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.

  • Timeless Chic One Shoulder Midi Dress

    Keep it timelessly chic with a sleek midi dress that can easily be dressed up for your next date night! The dress features a one-shoulder neckline, a fitted long sleeve, a waist cutout, and a midi-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • One-shoulder neckline
    • Fitted long sleeves
    • Waist cutout
    • Midi length silhouette
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1238

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Celeste Sleeveless Halter Midi Dress

    Special Occasion

    Get a gorgeous silhouette in the stunningly chic Celeste midi dress. She features an on-trend sleeveless square neckline with a halter strap, ruched detailing down the back, and a mid-length, curve-hugging silhouette. Complete the look with hoop earrings and chic heels.

    Fit & Features

    • Sleeveless square neckline
    • Halter strap
    • Ruching down the back
    • Mid-length, form-hugging fit
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0941

    Category Name: Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Michelle High-Slit Formal Dress

    Special Occasion

    For a sleek and chic look where all eyes will be on you, Michelle is a stylish choice! She features a sleeveless square neckline, spaghetti straps, an open back with lower back strap details, side ruching, and a fitted, floor-length silhouette with a sultry thigh-high side slit. Complete the outfit with embellished hoop earrings and clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, lower back strap details
    • Side ruching
    • Floor-length, form-hugging fit
    • High side slit
    • Smooth stretchy knit fabric
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7453

    Category Name: Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reagan Formal Open Back Midi Dress

    Special Occasion 

    Keep your look daring and stylish with a formal midi dress that elevates your formal evening wear! Reagan features a halter neck with neckties, an open back, a slim fit bodice that leads to a midi length silhouette, and a high side slit. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Halter neck with neckties
    • Open back 
    • Slim fit bodice
    • Midi length silhouette
    • High side slit
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0687

    Category Name: Dresses

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melissa Long Sleeve Ruched Midi Dress

    Special Occasion

    Showcase a gorgeous, figure-flattering silhouette in the chic Melissa ruched midi dress. She features a V-neckline with a wrap-front design, long fitted sleeves, ruched detailing, and a mid-length, curve-hugging fit. Complete the look with statement earrings and a sleek clutch.

    Fit & Features

    • V-neckline, wrap-front design
    • Long fitted sleeves
    • Ruching
    • Mid-length, form-fitting silhouette
    • Lined slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0664

    Category Name: Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Baddie Chic Tie Front Mini Dress

    Rock on like the baddie you are with a tie-front mini dress that is part edgy, part chic! The dress features a plunging V-neckline, short sleeves, a sexy tie-front, cutout at the midriff, and a mini-length silhouette. The dress features an image of eagle wings, roses, and a script that reads: "American Motorcycles. The dress is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with chunky sneakers.

    Fit & Features 

    • Plunging V-neckline, short sleeves
    • Tie-front, cutout at the midriff 
    • Mini length silhouette
    • Image of eagle wings, roses
    • Script: "American Motorcycles"
    • Cotton knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-0943

    Category Name: Dresses

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Vacay V-Neck Floral Maxi Dress

    Look a daydream come true in this floral maxi dress while on vacay! Designed with a bold floral print on a sultry form-hugging silhouette.

    Fit & Features

    • Floral print, mesh-lined fabric
    • V-neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4076

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Born To Ride Lace Up Mini Dress

    Let this mini dress let everyone know that you were born to be wild! The dress features a crew neckline, a plunging keyhole at the bodice, a chain-link lace-up front, short sleeves, and a mini-length silhouette. The dress features a graphic that reads: "Riders, Motorcycle" with an image of eagle wings. The dress is composed of a cotton knit fabric. Complete look with sneakers.

    Fit & Features

    • Crew neckline
    • Keyhole at bodice
    • Chain link lace-up front
    • Short sleeves
    • Mini length silhouette
    • Graphic: "Riders, Motorcycle", image of eagle wings
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 06002-0944

    Category Name: Dresses

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Girl On The Town Satin Mini Dress

    Head out with the squad in a mini dress that is perf for a memorable GNO! The dress features a sleeveless square neckline, a partially sheer bodice, piping accents, and a mini-length silhouette. The dress is composed of a contrast satin and mesh fabric that offers a form-hugging fit with minimal stretch. Complete look with stilettos and a clutch.

    Fit & Features

    • Sleeveless square neckline, partially sheer bodice
    • Piping accents, structured boning
    • Back zipper and hook and eye closure
    • Mini-length silhouette, ruched detailing
    • Contrast satin and mesh fabric 
    • Form-hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3891

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Henley Formal Lace-Up Midi Dress

    Special Occasion

    Lace-up in a formal dress that brings the radiance to your evening! Henley features a sleeveless square neckline, spaghetti straps, a bold lace-up back, and a midi-length silhouette accented with a high-side slit. The dress is composed of a lined crepe fabric that offers a form-flattering fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back 
    • Midi length silhouette
    • High side slit
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0755

    Category Name: Dresses

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Start A Spark Ruched Mini Dress

    Start a spark with a mini dress that showcases your luxe style! The dress features a sleeveless square neckline, bungee spaghetti straps, a ruched body, and a mini-length silhouette. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with lucite heels and gold jewelry. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruched body
    • Mini length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4191

    Category Name: Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Stylish Affair Ruffled Midi Dress

    Make a dramatic entrance with a midi dress that is perfect for your cocktail event. The dress features a ruffled off-the-shoulder neckline a bodycon fit, and a midi length silhouette with a ruffled hem. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and statement earrings.

    Fit & Features

    • Ruffled off the shoulder neckline
    • Bodycon fit
    • Midi length silhouette 
    • Ruffled hem 
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-0989

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve It Up Ruched Mini Dress

    Serve up your best angles with a stylish mini dress! The mini dress features a sleeveless sweetheart neckline, spaghetti straps, a ruched body, 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 door knocker earrings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Ruched body
    • Mini-length silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4119

    Category Name: Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set It Off Ruffled Bodycon Dress

    Set off your night with a head-turning bodycon that raises the heat! The dress features a sleeveless wrap V-neckline, spaghetti straps, a ruched body, and a mini-length silhouette with a ruffled hem. 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 clutch. 

    Fit & Features

    • Sleeveless wrap V-neckline
    • Spaghetti straps
    • Ruched body
    • Mini length silhouette, ruffled hem 
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4464

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Moment Floral Chiffon Skater Dress

    Have a flirty moment in this adorable floral chiffon skater dress! It features a sleeveless V-neckline with a wrap-front design, thin shoulder straps that lead to a front ruffle overlay, and an open-back design with a tie-back detail. The dress has a high waist with a tie-front accent and a short, skater silhouette with a tiered hem. Style this dress with hoop earrings and mules.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Thin shoulder straps, front ruffle overlay
    • Open back, tie back detail, lower back zipper and hook and eye closure
    • High waist, tie-front
    • Mini-length skater silhouette, tiered hem
    • Floral print, sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1142

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharon Open Back Slit Sequin Formal Dress

    Special Occasion

    The Sharon sequin formal dress deserves a moment of recognition! Prepare for many compliments in this floor-length dress with a sexy open back and a high front slit that reveals more skin.

    All eyes are on you in this radiant dress. If sparkle is your signature, discover stunning sequin prom dresses or opt for effortless sophistication with our eye-catching formal dresses.

    Fit & Features

    • Sequin embellished pattern
    • Mesh fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Wide shoulder straps
    • Open back with spaghetti strap tie, zipper and hook-eye closure
    • High front slit
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, black tie galas, big milestone celebrations, glam functions, red-carpet events

    Style Number/Barcode: 05002-9044

    Category Name: Dresses

    Price: $119.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Violetta Formal Glitter And Lace Party Dress

    Special Occasion 

    Make a sparkling entrance with a party dress that is perfect for those twirl-worthy moments! Violetta features a sleeveless crew neckline, a partially lined lace bodice, a tie-waist ribbon belt, and a party-length silhouette. The dress is composed of a glitter lace fabric that offers a form hugging fit with minimal stretch. Complete look with a clutch and heels. 

    Fit & Features 

    • Sleeveless crew neckline
    • Partially lined bodice
    • Tie-waist ribbon belt
    • Party length silhouette
    • Glitter lace fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0796

    Category Name: Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blair Formal Off The Shoulder Lace Dress

    Special Occasion 

    Radiate luxe and glamour with a formal lace dress that brings enchanting details to your evening. The dress features an off-the-shoulder neckline, a sweetheart bust with padded cups, short sleeves, a ribbon tie-waist belt, and a party-length silhouette. The dress is composed of a lined floral lace fabric that offers a form hugging fit with minimal stretch. Includes voluminous petticoat for that extra flare! Complete look with heels. 

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust, padded cups
    • Short sleeves
    • Tie-waist ribbon belt with belt loops
    • Party length silhouette
    • Lined floral lace fabric, petticoat
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0795

    Category Name: Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Liv Formal High Slit Velvet Dress

    Special Occasion

    Make a dazzling impression with a formal dress that brings the elegance to your evening! Live features a sleeveless square neckline, adjustable spaghetti straps, and an A-line silhouette with a high side slit. The dress is composed of a velvet fabric that offers a form hugging fit. Complete look with rhinestone heels and an anklet. 

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Padded cups, flexible boning 
    • A-line silhouette. high side slit
    • Velvet fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1545

    Category Name: Dresses

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jolie Formal High Slit A-Line Dress

    Special Occasion 

    Make a captivating entrance with a formal dress that brings those glam vibes! The dress features a sleeveless V-neckline, spaghetti straps, cross-back straps, dual waist cutouts, and an A-line silhouette with a high side slit. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with heels. 

    Fit & Features

    • Sleeveless V-neckline, padded cups 
    • Spaghetti straps
    • Cross-back straps
    • Dual waist cutouts
    • A-line silhouette, high side slit
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1611

    Category Name: Dresses

    Price: $8.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Affair Long Sleeve Ruched Midi Dress

    Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels.

    Fit & Features

    • Smooth knit-lined fabrication, moderate stretch 
    • Off-the-shoulder neckline, foldover accent
    • Fitted long sleeves
    • Ruching
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3723

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Knockout Puff Sleeve Bodycon

    Stun in a knockout dress for your next night out with the squad! The dress features a plunging sweetheart neckline, short puff sleeves, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves
    • Mini-length silhouette
    • Bodycon fit, moderate stretch 
    • Crepe fabric 
    • Runs true to size

    Style Number/Barcode: 05101-1235

    Category Name: Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making My Mark Ribbed Mini Dress

    Make your style mark with a mini dress that is part casual, part glam! The dress features a sleeveless crew neckline, tank shoulder straps, and an open back with criss-cross straps. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules. 

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Open back, criss-cross straps
    • Lined ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4270

    Category Name: Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Of Fate Wrap Midi Dress

    Wrap yourself in a midi dress that keeps it casually chic! The dress features a V-neckline, short kimono sleeves, a high center slit, and a midi-length silhouette. The dress is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules and hoops. 

    Fit & Features

    • V-neckline
    • Short kimono sleeves
    • High center slit 
    • Midi length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0990

    Category Name: Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale