Dresses

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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.

  • Pretty Please Floral Skater Dress

    This skater dress is made for twirling through sunny days and stealing the spotlight without trying. The soft floral print and lace trim give it that dreamy, cottage-core feel while the corset details keep it flirty and flattering.

    Fit & Features

    • Floral print, cotton fabric, tulle and woven lace trim linings
    • Strapless ruched tie front neckline
    • Pleated and lace trim bodice details, flexible boning
    • Lace-up back placket, side zipper and hook-eye closure
    • Drop waist seam, skater silhouette
    • Lace trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000996

    Category Name: Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daydream Bloom Floral Print Midi Dress

    This is the kind of dress that makes every plan feel a little prettier. The fitted bodice and flowy skirt create that effortless shape, while the soft floral print keeps things light and romantic.

    Fit & Features

    • Woven fabric, soft floral print, woven lining
    • Square neckline, tie bust keyhole accent
    • Adjustable spagehtti straps
    • Stretchy smocked back panel, side zipper and hook-eye closure
    • Fitted bodice with button accents
    • Drop waist seam, a-line midi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000481

    Category Name: Dresses

    Price: $9.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • After Hours Bloom Floral Burnout Mesh Mini Dress

    Flirty with a side of intention—this one moves differently. The floral burnout mesh mini dress hugs up top, flows below, and shows up perfectly for plans that turn into after-hours moments.

    Fit & Features

    • Lined mesh fabric with floral burnout texture
    • Strapless neckline, tube silhouette with a fitted bodice
    • Drop waist with tiered ruffle mini skirt for movement
    • Runs true to size

    Style Number/Barcode: 05101-001329

    Category Name: Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: TAUPE, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Radiant Shine Tube Mini Dress

    Like sunshine you can wear. This glitter mesh tube mini dress features a soft A-line shape that gives a flattering, flirty fit while the subtle shimmer catches the light for brunch plans, vacations, and warm night outings.

    Fit & Features

    • Glitter mesh fabric, soft knit lining
    • Strapless tube neckline
    • A-line mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000732

    Category Name: Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Flirt Babydoll Mini Dress

    Floaty, flirty, and effortless in the best way. This babydoll mini dress brings that easy, throw-on-and-go feel with a breezy fit that moves with you from daytime plans to last-minute outings.

    Fit & Features

    • Cotton-blend fabric with lining
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Partially smocked back
    • Mini-length asymmetric hem, subtle distressed detailing
    • Flowy babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000485

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soft Romance Lace Ruffle Mini Dress

    Romantic and effortlessly flirty. This lace mini dress features a soft sweetheart neckline with cascading ruffles and a tiered skater skirt that moves beautifully with every step, making it perfect for brunch dates, showers, and sunny day plans.

    Fit & Features

    • Lace fabric with lining
    • Ruffle trim sweetheart neckline
    • Adjustable Spaghetti straps
    • Ruffled trim bodice
    • Skater silhouette
    • Tiered ruffles, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001001

    Category Name: Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS

  • Shimmer Mist Sequin Mini Dress

    Soft, shimmery, and a little fairy-tale coded—this damask sequin mini dress glows with every step. The square neckline keeps it sleek, the lace-up back adds a flirty twist, and the bodycon fit pulls the whole look together like pure magic.

    Fit & Features

    • Sequin-embellished, mesh-lined fabric
    • Square halter neckline
    • Spaghetti straps
    • Strappy lace-up open back
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000733

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Janella Sequin Striped Formal Dress

    Special Occasion

    Made to catch the light from every angle, the Janella mermaid gown brings a fluid, shimmering energy to your evening lineup. The striped sequin pattern and strappy open back create a sleek, sculpted silhouette that feels both playful and undeniably polished.

    Fit & Features

    • Striped sequin pattern with allover shine, knit lining
    • V-neckline, sleek adjustable spaghetti straps
    • Strappy open back, zipper and hook-eye closure
    • Fitted mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, spring galas, formal celebration parties, fashion-forward events, vacations, honeymoons, resorts, fancy cocktail parties

    Style Number/Barcode: 05002-001510

    Category Name: Dresses

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: XS

    Product Badge:
    • Sale
  • Pretty In Motion Skater Mini Dress

    This dress is already on your weekend lineup. This skater mini dress cinches at the waist with a structured bust and flares just right—made for brunch plans, birthdays, and every “you look so good” moment.

    Fit & Features

    • Woven lined fabric
    • Sweetheart neckline, ruffle shoulder straps, padded bra cups
    • Back zipper closure
    • Corset-structured bodice
    • Skater mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001006

    Category Name: Dresses

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Impression One-Shoulder Bodycon Mini Dress

    Clean lines, soft draping, and just enough structure to hold its own. The one-shoulder silhouette does the work for you, while the sash detail adds that quiet, styled finish. It’s the kind of piece you reach for when the plan is already set.

    Fit & Features

    • One-shoulder neckline
    • Draped sash detail
    • Soft knit fabrication
    • Bodycon silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05101-001003

    Category Name: Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • After Hours Shine One Shoulder Sequin Mini Dress

    When the invite says dress up, this is the answer. This sequin mini dress brings just enough drama with a sleek, sculpted fit that was made for late nights and flash photos.

    Fit & Features

    • Allover sequin fabric with sewn-in knit lining
    • One-shoulder neckline with a single adjustable strap
    • Side zipper and hook-eye closure
    • Bodycon silhouette that hugs through the hips
    • Flattering ruching
    • Front slit for ease of movement
    • Runs true to size

    Style Number/Barcode: 05103-000734

    Category Name: Dresses

    Price: $38.00 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Pretty Moves Lace Ruffle Skater Dress

    Soft plans, big entrance. This lace ruffle skater dress hugs just right through the waist, then flares into a tiered moment made for parties, brunch, and camera-ready moments.

    Fit & Features

    • Sheer lace fabric with lining, moderate stretch
    • Subtle sweetheart neckline
    • Sheer short flutter sleeves, can be worn off-the-shoulder
    • Ruched waist, drop waist seam
    • Tiered ruffled design, mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001002

    Category Name: Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Denim Days Button Front Mini Dress

    Denim, but make it plans. This button-up mini dress cinches you in with a flattering fit and an unexpected back buckle moment that turns heads anywhere you go.

    Fit & Features

    • Dark wash denim
    • Strapless tube neckline
    • Button-up front
    • Adjustable back buckle 
    • Curve-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000490

    Category Name: Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend Bloom Floral Mesh Skater Dress

    This is what you throw on when the invite says “cute but effortless.” The floral mesh skater dress hugs just enough up top, then flares for that easy, flowy vibe perfect for brunch plans or last-minute date nights.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Floral velvet burnout pattern
    • Sleeveless V-neckline
    • Spaghetti straps, open strappy back design, tie closure
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001007

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fancy Seeing You Floral Mini Dress

    This floral mini dress understood the assignment. The sweetheart neckline, flirty ruffle hem, and snatched fit make it the kind of dress that makes an impression at graduations, birthday brunches, or any dressed-up occasion.

    Fit & Features

    • Woven fabric, stretchy knit lining
    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper closure
    • A-line mini silhouette
    • Ruffle trim hem
    • Runs true to size

    Style Number/Barcode: 05101-001004

    Category Name: Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

  • Effortless Luxe A-Line Mini Dress

    Quiet luxury, but make it undeniable. This A-line mini dress hugs just right through the waist, then flares out for that easy, put-together vibe—perfect for anything from brunch plans to last-minute dinner reservations.

    Fit & Features

    • Ponte knit fabric with sewn-in knit lining, moderate stretch
    • Sleeveless boat neckline
    • Tank shoulder straps
    • Hidden back zipper closure with hook-eye closure
    • Dual front pocket accents
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001005

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready In Five Tie-Back Mini Dress

    This A-line mini dress is your “I have nothing to wear” fix—handled. A flirty ruffled dress with a tie-back detail that cinches just right and a flowy skirt made for last-minute plans and weekend brunches.

    Fit & Features

    • Woven fabric
    • V-neckline
    • Spaghetti straps
    • Tie-back detail
    • A-line fit
    • Layered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000487

    Category Name: Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: YELLOW, SAGE

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

  • Picnic Date Lace Cotton Skater Dress

    Straight out of your Euro summer mood board. This cotton skater dress with a lace ruffled bodice and tie shoulder straps gives you that floaty, twirl-worthy fit made for brunch, bridal celebrations, and cute getaways.

    Fit & Features

    • Cotton fabric, tulle and woven linings
    • Square neckline, tie shoulder straps
    • Hidden side zipper and hook-eye closure
    • Mini lace tiered ruffled fitted bodice
    • Tie-waist design
    • Voluminous skater silhouette, lace trim mini hem
    • Runs true to size

    Style Number/Barcode: 05101-001009

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Flowy Chiffon Strapless Babydoll Dress

    Made for spontaneous plans and extra mirror checks. This strapless chiffon babydoll dress brings the flirty vibes with flowy layers, a mini hem, and that effortlessly dressed-up look.

    Fit & Features

    • Sheer chiffon fabric with lining
    • Strapless sweetheart neckline
    • Hidden side zipper and hook-eye closure
    • Flowy, tiered, ruffle design
    • Mini-length hem
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000489

    Category Name: Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pop The Bubbly A-Line Mini Dress

    The kind of dress that makes every invite feel like a yes. This A-line mini dress keeps it polished and feminine with a structured bodice and soft flare made for brunch, celebrations, and everything in between.

    Fit & Features

    • Woven fabric with sheen effect, woven lining, no stretch
    • Strapless foldover tube neckline, non-slip grip lining
    • Tie-back design
    • Back hidden zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001010

    Category Name: Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: NAVY

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

  • Extra Sweet Chiffon Ruffle Skater Dress

    Caught between sweet and a little extra—in the best way. This chiffon skater dress brings soft ruffle movement and a flirty tie-back moment that feels just right for anything on your calendar.

    Fit & Features

    • Chiffon fabric with lining
    • Sleeveless square neckline, ruched bust
    • Adjustable spaghetti straps
    • Open tie-back design
    • Tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001012

    Category Name: Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Occasion Corset Mini Dress

    The kind of dress that makes every occasion feel a little more special. This A-line mini dress features a strapless neckline and a floral sequin embroidered corset bodice that cinches beautifully before falling into a subtly pleated skirt.

    Fit & Features

    • Linen-blend lined woven fabric
    • Strapless tube neckline
    • Corset bodice, hidden front hook and eye fasteners
    • Delicate floral, sequin, metallic thread embroidery
    • Back zipper and hook-eye closure
    • Drop waist seam, satin woven A-line silhouette, side pleating, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001013

    Category Name: Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Cutie Vibe Lace Strapless A-Line Mini Dress

    Cute plans only—this one’s already booked. This lace strapless A-line mini dress hugs up top and flares out with an easy, flirty fit that’s made for last-minute invites.

    Fit & Features

    • Sheer lace fabric with knit lining, high stretch
    • Strapless straight-across neckline
    • Mini-length asymmetric hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000492

    Category Name: Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

  • Effortlessly Chic Woven Skater Dress

    Clean lines, soft attitude, and just enough flirt. This woven skater dress hugs up top, then flares into an easy, twirl-ready fit made for effortlessly chic plans.

    Fit & Features

    • Smooth woven fabric with lining
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Hidden back zipper closure
    • Pleated detailing
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001016

    Category Name: Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free