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.

  • Exceptional Off-The-Shoulder Flared Midi Dress

    Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels.

    Fit & Features

    • Smooth stretchy knit fabric with knit lining
    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Bodycon fit
    • Flare hem
    • Style runs small

    Style Number/Barcode: 05101-001143

    Category Name: Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: ROSE, HUNTER

    Available Size: XS, S, M

    Product Badge:
    • Back In Stock
  • Glam Upgrade Lace-Up Bodycon Glitter Midi Dress

    Get a glam upgrade in this glitter midi dress to shine at parties and celebrations! The square neckline and spaghetti straps that shape the lace-up back add sexiness. The asymmetrical front slit along the midi-length hem allows for a flirty peek of the leg, all in a glitter knit fabric that will make you sparkle! Complete the look in platform block heels.

    Fit & Features

    • Glitter knit fabric, lining, moderate stretch
    • Square neckline
    • Spaghetti straps, lace-up back
    • Asymmetrical front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3130

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Monae Sleeveless Slim Long Crepe Formal Dress

    Special Occasion

    Make your lovely arrival in the Monae crepe formal dress at rehearsal dinners, weddings, or banquets! Made from a crepe fabric, this dress offers a poised and polished style for any occasion. She boasts a square neckline adorned with shoulder straps, a flattering form-hugging slim silhouette, and a center back slit for movement along the long-length hem. Complete the look with a clutch and stiletto heels.

    Fit & Features

    • Crepe fabric lined with stretchy knit
    • Square neckline
    • Shoulder straps
    • Back zipper and hook-eye closure
    • Center back slit
    • Form-hugging slim silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8533

    Category Name: Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Special Stunner One-Shoulder Cutout Ombre Maxi Dress

    Leave everyone in awe when you're in this ombre maxi dress for sunset cocktails! Featuring a unique one-shoulder neckline with an adjustable spaghetti strap and flirty side cutout, this dress hugs your curves and shows off your legs with a high-side slit along the maxi-length hem and form-hugging silhouette. Complete the look with sparkly bracelets.

    Fit & Features

    • Ombre mesh fabric, stretchy knit lining
    • One-shoulder neckline, adjustable spaghetti strap
    • Side cutout
    • High side slit
    • Form-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5708

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Attention Cowl Neck Abstract Floral Maxi Dress

    Catch everyone's attention in this abstract floral maxi dress at cocktail hour! The cowl neckline adds a touch of sophistication while the adjustable spaghetti straps provide a perfect fit. The form-hugging silhouette flatters your figure and the maxi-length hem offers a chic finish. Complete the look with a clutch and heels.

    Fit & Features

    • Abstract floral print, mesh fabric lined with stretchy knit
    • Cowl neckline
    • Adjustable spaghetti straps
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3323

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Arrival Rose Floral Chiffon Maxi Dress

    Make a gorgeous arrival in this rose floral chiffon maxi dress for showers, birthdays, or family parties! The sweetheart neckline and adjustable spaghetti straps provide a flattering and comfortable fit, while the padded bra cups offer support and shape. The maxi-length hem and high front slit add a touch of sultry, making you feel so beautiful! Complete the look in chic wedge sandals and sunnies.

    Fit & Features

    • Rose floral print
    • Chiffon fabric lined with stretchy knit
    • Padded bra cups, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • High front slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3128

    Category Name: Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Garden Floral Velvet Burnout Maxi Dress

    When elegance comes with an edge. This floral velvet burnout maxi dress hugs every curve and flows effortlessly for the kind of look that owns the room.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Floral velvet burnout pattern
    • Sleeveless V-neckline, lace trim
    • Adjustable spaghetti straps
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000472

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • More Than Sweet Tie Strap Fit-And-Flare Dress

    Who can imagine a look sweeter than this fit-and-flare dress? Showcase your darling side in this short eyelet dress at casual brunches or parties! This charming dress features a square neckline, tie shoulder straps, and a flattering fit-and-flare silhouette. With a tiered ruffled short-length hem and delicate eyelet lace fabric, this dress will have you looking and feeling your best. Complete the look in trendy sneakers for a cute style!

    Fit & Features

    • Sheer eyelet lace fabric with knit lining, moderate stretch
    • Square neckline
    • Tie shoulder straps
    • Fit-and-flare silhouette
    • Tiered ruffles
    • Runs true to size

    Style Number/Barcode: 05102-5532

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Sweetheart Smocked Gingham Cotton Skater Dress

    This short skater dress features an adorable gingham print on lightweight lined cotton fabric. The smocked waist offers added stretch, while the fit-and-flare silhouette gives that flirty touch, perfect for a day date.

    Fit & Features

    • Gingham printed cotton fabric with woven lining, no stretch
    • Scoop neckline with keyhole cutout and tie-front
    • Adjustable spaghetti straps
    • Stretchy smocked waist
    • Short tiered skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5891

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Signature Stripes Strapless A-Line Maxi Dress

    Show off your signature style in this striped maxi dress perfect for casual summer plans! Features a strapless neckline, a stretchy smocked bodice for a comfortable fit, and a flattering A-line midi silhouette with hidden side pockets to keep your hands warm. Complete the look with sunglasses and trendy sandals.

    Fit & Features

    • Striped pattern, cotton woven fabric, no stretch
    • Strapless neckline
    • Stretchy smocked bodice
    • Hidden side pockets
    • A-line midi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5802

    Category Name: Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Class Act Cowl Neck Polka Dot Midi Dress

    A sleeveless polka dot midi dress features a flattering cowl neckline, spaghetti straps, and a flowy silhouette with a front slit. Perfect for styling with stiletto heels for any occasion.

    Fit & Features

    • Polka dot print, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Cowl neckline
    • Front slit
    • Flowy midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5849

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tricks Of The Trade Convertible Bodycon Midi Dress

    Versatility at its finest, this sleeveless midi dress knows a trick or two! Crafted from a smooth knit fabric that fits like a glove, this dress offers a convertible neckline with a braided strap allowing for multiple styling options, side ruched seams, and a perfect bodycon fit. Complete the look with dangly earrings and heels for date night or a semi-formal event!

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Convertible neckline with braided strap
    • Multiple styling options, off-the-shoulder, halter, one-shoulder
    • Bodycon silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3564

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glitz Glitter Knit Off-The-Shoulder Mini Dress

    Show off classic glitz in this adorable glitter knit mini dress designed with an off-the-shoulder neckline. The flirty A-line fit is perfect for twirling and pairing with platform heels.

    Fit & Features

    • Glitter knit fabric with full-length knit lining, high stretch
    • Off-the-shoulder straight neckline, no-slip strip
    • Short sleeve cuffs
    • Ruched seams at the bust
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000246

    Category Name: Dresses

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vacay Mode Tropical Floral Mesh Maxi Dress

    Activate vacay mode and radiate dreamy vibes in this alluring tropical maxi dress! Designed with an airy sheer mesh fabric with a mini-length knit lining, this maxi-length dress is accented with a blooming tropical floral print for a stunning look. It features a sleeveless square neckline, spaghetti straps, ruched detailing at the waist to accentuate your curves, and a bodycon silhouette with a thigh-high side slit to showcase some leg. Style with stiletto heels for a sunset dinner!

    Fit & Features

    • Tropical floral print
    • Sheer mesh fabric with mini-length knit lining, plenty of stretch
    • Square neckline
    • Spaghetti straps
    • Ruched waist, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5543

    Category Name: Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let Your Beauty Shine Rhinestone Mini Dress

    This glam mini dress will let your beauty shine for dances, parties, or bachelorette weekends! It features a sleeveless sweetheart neckline, an underwire bust to provide structure, adjustable spaghetti straps for a customized fit, and an all-over rhinestone draped embellished pattern along the mini-length bodycon silhouette. The lined smooth knit fabric offers plenty of stretch. Style this party dress with platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, underwire bust
    • Adjustable spaghetti straps
    • All-over rhinestone draped embellished pattern
    • Mini-length hem, bodycon silhouette
    • Lined smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1870

    Category Name: Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Lovely Strapless Corset Skater Dress

    Appear like a sweet vision in this strapless skater dress for dressy events like showers or weddings! Made with taffeta fabric, this dress is perfect for any special occasion. This dress features a flirty and feminine look with its ruffled strapless sweetheart neckline and skater silhouette. The padded bra cups provide support and enhance your bust, while the flexible boning creates a flattering shape. Complete the look in statement heels, earrings, and a clutch.

    Fit & Features

    • Taffeta fabric lined with woven fabric, no stretch
    • Strapless sweetheart ruffled neckline
    • Back zipper and hook-eye closure
    • Padded bra cups
    • Flexible boning
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3353

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be My Forever Ribbon Bow Bodycon Mini Dress

    Flattery will get you everywhere in this sleeveless mini dress perfect for boasting an adorable look! The scoop neckline is adorned with delicate lace and charming bow detail, while the tank shoulder straps give a flirty touch. The bodycon silhouette and mini-length hem finish this flawless dress. Complete the look in platform high heels for a party.

    Fit & Features

    • Woven fabric with minimal stretch
    • Scoop neckline, lace and ribbon trim, bow
    • Back zipper and hook-eye closure
    • Tank shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5817

    Category Name: Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Floral Jacquard Bodycon Mini Dress

    This sultry-chic mini dress is crafted with a floral jacquard fabric to bring those alluring romantic vibes. It features a sweetheart neckline accented with a dainty lace trim and bow detail, an open lace-up back design for a customized fit, and a bodycon silhouette to flaunt your gorgeous figure.

    Fit & Features

    • Floral jacquard knit fabric with knit lining, plenty of stretch
    • Sweetheart neckline with lace trim, bow detail
    • Spaghetti straps
    • Open lace-up back
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3538

    Category Name: Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dark Romance Lace-Up Mini Dress

    This floral-embroidered mini dress is sleek, sultry, and unforgettable. With a lace-up back and bodycon fit, it’s made for candlelit dinners and after-hours plans.

    Fit & Features

    • Floral-embroidered, mesh-lined fabric
    • V-neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000312

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cindy Formal V-Neck Cutout A-Line Long Dress

    Special Occasion

    You'll be a vision at your next red carpet event in the Cindy formal dress! She features a sleeveless V-neckline adorned with spaghetti straps, a twisted bust, a sexy cutout bodice, and a flattering A-line silhouette with a showstopping high front slit and floor-length hem. The formal dress is composed of smooth knit fabric that hugs your body like a glove and offers plenty of stretch. Complete the look in fringe earrings and platform heels.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Twisted bust, cutout bodice
    • A-line silhouette, high front slit
    • Floor-length hem
    • Smooth knit fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7795

    Category Name: Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause To Celebrate V-Neck A-Line Midi Dress

    Raise a glass to your chicness in this sleeveless midi dress as a stunning wedding or party guest! The dress is designed with a wired V-neckline for a structured look, delicate spaghetti straps, and a flattering A-line silhouette that leads to the midi-length hem. Complete the look with earrings and heels.

    Fit & Features

    • Slinky knit fabric, moderate stretch
    • Spaghetti straps
    • Wired V-neckline
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3429

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artsy Allure Abstract Print Mesh Mini Dress

    Entice them with an artsy allure in this sultry abstract print mini dress! The airy sheer mesh fabric is accented with an abstract swirl print pattern for that trendy girl vibe, and includes a knit lining for coverage. The mini-length dress features a sleeveless square neckline with ruching at the bust, adjustable spaghetti straps for a customized fit, a side slit with sleek O-ring accents, and a flirty A-line silhouette. Style with stiletto heels for a rooftop bar!

    Fit & Features

    • Abstract swirl print
    • Sheer mesh fabric with knit lining, plenty of stretch
    • Square neckline, ruched bust
    • Adjustable spaghetti straps
    • Side slit, O-ring accents
    • Lettuce-edge hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 05103-5607

    Category Name: Dresses

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mckayla Formal Glitter Strappy Back Dress

    Special Occasion

    Light-catching glitter brings the sparkle to the Mckayla formal dress to dazzle the crowds at school dances, weddings, and dressy dinner parties! She features a sleeveless square neck, sleek bungee spaghetti straps, an open with bungee straps, and a form-hugging slim silhouette with a high side slit and long hem. The formal dress is composed of a stretchy glitter knit and a bust lining. Complete the look in sparkle platform heels and glam jewelry to add extra shine!

    Fit & Features

    • Sleeveless square neck, sleek bungee spaghetti straps
    • Open back, bungee straps
    • Form-hugging, slim silhouette
    • High side slit, long hem
    • Stretchy glitter knit fabric, bust lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7151

    Category Name: Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elianna Sequin Embroidered Mesh Mini Dress

    Special Occasion

    Designed to captivate, the Elianna mesh mini dress pairs delicate sequin floral embroidery with a sultry body-hugging silhouette. With its pleated detailing and sheer accents, it’s the kind of glam that makes every entrance unforgettable.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, high stretch
    • Floral embroidered applique, sequin and beaded embellishments
    • Sleeveless sweetheart neckline, padded bust
    • Sheer bodice, flexible boning, back zipper with hook-eye closure
    • Adjustable spaghetti straps
    • Pleated overlay, mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, formal date nights, bachelorette parties, and glam nights out.

    Style Number/Barcode: 05001-000070

    Category Name: Dresses

    Price: $89.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free