Apparel by Occasion

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All Occasion Dresses That Elevate Every Celebration

Step into your standout moments with Windsor’s curated collection of all occasion dresses—made for milestones, seasonal invites, and everything in between. Whether you're RSVPing to a spring wedding, celebrating a birthday dinner, or enjoying a glamorous night out with friends, these dresses are designed to turn heads and deliver confidence.

Styles That Fit Every Vibe

From rich jewel tones and deep neutrals to romantic lace and sleek satins, Windsor’s all occasion styles are anything but basic. Explore corset midis that sculpt and support, chiffon wrap dresses that sway with every step, or satin maxis with leg-baring slits that shine in every photo. Prefer short and sweet? Mini dresses with layered or tiered skirts, puff sleeves, and/or cowl necklines bring the energy for brunches, spring break vacay, and bachelorette weekends.

Your Go-To Dress for Any Event

Weddings: From elegant guest gowns in blue or lavender to flirty lace midis for rustic or vineyard I-dos, you’ll find dresses that are photo-ready and dance-floor approved.

Graduation & Ceremonies: Walk the stage or step into milestone moments in polished midi dresses with pleats, structure, or subtle shimmer.

Bridal & Baby Showers: Sweetheart necklines, delicate lace, and flowy silhouettes make these dresses feel celebratory and chic.

Evenings Out: Bring the glam with sequin minis, lace corset bodices, or sleek satin styles that dazzle under city lights.

Finish with the Perfect Touch

Complete your outfit with statement earrings, strappy heels, or a rhinestone clutch. Need a layer? Try a faux leather jacket, polished blazer, or soft wrap for cooler evenings or elevated venues.

Made to Move with You

From stretch satin to luxe velvet and mesh overlays, these dresses combine comfort with impact. Whether you're toasting at a rehearsal dinner, mingling at a gallery opening, or hosting your own big night, Windsor’s all occasion dresses let you feel polished without ever feeling overdone.

Find your perfect look online, in-app, or at one of Windsor’s 350+ stores across the U.S. and Canada. These are the all-occasion dresses that make every invite an opportunity to shine.

  • Picnic Date Ditsy Floral Chiffon Romper

    This adorable ditsy floral chiffon romper will have you picture-perfect for a picnic date! It features a sleeveless V-neckline, adjustable spaghetti straps, a high waist with a sheer floral crochet trim, flowy shorts, and a fit and flare silhouette. The airy chiffon fabric features a dainty ditsy floral print pattern. Complete the look with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, back zipper closure
    • High waist, sheer floral crochet trim
    • Flowy shorts, fit and flare silhouette
    • Ditsy floral print
    • Sheer chiffon fabric, lining
    • Runs true to size

    Style Number/Barcode: 06403-0252

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Flow Chiffon Crochet Romper

    Flow into this floral chiffon romper to make your cutest look yet! It features a sleeveless V-neckline, adjustable spaghetti straps, and a sheer crochet waist leading to the flowy short hem. The romper is composed of a floral printed airy chiffon with a stretchy knit lining. Complete the look in sandals for a dressy birthday brunch!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer crochet waist
    • Flowy short hem
    • Floral print, airy chiffon, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06403-0248

    Category Name: Apparel by Occasion

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Spring Style Floral Romper

    Show off an effortless spring style with this adorable chiffon romper. It features short puff sleeves, a subtle sweetheart neckline with a ruched bust, a smocked back design, dual high waist seams, and flowy shorts with a cute fit and flare silhouette. The airy chiffon fabric features a dainty floral print pattern. Complete the look with braided sandals.

    Fit & Features

    • Short puff sleeves, elastic cinched hems
    • Sweetheart neckline, ruched bust
    • Smocked back design
    • Dual high waist seams, flowy shorts, fit and flare silhouette
    • Dainty floral print
    • Sheer chiffon fabric, partial knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0251

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruche To The Scene Cowl Midi Dress

    Arrive fashionable late to capture all the attention strolling in this sultry cowl neck midi dress! It features a sleek and sleeveless bodice with adjustable spaghetti straps, a form-hugging silhouette, and a front side ruched seam atop the slit hem. Complete the look in this midi-length dress with stiletto mules.

    Fit & Features

    • Sleeveless cowl neck
    • Adjustable spaghetti straps
    • Form-hugging silhouette
    • Front side ruched seam, slit accent
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1910

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Sleek Asymmetric Midi Dress

    This effortless sleek asymmetric midi dress was made for grabbing drinks with your friends! It features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back strap design, a wrap-front skirt with pleated detailing and an asymmetric hem, and a midi-length, curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy stilettos.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back strap design
    • High waist seam
    • Wrap-front skirt, pleating, asymmetric hem
    • Midi-length hem, fitted bodycon silhouette
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1915

    Category Name: Apparel by Occasion

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's All That Tweed Plaid Blazer

    Show up as that IT girl in this tweed plaid blazer for the perfect posh style! It features long sleeves, a lapel collar neckline, double-breasted button closures, flap pockets, and a slightly oversized silhouette. Complete the look in thigh-high boots.

    Fit & Features

    • Long sleeves, lapel collar neckline
    • Double-breasted button closures
    • Flap pockets
    • Slight oversized silhouette
    • Plaid pattern
    • Tweed lurex woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1535

    Category Name: Apparel by Occasion

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Factor Glitter Mesh Mini Dress

    Evoke a major shine factor at the club in this glitter mesh mini dress! Featuring a sleeveless V-wire neckline, spaghetti straps, and side ruched seams that flaunt your curves along the bodycon silhouette. Complete the look with the mini dress in platform heels.

    Fit & Features

    • Sleeveless V-wire neckline
    • Spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4716

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gabriel Formal Satin Midi Dress

    Special Occasion

     Keep it sleek and chic in the Gabriel formal satin dress sure to sweep the crowd off their feet! She stuns in a sleeveless one-shoulder neckline with a tank-style strap, a high waist seam, side pleating, and an asymmetrical slit midi hem. The formal dress is composed of silky satin fabric with sewn-in lining and minimal stretch. Complete your dressy look in strappy mules.

    Fit & Features

    • Sleeveless one-shoulder neckline, tank-style strap
    • Strapless or adhesive bra recommended
    • High waist seam
    • Form-hugging, side pleats
    • Asymmetrical slit midi hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1228

    Category Name: Apparel by Occasion

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • For The Frill Ruffled Tie-Back Skater Dress

    You'll totally be eyeing this skater dress for its frills! Have your twirl-worthy moment in this short dress featuring a square neck, short puff sleeves, a tie-back detail, and a flowy fit and flare silhouette with a tiered ruffle trim skirt. Complete the look with a trendy purse and mules for a baby shower or celebration!

    Fit & Features

    • Square neck, short puff sleeves
    • Tie-back detail
    • Flowy, fit and flare silhouette
    • Tiered ruffle trim skirt
    • Short-length hem
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4851

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Charm Ditsy Floral Skater Dress

    Show off your cute charm in this adorable ditsy floral skater dress! It features a square neckline with a ruffled trim, a ruched bust with a tie-front detail, short puff sleeves, a fitted high waist seam, and a short flared-out skater skirt with a flowy silhouette. The lightweight woven fabric features a dainty ditsy floral print pattern. Style with espadrille sandals for a picnic date.

    Fit & Features

    • Square neckline, ruffled trim
    • Ruched bust, tie-front detail
    • Short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Ditsy floral print, woven fabric, bust knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4854

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sent You A Text Square Neck Mini Dress

    You might want to reply back to your new favorite casual mini dress for weekend outings or day dates! It features a sleeveless square neck, tank-style straps, and a bodycon silhouette, and is composed of a textured fabric with a stretch knit lining. Style with a denim jacket and sandals.

    Fit & Features

    • Sleeveless square neck
    • Tank-style straps
    • Bodycon silhouette
    • Mini-length hem
    • Textured fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4860

    Category Name: Apparel by Occasion

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bae Breeze Cotton A-Line Short Dress

    Enter looking like bae just breezed in! Capture cuteness in this cotton short dress featuring short puff sleeves, a square neck, an open lace-up back, and an A-line silhouette. Style with a trendy crossbody bag and heels.

    Fit & Features

    • Short puff sleeves
    • Square neck
    • Open lace-up back, zipper and hook-eye closure
    • A-line silhouette
    • Short-length hem
    • Cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4876

    Category Name: Apparel by Occasion

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Loving Is Easy Eyelet Lace Tie Mini Dress

    Loving this eyelet lace mini dress is easy! Perfect for lunch with friends or bridal showers. The dress features a sleeveless square neck, spaghetti straps, a ruched bust tie, and a bodycon silhouette. Complete the look in trendy sandals.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Ruched bust tie
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4873

    Category Name: Apparel by Occasion

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Precious Jewels One-Shoulder Bodycon Mini Dress

    You'll look so precious in this bejeweled mini dress showcasing a dazzling array of rhinestones! The dress features a one-shoulder neckline, a sheer long fitted sleeve, a mini-length hem, and a bodycon silhouette that will accentuate your gorgeous curves. The partially lined mesh fabric features all-over iridescent rhinestone embellishments in a sparkling linear design across the body of the dress. Complete your look in this mini-length dress with a chic ring set for your next fancy affair.

    Fit & Features

    • One-shoulder neckline
    • Sheer long fitted sleeve
    • Mini-length hem
    • Bodycon silhouette
    • Iridescent rhinestone embellishments, linear design
    • Sheer mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4749

    Category Name: Apparel by Occasion

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Moves Eyelet Lace Mini Dress

    The perfect sundress for bridal showers or outdoor parties! It features adorable puff short sleeves, a square neck, side ruched seams along the bodice, and a bodycon silhouette with a mini-length hem. Complete the look in trendy espadrille wedges.

    Fit & Features

    • Puff short sleeves
    • Square neck
    • Side ruched seams on bodice
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet lace, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4874

    Category Name: Apparel by Occasion

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Staple Short Skater Dress

    A true staple for daytime soirees and celebrations! This short skater dress features a classic sleeveless square neck, adjustable spaghetti straps, a tie-front bust, flexible boning inserts along the bodice, and is composed of smooth woven fabric with a stretchy knit lining. Complete the look with a bracelet and heels.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Tie-front bust, flexible boning inserts
    • Skater silhouette
    • Short-length hem
    • Woven fabric stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2016

    Category Name: Apparel by Occasion

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Affection Ruched Crop Bustier

    Watch everyone give you sweet affection for looking so stunning in this mesh crop bustier perfect for styling with your favorite denim! It features a sleeveless sweetheart neck with front lattice straps, adjustable spaghetti straps, a ruched built-in padded bust with underwire, a sheer bodice with flexible boning, and back hook-eye closures. Complete the look in flare jeans.

    Fit & Features

    • Sleeveless sweetheart neck, lattice straps
    • Adjustable spaghetti straps
    • Ruched built-in padded bust with underwire
    • Sheer bodice, flexible boning, cropped hem
    • Back hook-eye closures
    • Partially lined mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4876

    Category Name: Apparel by Occasion

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Forward Chiffon Puff Sleeve Skater Dress

    Spring forward and add this adorable skater dress to your wardrobe! The short dress features a square neckline with ruching at the bust, short puff sleeves, an empire waist seam, an open back with a tie-back accent, and a short skater skirt with a flirty fit and flare silhouette. The airy chiffon fabric provides a lightweight feel. Style with strappy mules.

    Fit & Features

    • Square neckline, ruched bust
    • Short puff sleeves, elastic cinched hems
    • Empire waist seam
    • Open back, tie-back accent
    • Short skater skirt, fit and flare silhouette
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2024

    Category Name: Apparel by Occasion

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Mini Lace V-Neck Dress

    Pretty in a mini! Make everyone adore you in this lace dress featuring a sleeveless surplice V-neckline with ruffle trim, adjustable spaghetti straps, and side ruched seams that accentuate your curves along the bodycon fit. Complete the look in strappy mules.

    Fit & Features

    • Sleeveless surplice V-neckline, ruffle trim
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, mini-length hem
    • Lace mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2033

    Category Name: Apparel by Occasion

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Charmer Ditsy Floral Skater Dress

    Create a charming look for weekend dates with this adorable floral skater dress! It features a square neckline with a ruffled hem, short puff sleeves, dual high waist seams, and a short skater skirt with a flattering fit and flare silhouette. The lightweight chiffon fabric features a ditsy floral print pattern for the cutest spring or summer vibe. Style with espadrille sandals.

    Fit & Features

    • Square neckline, ruffled hem
    • Short puff sleeves, elastic cinched hems
    • Dual high waist seams, smocked back design
    • Short skater skirt, fit and flare silhouette
    • Ditsy floral print
    • Chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4885

    Category Name: Apparel by Occasion

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Elevated Trouser Shorts

    Refresh your wardrobe with these chic and elevated trouser shorts! They feature a high-rise waist, a front button closure, front pleated detailing, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching blazer.

    Shop Matching Ivory Blazer: Chic And Elevated Woven Blazer

    Shop Matching Pink Blazer: Bold Moves Woven Blazer

    Shop Matching Turquoise Blazer: Bold Moves Woven Blazer

    Fit & Features

    • High-rise waist
    • Front button, hidden button and zipper closure
    • Front pleating
    • Front pockets
    • Fitted
    • Crepe fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0263

    Category Name: Apparel by Occasion

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Harlow Square Neck Babydoll Party Dress

    Special Occasion

    Catch the cuteness of the Harlow babydoll party dress for twirling out on the dance floor at weddings, birthdays, and graduation parties! She features a sleeveless square neckline, adjustable spaghetti straps, and a flirtascious short-length silhouette. The formal dress is composed of an airy organza overlay with multiple tulle and chiffon linings for a full effect. Complete the look in glitzy fringe earrings and heels.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Babydoll silhouette
    • Short-length hem
    • Airy organza overlay, multiple tulle and chiffon linings
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1292

    Category Name: Apparel by Occasion

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Easy Breezy In Floral Chiffon Dress

    Easy, breezy, and beautiful! You'll adore this floral chiffon dress perfect for bridal showers or dressy spring parties. It features an off-the-shoulder, sweetheart neck, ruffled short-sleeve cuffs, a padded bust, a smocked back, and a flowy skater silhouette with a ruffled short hem. The dress is composed of an airy chiffon with a rose floral bouquet print and a stretchy knit lining. Complete the look in strappy sandals.

    Fit & Features

    • Off-the-shoulder, sweetheart neck, padded bust
    • Ruffled short sleeve cuffs
    • Smocked back, zipper nad hook-eye closure
    • Flowy skater silhouette, ruffled short hem
    • Rose floral bouquet print
    • Airy chiffon, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2052

    Category Name: Apparel by Occasion

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Charmer Lace Strapless Mini Dress

    Charm everyone with your sweet look in this lace mini dress as the bride-to-be, graduate, or guest at a cocktail soiree! The strapless dress features a corset-style bodice, non-slip-grip lining, flexible boning inserts, a bodycon silhouette, and an asymmetrical wrap hem. Complete the look with delicate butterfly earrings and heels.

    Fit & Features

    • Strapless, corset-style bodice
    • Non-slip grip lining
    • Flexible boning, back zipper and hook-eye closure
    • Bodycon silhouette
    • Asymmetrical wrap mini-length hem
    • Lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2055

    Category Name: Apparel by Occasion

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale