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.

  • Enchanting Entrance Chiffon Floral Maxi Dress

    Make an enchanting entrance into a tropical destination wedding in this effortless chiffon floral maxi dress! It features a sleeveless V-neckline, flirty ruffled spaghetti straps, a stretchy smocked back, a ruched bust, and a flowy tiered ruffled silhouette with a flattering front slit. Complete the look with a dainty layered choker necklace and heels.

    Fit & Features

    • Sleeveless V-neckline, ruffled spaghetti straps, adjustable
    • Stretchy smocked back, ruched bust
    • Flowy tiered ruffled silhouette, front slit
    • Maxi-length hem
    • Tropical floral print
    • Airy chiffon fabric, short smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5270

    Category Name: Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun Ready Strapless High Slit Maxi Dress

    If sandy beaches are what you seek this maxi dress is ready for fun under the sun! It features a strapless neckline, a side O-ring metal insert atop the sexy high slit, and a flowy long hem on slinky knit fabric. Complete the look in strappy sandals and sunglasses!

    Fit & Features

    • Strapless neckline
    • Side O-ring insert, high side slit
    • Flowy maxi silhouette
    • Long hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5263

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Lovely Off-The-Shoulder Ruffled Skater Dress

    You'll look oh-so-lovely in this adorable ruffled skater dress! It features an off-the-shoulder sweetheart neckline with a ruffled trim and short sleeve cuffs, ruching at the bodice, a pointed high waist seam, a short skater skirt with a ruffled tiered design, and a fit and flare silhouette. The woven fabric has minimal stretch. Complete the look with rhinestone hoops and clear heels for a flirty date look.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Ruffled trim, short sleeve cuffs
    • Ruching at the bodice, pointed high waist seam
    • Hidden back zipper, hook and eye closure
    • Short skater skirt, ruffled tiered design, fit and flare silhouette
    • Woven fabric, knit lining at the bodice, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5271

    Category Name: Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Flaunter Mesh Ruched Midi Dress

    Flaunt your best assets in this curve appeal of a midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a ruched bust with trim, a bodycon silhouette, a side slit, and all-over ruching. Complete the look in striking rhinestone sandals for an engagement party or birthday!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bust with trim
    • Bodycon silhouette
    • Side slit, midi-length hem, all-over ruching
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5266

    Category Name: Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Find Your Sparkle Glitter Strapless Slit Dress

    Find your sparkle with this glitter mesh mini dress this party season! It features a strapless neckline, an adjustable side tie atop a flirty hem slit, and a form-hugging silhouette. Complete the look in strappy rhinestone block heels for added shine!

    Fit & Features

    • Strapless neckline
    • Adjustable side tie, hem slit
    • Form-hugging silhouette
    • Mini-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5056

    Category Name: Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head Turner Strappy Cutout Mini Dress

    Flaunt some skin in this simply sexy little black dress for a date or club night! It features a sleeveless square neckline, spaghetti straps, a cutout strappy back design, and a short form-hugging silhouette on double-lined slinky knit fabric. Complete the look in statement heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cutout strappy back design
    • Form-hugging silhouette
    • Mini-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5106

    Category Name: Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Spice Floral Mesh Midi Dress

    Float through your night with dreamy mesh and romantic ruching. The delicate straps and draped neckline keep it sweet with a little spice.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Cowl neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Side ruched seams, side slit accent
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000158

    Category Name: Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Invite Accepted Keyhole Slit Midi Dress

    With this midi dress, you'll accept every invite just to show it off! Featuring a sleeveless scoop neckline, a spaghetti strap that cross in the back, a front keyhole bust cutout, a bodycon silhouette, and a flirty slit along the hem on smooth knit fabric. Complete the look in stiletto mules for a dinner date.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, cross back
    • Front keyhole bust cutout
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5215

    Category Name: Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Formal Flocked Velvet A-Line Midi Dress

    Special Occasion

    Flocked velvet enchants on the Mary formal midi dress - a must-have for boho brides, graduates, or fancy soirees! She features adorable puff short sleeves, a sweetheart neckline with pleating, a lightly padded bust, an empire waist, a flattering A-line silhouette, a flirty front slit, and a midi-length hem. The formal dress is composed of an airy mesh fabric with a flocked velvet pattern and stretchy knit lining. Complete the look in statement hoop earrings and kitten heels.

