor-length side draped panel
    • Mini-length, form-hugging fit, wrap-front skirt
    • Satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0668

    Category Name: Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brenna High-Slit Sequin Mermaid Dress

    Special Occasion

    Get a gorgeous iridescent glow in the stunningly chic Brenna dress! She features a sleeveless V-neckline with a notched front detail, padded cups, spaghetti straps that lead to a cross-back lace-up design, and a floor-length mermaid silhouette with a thigh-high side slit. The dress features all-over iridescent sequin embroidery for a pretty vibe. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wired notched front detail, padded cups
    • Spaghetti straps
    • Open back, cross-back lace-up design
    • Lower back zipper and hook and eye closure
    • Floor-length mermaid silhouette, high side slit
    • Lined knit fabric, moderate stretch, iridescent sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05002-1302

    Category Name: Dresses

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Stunner Cutout Mini Dress

    Create a bold moment in a chic mini dress that stuns! The dress features a scoop neckline, short puff sleeves, dual cutouts at the waist, and an A-line silhouette. The dress is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with slides and hoops. 

    Fit & Features

    • Scoop neckline
    • Short puff sleeves
    • Dual cutouts at the waist
    • Mini length silhouette
    • Lightweight woven fabric
    • Form hugging fit, runs true to size

    Style Number/Barcode: 05102-4188

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Soul Puff Sleeve Mini Dress

    Your love for florals runs deep, show it off in this pretty mini dress! The dress features a square neckline with a mini-bust tie, short puff sleeves, a floral print, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with mules. 

    Fit & Features

    • Square neckline, mini-bust tie
    • Short puff sleeves
    • Floral print
    • Mini length silhouette
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1119

    Category Name: Dresses

    Price: $6.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nina Strappy A-Line Floral Tulle Formal Dress

    Special Occasion

    Celebrate how dreamy you'll look in the Nina floral tulle formal dress! A gorgeous floral embroidery adds a cute whimsical flair to this floor-length dress showcasing a sultry strappy back and flattering A-line silhouette with a high slit for movement.

    Fit & Features

    • Floral embroidery, airy tulle fabric lined with stretchy knit
    • Plunge V-neckline, padded bra cups
    • Adjsutable spaghetti straps
    • Strappy open back, lower zipper and hook-eye closure
    • High front slit
    • A-line silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, black-tie galas and weddings, fancy birthday parties

    Style Number/Barcode: 05002-9371

    Category Name: Dresses

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Luxe Level Sleeveless Midi Dress

    Take your look to a luxe level with a stunning midi dress that creates a head-turning moment! The dress features a sleeveless cowl neckline, spaghetti straps, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Midi-length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1120

    Category Name: Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Vibes Cutout Mini Dress

    Bring the fierce vibes to your look with this bold leopard print mini dress! It features a sleeveless V-neckline, spaghetti straps, sultry dual waist cutouts, and a short, curve-hugging silhouette. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual waist cutouts
    • Mini-length, form-hugging fit
    • Brushed knit fabric, moderate stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 05103-4017

    Category Name: Dresses

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Flirty Chiffon Mini Dress

    Sweet and flirty, this airy chiffon dress is perf for summer. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, ruffled seam detailing, and a short, flowy silhouette. Complete the look with chic mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back design
    • Hidden back zipper and hook and eye closure
    • Ruffled seam detailing
    • Mini-length, flowy silhouette
    • Sheer chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1106

    Category Name: Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise The Stakes High Slit Cutout Dress

    Raise the stakes in a bold maxi dress that dares to stun! The dress features a sleeveless halter neck with a racer bust, a sexy cutout at the midriff, ruching at the waist, and a high-side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with hoops. 

    Fit & Features

    • Halter neck with racer bust
    • Cutout at the midriff
    • Ruching at waist
    • High side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4108

    Category Name: Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dorothea Formal High Slit Ruched Dress

    Special Occasion

    Take the plunge into style with a formal dress that wows! Dorothea features a sleeveless plunging V-neckline, ruching throughout, a high slit, and an A-line silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet. 

    Fit & Features

    • Sleeveless V-neckline
    • Ruching
    • High slit 
    • A-line silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1642

    Category Name: Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Vibes Satin Mini Dress

    Bring the sleek vibes to your night out look with this chic and stunning satin mini dress. It features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, all-over ruched detailing, and a short, form-fitting silhouette to hug your curves. Style this dress with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, cross-back lace-up design
    • Lower back zipper and hook and eye closure
    • Ruched detailing
    • Short, form-hugging fit
    • Satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-3901

    Category Name: Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Angel Ruched Mini Dress

    Show off your sweet side with a mini dress that brings that angelic glow! The mini dress features a sleeveless V-neckline, adjustable spaghetti straps, an angel graphic pattern, a ruched body, and a mini-length silhouette. The dress is composed of a mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with heels. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Angel graphic pattern
    • Ruched body
    • Mini length silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 05103-3824

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Take Paisley Cutout Mini Dress

    Make them take a double-take with a sexy mini dress that commands attention on your next GNO! The dress features a trendy paisley print, a halter neck, a twisted neck strap that allows you to customize the coverage of the bodice, cutout at the bodice, ruching, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules. 

    Fit & Features

    • Paisley print
    • Halter neck
    • Twisted neck strap, allows for adjustable coverage
    • Cutout at the bodice
    • Ruching 
    • Mini length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4083

    Category Name: Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mandy Lace-Up Slit Mermaid Sequin Formal Dress

    Special Occasion

    Glitter with glamour in the Mandy sequin formal dress designed with a lace-up back that captures attention and a stunning mermaid silhouette that flaunts your figure.

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered floral pattern
    • Sleeveless square neckline, pleated cowl draped overlay
    • Spaghetti straps, open lace-up strappy back design
    • Flexible boning, high waist seam, lower back zipper with hook-eye closure
    • High front slit, floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, and formal parties.

    Style Number/Barcode: 05002-9395

    Category Name: Dresses

    Price: $49.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passion For Florals Asymmetrical Mini Dress

    Show off your passion for florals with a mini dress that brings the charm! The dress features a sleeveless V-neckline, bungee straps that cross at the back, a floral print, and an asymmetrical mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules and hoops. 

    Fit & Features

    • Sleeveless V-neckline
    • Bungee straps, cross at back
    • Floral print
    • Asymmetrical mini length silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-2205

    Category Name: Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Minimal Satin High Slit Mini Dress

    Keep it minimal and sleek with a mini dress that is perf to dress up for your next date night! The dress features a sleeveless V-neckline, adjustable spaghetti straps, and a mini side slit. The dress is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels and statement earrings. 

    Fit & Features

    • Sleeveless V-neckline 
    • Adjustable spaghetti straps
    • Mini side slit
    • Satin fabric, additional knit lining 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4254

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delta Formal Cutout Glitter Dress

    Special Occasion

    Bring the glow to your look with a formal dress that is all about the glitz! Delta features a sleeveless V-neckline, spaghetti straps, a cutout at the midriff with a twisted strap accent, and a slim-fit silhouette. The dress is composed of a glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and rhinestone hoops. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Cutout at the midriff, twisted strap accent
    • Slim fit silhouette
    • Glitter knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1351

    Category Name: Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale