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.

  • Saskia Formal High Slit Dress

    Special Occasion 

    Make your mark with a formal dress that wows with each step! Saskia features a halter neck with adjustable neck ties, an empire waist, and an A-line silhouette accented with a high side slit. The dress is composed of a lined satin stretch fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet. 

    Fit & Features

    • Halter neck
    • Adhesive bra recommended
    • Adjustable neck ties
    • Empire waist
    • High side slit
    • A-line
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-2132

    Category Name: Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charlotte Sleeveless Halter Formal Dress

    Special Occasion

    For a look that's sleek and sultry while also showcasing luxe glamour, the Charlotte formal dress is a go-to. She features a sleeveless halter neckline with a cross-front design, a center strap with a curved metal accent, dual cutouts to show a hint of skin, and a floor-length, fitted A-line silhouette with a thigh-high front slit. Style this dress with strappy stilettos.

    Fit & Features

    • Sleeveless halter neckline, twist-front design
    • Adhesive bra recommended
    • Center horizontal strap, curved metal accent
    • Open back
    • Dual front cutouts, ruching, high front slit
    • Floor-length A-line silhouette
    • Knit fabric
    • Fitted, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2068

    Category Name: Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Spirit Tie-Back Mini Dress

    Cute, casual, with the spirit of denim in a sleek bodycon mini dress! Features a sleeveless, square neck, spaghetti straps, and a tie-back closure on a sultry open-back design. Complete the look in strappy mules for a day date.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Open tie-back, zipper closure
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4248

    Category Name: Dresses

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Beauty Ruffled Floral Dress

    Showcase your beauty in this sweet floral chiffon dress! It features short puff sleeves, a sweetheart neckline, a high waist with a fit and flare silhouette, and a short flowy skirt with a charming ruffled hem. The sheer chiffon fabric features an all-over dainty floral print and includes a lightweight woven lining. Style this dress with cute espadrille sandals.

    Fit & Features

    • Short puff sleeves, elasticized hems
    • Sweetheart neckline, ruching at the bust, partially smocked back
    • High waist seam, fit and flare silhouette
    • Mini-length flowy skirt, ruffled hem
    • Floral print
    • Sheer chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1430

    Category Name: Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Burst Ruffled Short Dress

    Bring a burst of florals with a short dress that will have you brunch ready! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, and a cutout at the midriff. The smocked waist leads to a flowy skater silhouette with tiered ruffles. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout at midriff, smocked waistband
    • Floral print
    • Skater silhouetted, tiered ruffles
    • Lined chiffon fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1505

    Category Name: Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breanna Mesh Illusion Crepe Party Dress

    Special Occasion

    Flirt and flounce in the Breanna party dress perfect for all-night dancing! She features spaghetti straps, a sleeveless V-neck with a built-in padded bust, and a sheer, mesh illusion bodice. Her empire waist leads to a bodycon silhouette with ruched seams to create the appearance of an hourglass figure. The short-length hem has a slit accent and a back zipper closure. She's composed of a crepe-lined knit fabric with an inner lining. Complete your look in this mini dress with glitter heels and a choker.

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    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Built-in padded bust
    • Sheer mesh illusion bodice, slit accent, zipper closure
    • Bodycon silhouette, ruched seams
    • Short-length hem
    • Crepe knit fabric, inner lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0884

    Category Name: Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bre Satin Ruched Midi Dress

    Special Occasion

    Keep it sultry and stunning in the gorgeous Bre satin midi dress! She features a sleeveless cowl neckline, spaghetti straps, ruched detailing down the center, a mid-length, curve-hugging silhouette, and a front slit to showcase some leg. The smooth satin-knit fabric offers a moderate stretch. Style this dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching down the center
    • Midi-length, form-hugging fit
    • Front slit
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0879

    Category Name: Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brighten Up Floral Ruffle A-Line Dress

    Brighten up your closet with florals for spring! Create a breezy, cute style in this a-line dress featuring short puff sleeves, a v-neckline, and ruffle trimming throughout the tiered, flowy short hem. Complete the look in lace-up sandals for a picnic date.

    Fit & Features

    • Short puff sleeves, v-neckline
    • Ruffle trimming throughout
    • A-line silhouette
    • Tiered, short hem
    • Back zipper closure
    • Floral pattern
    • Chiffon fabric, no stretch, fits true to size

    Style Number/Barcode: 05101-1302

    Category Name: Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Korey Lace-Up Mermaid Abstract Formal Dress

    Special Occasion

    Bold, daring, and ultra flattering. The Korey formal dress makes a statement with a sultry lace-up back, a mermaid silhouette that hugs your curves, and a floor-length hem for a bit of drama!

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit lining
    • Cowl neckline, spaghetti straps
    • Lace-up back
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, big milestone parties, sunset dinner dates, birthdays, cocktail soirees

    Style Number/Barcode: 05002-9449

    Category Name: Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lexie Floral Sequin Lace-Up Mermaid Dress

    Special Occasion

    Bring the fairytale energy to your formal affair in the Lexie mermaid dress crafted with a gorgeous sequin embroidered floral pattern. The chiffon tank straps lead to a lace-up back for a customized fit, while the floor-sweeping mermaid silhouette flaunts your stunning figure.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered floral pattern
    • Sleeveless square neckline, padded bust
    • Thin chiffon tank straps, open lace-up back design
    • Lower back zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, galas, formal birthday parties, and red-carpet events.

    Style Number/Barcode: 05002-9406

    Category Name: Dresses

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mocktail Sleeveless Rib Knit Mini Dress

    This chic mini dress was made for cocktail hour! It features a sleeveless, mock neck, bodycon silhouette, and is composed of stretchy rib-knit lined fabric. Complete the look in a hair clip to create a stunning updo.

    Fit & Features

    • Sleeveless, mock neck
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy rib-knit lined fabric
    • Fits true to size

    Style Number/Barcode: 05102-4546

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Piper High Slit Ruched Formal Dress

    Special Occasion

    Radiate all the chic vibes in the stunning Piper formal dress! She features long sheer chiffon blouson sleeves, a plunging V-neck and back, a ruched curve-hugging body, and a flowy floor-length silhouette with a high front slit to showcase some leg. Style this dress with strappy stiletto heels.

    Fit & Features

    • Long sheer chiffon blouson sleeves
    • Deep V-neck and back
    • Ruched body, flowy floor-length silhouette
    • High front slit
    • Knit fabric, mini-length knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2075

    Category Name: Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Life Venetia Wrap Mini Dress

    Hit the town in this wrap mini dress for a fab night out! Keep your look sultry in the sleeveless, one-shoulder neckline, bodycon silhouette, and side ruched seam to accentuate your curves. Composed of sleek and stretchy knit fabric. Finish the look in wrap heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Bodycon silhouette
    • Side ruched seam
    • Wrap mini-length hem
    • Stretchy and sleek knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-4425

    Category Name: Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh It Up Sweetheart Corset Mini Dress

    Party it up tonight! Flaunt your curves in this mesh mini dress featuring adjustable spaghetti straps, ruched underwire cups along the sweetheart neck, and a corset bodice with piping. The empire waist leads to a bodycon silhouette and short-length hem with a ruching effect throughout. Complete the look in stiletto heels.

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Ruched cups with underwire
    • Corset style bodice, piping, back zipper, hook and eye closure
    • Empire waist, bodycon silhouette, mini hem
    • Ruching effect throughout
    • Mesh-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4439

    Category Name: Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Libbie Formal Sequin Cutout Dress

    Special Occasion 

    Bring the sparkle to your event with a formal dress that adds the glitz and glam! Libbie features dazzling sequins throughout, a sleeveless sweetheart neckline with padded cups, dual cutouts at the bodice, and bungee spaghetti straps. Her slim-fit bodice leads to a flared mermaid silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups
    • Bungee spaghetti straps
    • High waist
    • Sequins
    • Mermaid silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-2257

    Category Name: Dresses

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vineyard Floral Slit Maxi Dress

    Wine tasting anyone? This floral maxi is perfect for sipping on your fav red or white! It features a sleeveless, off-the-shoulder neckline, a form-fitting silhouette, and dual front slits for a sultry show of leg. Complete the look in wedges and a floppy hat.

    Fit & Features

    • Sleeveless, off-the-shoulder neckline
    • Flutter sleeve cuffs
    • Form-fitting silhouette
    • Dual front slits, maxi-length hem
    • Floral pattern
    • Stretch-knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4554

    Category Name: Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sawyer Sequin Mermaid Dress

    Special Occasion

    Light up the room and live it up at prom in the glitzy Sawyer sequin formal dress! She features a sleeveless sweetheart neckline with a padded bust, adjustable spaghetti straps for a customized fit, a cross-back strap design, and a floor-length, fitted, mermaid silhouette with a sultry front slit. The sheer mesh fabric includes a full knit lining and showcases gorgeous all-over sequin embroidery. Style this prom dress with sparkling rhinestone earrings and neutral block heels.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Padded bust, no bra required
    • Cross-back strap design, zipper, hook and eye closure
    • Floor-length mermaid silhouette, front slit
    • Sequin embroidery
    • Sheer mesh fabric, full knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1856

    Category Name: Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rare Sight Basic Crew Midi Dress

    What a rare sight you'll be in this figure-flaunting basic midi dress featuring sleek, short sleeves, a crew neck, and a bodycon silhouette on stretchy, ribbed knit fabric. Complete the look in a trendy denim jacket and sneakers.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Bodycon silhouette
    • Midi-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4352

    Category Name: Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Electric Strapless Jean Denim Mini Dress

    Unlock the power of style in this strapless denim jeans with a jean-like design and bodycon fit that stands out from the crowd!

    Fit & Features

    • Denim acid wash fabric with stretch
    • Strapless neckline, button closure, belt loops
    • Front zipper closure
    • Jean-like design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6045

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sweet Crepe Faux Wrap Dress

    Easy breezy and so sweet! This crepe mini dress features a sleeveless square neck, spaghetti straps, princess seams on bodice, and a faux wrap skirt with side pleating on the asymmetrical short hem. Complete the look in a classy hair clip.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Princess seams on bodice
    • Faux wrap skirt, side pleating
    • Asymmetrical mini hem
    • Crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4156

    Category Name: Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Whimsy Charm Swiss Dot Skater Dress

    A little bit whimsy with a whole lot of charm! This swiss dot skater dress was made for a day out. It features long peasant sleeves, a crew neck, a back keyhole with button closure, and a flared short skirt. Complete the look in cute mules.

    Fit & Features

    • Long peasant sleeves
    • Crew neck
    • Back keyhole with button closure
    • Flared short skirt
    • Swiss dot woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1643

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cassidy Strapless Trumpet Formal Dress

    Special Occasion

    Have a head-turning moment when you enter the room in the sultry and stunning Cassidy formal dress. She features a strapless rounded neckline with an angled design, flexible boning at the bodice to provide structure, side ruched detailing, and a curve-hugging, floor-length silhouette with a chic trumpet hem. Style this dress with sleek hoop earrings.

    Fit & Features

    • Strapless rounded neckline, angled design
    • Strapless or adhesive bra recommended
    • Flexible boning at the bodice, back zipper, hook and eye closure
    • Side ruching
    • Bodycon floor-length silhouette, trumpet hem
    • Sheer mesh fabric, full knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2030

    Category Name: Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kristina Formal Sequin Cutout Dress

    Special Occasion

    Sleek and sparkly, the Kristina formal sequin dress is a major glow-up for prom! She features a classy, sleeveless, square neck with bungee spaghetti straps that cross in the back and shape her form-fitting, cutout bodice. The high waist seam leads to her floor-length hem with a sultry front slit perfect for showcasing glam heels. 

    Fit & Features

    • Sleeveless, square neck, bungee spaghetti straps
    • Adhesive bra recommended
    • Form-fitting, cutout bodice, cross-back straps
    • High waist seam, back zipper closure
    • Floor-length hem, front slit
    • Sequin-knit lined fabric
    • Fits true to size

    Style Number/Barcode: 05002-2260

    Category Name: Dresses

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Sun Crepe Knit Midi Dress

    Bare your shoulders in this floral midi dress for brunch with the girls! Featuring spaghetti straps, a sweetheart neckline, and a front slit accent on crepe knit fabric with a moderate stretch. Complete the look in heeled mules and hoops.

    Fit & Features

    • Sleeveless, spaghetti straps
    • Sweetheart neckline, slit accent
    • Floral print
    • Midi hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4305

    Category Name: Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free