    Fit & Features

    • Puff short sleeves, sweetheart neckline, pleating
    • Empire waist, back zipper and hook-eye closure
    • Lightly padded bust
    • A-line silhouette, front slit, midi-length hem
    • Mesh fabric, flocked velvet pattern, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1513

    Category Name: Dresses

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Angela Ruffled Tulle A-Line Formal Dress

    Special Occasion

    Create an enchanting ethereal look in the gorgeous Angela ruffled tulle A-line formal dress! She features a square neckline with a pretty ruffled overlay that turns into short ruffled sleeves that can be worn off-the-shoulder, a tie-front design at the bust, a fitted stretchy smocked high waist, a floor-sweeping hem with an intricate ruffled tiered design, and a flowy A-line silhouette. The sheer tulle fabric features an all-over delicate swiss dot pattern for a chic look. Style with clear heels for your next fancy affair.

    Fit & Features

    • Square neckline, ruffled overlay, short ruffled sleeves, off-the-shoulder
    • Tie-front at the bust, fitted stretchy smocked high waist, hidden side zipper
    • Floor-sweeping hem, ruffled tiered design
    • A-line silhouette
    • Sheer tulle fabric, swiss dot pattern, floor-length knit lining, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7409

    Category Name: Dresses

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Star of the Show Cutout Mini Dress

    With glam starfish hardware and cutouts in all the right places, this bodycon mini dress demands VIP treatment.

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • Strapless sweetheart tube neckline
    • Starfish hardware trims
    • Ruched bodycon silhouette
    • Cutouts 
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000155

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cover Of Night Faux Pearl Mini Dress

    Keep it subtly elevated for your next dressy soiree in this faux pearl mini dress! It features a sleeveless V-neck, adjustable spaghetti straps, a ruched bust, back and side seams to accentuate your curves and a bodycon silhouette. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bust, back, and side seams
    • Bodycon silhouette, mini-length hem
    • Faux pearl-embellished mesh fabric
    • Sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2445

    Category Name: Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Marvelous One Shoulder Midi Dress

    Step out looking marvelous in this one-shoulder midi dress for brunch or a family party! Featuring a sleeveless one-shoulder neckline with a tank shoulder strap, a flirty side ruched drawstring cutout with tie, a bodycon silhouette, and a flattering high side slit. The dress is designed with an eye-catching marble print on stretchy knit fabric. Complete the look with strappy stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Side ruched drawstring cutout with tie
    • Bodycon silhouette
    • High side slit, midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5108

    Category Name: Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut To The Chase V-Neck Knotted Mini Dress

    Cut to the chase and flaunt this sexy mini dress all over the club! It features a sleeveless V-neckline, spaghetti straps, dual knotted front designs with cutouts, and a form-hugging silhouette on slinky double-lined knit fabric. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual front knot designs, cutouts
    • Form-hugging silhouette
    • Mini-length hem
    • Slinky double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5044

    Category Name: Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Bliss Tie-Back Slit Maxi Dress

    Ideal for making a statement at any occasion, this artsy print maxi dress combines chic with effortless style. Featuring a flattering A-line silhouette and a stylish front slit, this dress offers a breezy look that turns heads with a tie-back design.

    Fit & Features

    • Artsy print, woven fabric, stretchy knit lining
    • V-neckline
    • Adjustable spaghetti straps
    • Tie-back design
    • A-line silhouette
    • Front slit, flowy maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6039

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nora Formal Cowl Neck Strappy Long Dress

    Special Occasion

    The Nora formal long dress flaunts a memorable back design sure to make heads turn at weddings or banquets! She features a sleeveless cowl pleated neckline, spaghetti straps, an open strappy back design, and a form-hugging slim silhouette flaunting a high side slit on the long-length hem. The formal dress is composed of a slinky knit fabric with a sheen effect and plenty of stretch. Complete the look with earrings and block heels.

    Fit & Features

    • Sleeveless cowl pleated neckline, spaghetti straps
    • Open strappy back design
    • Form-hugging slim silhouette
    • High-side slit, long-length hem
    • Slinky knit fabric, sheen effect, bust lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7248

    Category Name: Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossomed Babe Floral Halter Midi Dress

    You'll blossom looking like a babe in this floral chiffon midi dress at every dressy soiree! . The stunning halter neckline features an eye-catching stone insert that draws attention, while the flowy midi-length hem creates a graceful silhouette.

    Fit & Features

    • Floral print, chiffon lined fabric
    • Halter neckline, stone insert, spaghetti strap tie-back closure
    • Flowy midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4040

    Category Name: Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Shine Metallic Bodycon Mini Dress

    This gorgeous metallic mini dress will give off a sleek shine that will have you illuminating the dance floor! It features an asymmetric one-shoulder neckline, a tank strap with ruched detailing, a ruched high waist seam, a mini-length hem, and a curve-hugging silhouette. The metallic knit fabric includes a full lining and offers plenty of stretch. Style with rhinestone heels!

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Ruched tank strap
    • Ruched high waist seam
    • Mini-length hem
    • Bodycon fit
    • Metallic knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5067

    Category Name: Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Talkin' Flirty Halter Floral Bodycon Mini Dress

    Get ready to turn heads in this mesh mini dress! The ruffled floral trim halter neckline adds a touch of elegance, while the bodycon silhouette and mini-length hem accentuate your curves.

    Fit & Features

    • Mesh-lined fabric
    • Ruffled floral trim halter neckline, spaghetti strap tie
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000111

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desirable Shine Tank Midi Dress

    Ultra-desirable for sun-soaked days and balmy nights! This sleeveless tank dress features a square neckline, wide shoulder straps, a bodycon silhouette, and a midi-length hem on shiny smooth double-lined knit fabric. Complete the look in minimalistic hoop earrings and heels.

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Bodycon silhouette
    • Midi-length hem
    • Shiny smooth double-lined knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2596

    Category Name: Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Real Showstopper Lace-Up Maxi Dress

    A real showstopper of a maxi dress! Flaunt your best self in this sleeveless dress featuring a square neckline, spaghetti straps, an open lace-up back design, a ruched side seam, and a bodycon silhouette with a flattering high side asymmetrical slit on sleek knit fabric. Complete the look in block heels for a dinner date.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open lace-up back design
    • Ruched side seam, bodycon silhouette
    • High side asymmetrical slit, maxi-length fitted hem
    • Sleek knit and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5346

    Category Name: Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The 'It' Knit Sleeveless Maxi Dress

    Take your trendsetting status to chic summer style with this sleeveless knit maxi dress perfect for styling over your swimsuit! It features a scoop neckline, tank shoulder straps, a form-hugging fit, and a flirty high-side slit on crochet-style knit fabric with a short stretchy lining. Complete the look in sunglasses and sandals!

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Form-hugging fit
    • High side slit
    • Maxi-length hem
    • Crochet-style knit fabric, short stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5207

    Category Name: Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Playful Prints Satin Pleated Skater Dress

    Play up your colorful side in this satin skater dress perfect for summer! It features a sleeveless V-neckline, adjustable spaghetti straps, a ruched tie-front bust, a stretchy smocked back, a flirty cutout, and a pleated short-length hem. The dress is designed with a multi-colored geometric print on smooth woven satin fabric. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Ruched tie-front bust, stretchy smocked back
    • Cutout accent, skater silhouette
    • Pleated short-length hem
    • Multi-colored geometric print
    • Smooth woven satin fabric, no stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5284

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Electric Love Chiffon Floral Maxi Dress

    Look absolutely electric in this 70s-inspired chiffon maxi dress at parties and vacations! It features a sleeveless V-neckline, adjustable spaghetti straps that cross along the open back, an empire waist, and a flowy maxi-length silhouette on floral print chiffon fabric with a smooth woven lining. Complete the look with a sleek arm cuff bracelet and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-open back
    • Empire waist
    • Flowy maxi-length silhouette
    • Floral print
    • Airy chiffon fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5264

    Category Name: Dresses

    Price: $5.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale