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.

  • Sweetly Sultry Floral Bodycon Midi Dress

    So sweet and sultry in every way, this floral midi dress flaunts a sleek, flattering strapless neckline and bodycon fit perfect for shower celebrations or casual events.

    Fit & Features

    • Floral print, eyelet fabric, sewn-in knit lining
    • Strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000169

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Trending Strapless Striped Bodycon Mini Dress

    Trend right in this strapless mini dress featuring a twist sweetheart neckline with a keyhole cutout and a flattering bodycon silhouette. The striped knit material hugs your curves making it perfect for pairing with sneakers or sandals. 

    Fit & Features

    • Striped print, stretchy knit material
    • Strapless sweetheart twist neckline
    • Keyhole cutout
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5824

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught Your Eye Strapless Lace-Up Skater Dress

    Catch every eye in this eyelet skater dress with a flirty lace-up bust and a flowy mini-length hem perfect for twirling at parties!

    Fit & Features

    • Eyelet cotton fabric with woven cotton lining
    • Strapless neckline, lace-up bust, padded bra cups
    • Skater silhouette
    • Flowy mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4009

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Glow Floral Satin Maxi Dress

    Looking like a postcard, feeling like a getaway. This floral satin maxi dress brings paradise to the party with a silky flow, vacay-approved vibes, and a strappy open back that says “catch flights and feelings.”

    Fit & Features

    • Premium satin fabric
    • Large floral print
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open cross-back strappy design, tie closure
    • Fitted flowy silhouette, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000172

    Category Name: Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Babe Striped Drop Waist Skater Dress

    So darling, this striped woven skater dress is effortless perfection. The sleeveless square neckline is accented with a mini bow detail, and the drop waist design leads to a pleated fit-and-flare silhouette.

    Fit & Features

    • Striped woven fabric
    • Sleeveless square neckline, eyelet trim, mini bow detail
    • Tank shoulder straps
    • Square back, zipper closure
    • V-shaped drop waist
    • Short pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000145

    Category Name: Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feel The Romance Sweetheart Button Lace Trim Maxi Dress

    Instantly feel the romance of this sleeveless maxi dress for a chic and breezy look at showers or parties! It has a sweetheart neckline, adjustable straps, and a ruched bust, so it effortlessly highlights your figure. The button accents and sheer lace trims add delicate touches, while the high waist and flowy maxi silhouette create a flattering and ethereal look. Style this maxi dress with trendy sandals and earrings.

    Fit & Features

    • Airy woven fabric, short woven lining, no stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Button and sheer lace trim accents
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5706

    Category Name: Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruby Floral Sequin Halter Mini Dress

    Special Occasion

    Flirt with the spotlight in the Ruby dress—a mini that shimmers with floral sequin detail and soft draping at the halter cowl neckline. The bodycon fit sculpts and shines, made for the kind of night that lingers.

    Fit & Features

    • Floral sequin pattern, mesh fabric lined with stretchy knit
    • Cowl halter neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, milestone events, Vegas, bachelorettes, glam parties, date nights

    Style Number/Barcode: 05001-000333

    Category Name: Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Tropics Halter Lace Tropical Mini Dress

    Hit the tropics in this stylishly sultry tropical mini dress perfect for dinner and cocktails! Crafted from a tropical patterned lace fabric, this mini-length dress features a halter neckline with tie closure and a stunning bodycon silhouette to show off your curves. Complete the look in sandals and earrings!

    Fit & Features

    • Tropical patterned lace fabric, stretchy knit lining
    • Halter neckline, tie closure
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5796

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Striped Halter V-Neck Mini Dress

    This striped mini dress will easily become your perfect favorite piece this season! The halter V-neckline and open back highlight your alluring figure, while the bodycon fit and mini-length hem flatters your curves on the striped mesh-lined fabric. Complete the look with sunglasses and sandals for a day out or on vacation!

    Fit & Features

    • Striped print, mesh fabric, soft stretchy knit lining
    • Halter V-neckline
    • Open back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5811

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy As Can Be Strapless Ruffled Midi Dress

    This midi dress will be your go-to choice from shower celebrations to sunset dinners. Cascading ruffles create a feminine silhouette that flows with your movements, while the midi hem lets you show off your shoes.

    Fit & Features

    • Gauze woven fabric, woven lining
    • Strapless smocked stretchy bodice
    • Ruffled cascading silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000027

    Category Name: Dresses

    Price: $15.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Polished Strapless Bow Ponte Mini Dress

    Go from brunch downtown to evening cocktails in this perfectly polished ponte mini dress! Featuring a strapless neckline and front cutout with playful bows, this bodycon dress exudes confidence while the mini-length hem and shorts lining provide both style and comfort. Complete the look with a mini handbag and heels.

    Fit & Features

    • Ponte fabric, stretchy knit shorts lining
    • Strapless neckline
    • Back zipper closure
    • Front cutout with bows
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5605

    Category Name: Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayla Floral Rosette A-Line Ball Gown

    Special Occasion

    Show off your whimsical side in the Jayla floral rosette ball gown this party season! Boasting a flattering A-line silhouette and floor-length hem that'll make you feel like a princess.

    This dreamy dress is pure elegance and sure to leave a lasting impression. Looking for more? Elevate your look with a stunning pink prom dresses or a captivating formal dress.

    Fit & Features

    • Floral rosette design, tulle and stretchy knit lining
    • Sweetheart neckline, built-in underwire padded bust
    • Flexible boning, back zipper and hook-eye closure
    • Adjustable spaghetti straps
    • A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear: 

    Prom, balls, big birthday events, and fancy parties.

    Style Number/Barcode: 05004-0234

    Category Name: Dresses

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ethereal Beauty Iridescent Sequin Mini Dress

    Let your beauty bloom in this stunning sequin mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to an open back with a lace-up design for a customized fit, and a short, form-hugging silhouette. The lined mesh fabric features all-over iridescent sequin embroidery in an intricate design. Complete the look with rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • High waist seam, lower back zipper, hook and eye closure
    • Mini-length hem, fitted silhouette
    • Iridescent sequin embroidery
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1720

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Sway Satin Halter Dress

    Flirty, flowy, and a little daring—this satin halter mini dress is made to steal the spotlight. With its plunging neckline and open tie-back, it’s perfect for date nights, shower celebrations, or plus-one events!

    Fit & Features

    • Silky satin fabric, bust knit lining
    • Plunge halter neckline
    • Open back with tie closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000629

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Margaux Lace Up Mermaid Sequin Formal Dress

    Special Occasion

    For the brides who want to shine or prom girly who own the spotlight, the Margaux sequin formal dress sparkles from every angle ensuring you'll be the center of attention! Her wired plunge V-neckline and spaghetti straps create a sleek and sexy look while the lace-up detailing adds an alluring touch. The padded bra cups provide support and the mermaid silhouette flaunts your curves down to the elegant floor-length hem. Complete the look with fringe earrings and heels.

    Fit & Features

    • Sequin pattern, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Lace-up, back zipper and hook-eye closure
    • Padded bra cups
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7952

    Category Name: Dresses

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning One V-Neck Abstract Midi Dress

    Take every soiree by storm in this abstract print midi dress showcasing a flattering bodycon fit and a flirty center back slit.

    Fit & Features

    • Abstract print, mesh lined fabric
    • V-neckline
    • Spaghetti straps
    • Bodycon fit
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3964

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Liv Cowl Neck Abstract Mermaid Formal Dress

    Special Occasion

    You'll look prettier than any sunset in the Liv abstract mermaid formal dress - a stunning option for banquets or outdoor soirees! With a cowl neckline, adjustable spaghetti straps, built-in padded underwire bust, this dress supports and flatters. The curve-hugging side ruched seams create a flattering mermaid silhouette while the floor-length hem offers a graceful finish. Complete the look with a clutch.

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Built-in padded underwire bust
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8531

    Category Name: Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancefloor Dazzler Low Back Glitter Bodycon Mini Dress

    A glitter mini dress that dazzles featuring a cowl neckline, low back, and a bodycon silhouette perfect for a night on the town.

    Fit & Features

    • Glitter knit material, moderate stretch
    • Cowl neckline
    • Low back
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5656

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Outing Floral Long Sleeve Chiffon Skater Dress

    Perfect for any elevated garden party or cocktail soiree, this floral chiffon dress will captivate everywhere you go! The sweetheart neckline and front button accents add a touch of whimsy. Sheer peasant long sleeves and a flattering skater silhouette complete the look. 

    Fit & Features

    • Floral print, chiffon-lined fabric
    • Sheer peasant long sleeves
    • Back zipper and hook-eye closure
    • Sweetheart neckline, front button accents
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4096

    Category Name: Dresses

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shayna Sweetheart Mermaid Glitter Formal Dress

    Special Occasion

    Glitter amplifies the brilliant sparkle on the Shayna long formal dress perfect for black tie weddings or any formal party! The sweetheart neckline is structured with a wired insert, adjustable spaghetti straps provide a flawless fit, while the padded bra cups offer comfortable support. The mermaid silhouette accentuates your curves, the front slit offers a show of leg, and the floor-length hem adds a touch of glamour, all crafted from glitter fabric for a radiant finish. Complete the look with sparkly bracelets, heels, and a clutch!

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Front slit
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8285

    Category Name: Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Look Strapless Bodycon Mini Dress

    Create an effortlessly chic look for drinks with the girls in this strapless bodycon mini dress. The pleated form-hugging silhouette will flaunt your stunning curves.

    Fit & Features

    • Ponte knit fabric, moderate stretch
    • Strapless straight neckline, fold-over design
    • Pleating
    • Back zipper closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001414

    Category Name: Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XXS, XS, S, M, L

  • Regal Chic Lace Up Tulle Embroidered Skater Dress

    Create a princess-certified look in this chic skater dress as a cute bride-to-be, birthday girl, or graduate! Made with embroidered tulle lace fabric, this dress is perfect for making a statement at any event. The square neckline and spaghetti straps add a touch of elegance, while the lace-up detail and pleated skater silhouette create a flattering and stylish look! Complete the look in stiletto pumps and earrings.

    Fit & Features

    • Tulle lace embroidered fabric, tulle trim stretchy knit lining
    • Spaghetti straps
    • Lace up, back zipper and hook-eye closure
    • Pleated skater silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3034

    Category Name: Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blissful Afternoons Corset A-Line Midi Dress

    Enjoy an afternoon of bliss looking so sweet in this A-line midi dress at showers or semi-formal weddings! The sweetheart neckline and adjustable spaghetti straps accentuate your figure while the corset bodice with built-in padded underwire bust provides support. The flowy A-line silhouette and midi-length hem add elegance to your look. Complete the look in strappy heeled sandals.

    Fit & Features

    • Woven fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Corset bodice, built-in padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3309

    Category Name: Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ahead Of The Curve Crew Neck Bodycon Mini Dress

    A sleeveless mini dress that's ahead of the curve in every way! With a flattering bodycon fit and a mini-length hem, this dress will accentuate your curves in all the right places. The crew neckline and side ruched seam add unique details to this stylish dress. Complete the look with a crop jacket and sandals for any plans!

    Fit & Features

    • Slinky knit fabric lined with stretchy knit
    • Crew neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5753

    Category Name: Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale