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.

  • Extra Flair Floral Skater Dress

    You'll be a darling delight in this short skater dress perfect for parties and ceremonies! It features three-quarter-length puff sleeves, a square neck, a smocked back, and a fit and flare silhouette. The dress is composed of a floral burnout woven fabric with a chiffon lining and no stretch. Style with earrings and a choker to complete the look!

    Fit & Features

    • Three-quarter-length puff sleeves
    • Square neck
    • Smocked back
    • Fit and flare skater silhouette
    • Short-length hem
    • Floral burnout woven fabric, chiffon lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2211

    Category Name: Apparel by Occasion

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Romance Floral Chiffon Lace Dress

    Fall for this floral chiffon dress to add romance this season! The dress features a sleeveless V-neckline, adjustable spaghetti straps, an lovely lace back with a lower cutout, and a flattering skater short-length silhouette. Complete the look with a dainty ring set.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Lace back, lower cutout
    • Skater silhouette
    • Tiered short-length hem
    • Floral watercolor print
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2220

    Category Name: Apparel by Occasion

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swing My Way Eyelet Lace Midi Dress

    This eyelet lace midi dress is sure to get your crush's attention! It features a sleeveless V-neckline, adjustable spaghetti straps, button front accents, a flattering A-line silhouette, and a front slit along the hem. Complete the look in clear block heels for a daytime soiree!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Button front accents
    • A-line silhouette
    • Front slit, midi-length hem
    • Eyelet lace fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4982

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Flare To Remember Skater Dress

    You'll be unforgettable in this short skater dress perfect for twirling into baby showers, brunches, and family parties! Featuring a sleeveless plunge v-neckline, spaghetti straps that cross and tie along the open back, and a fit-and-flare silhouette. The dress is composed of airy printed chiffon fabric with a smooth woven lining. Style with strappy mules and a clutch! 

    Fit & Features

    • Sleeveless plunge v-neckline
    • Spaghetti straps
    • Open back, cross strap design, tie closure
    • Fit and flare skater silhouette
    • Short-length hem
    • Airy printed chiffon fabric, smooth woven lining
    • Runs true to size

    Style Number/Barcode: 05102-4988

    Category Name: Apparel by Occasion

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like Honey Linen Skater Dress

    You'll be sweet like honey in this breezy linen skater dress for afternoon tea or a weekend brunch! The dress features adorable puff short sleeves, a ruffle trim sweetheart neck, a ruched bust, and a fit and flare silhouette with a ruffled hem. Style with heeled sandals to complete the look.

    Fit & Features

    • Puff short sleeves
    • Ruffle trim sweetheart neck, ruched bust
    • Back zipper and hook-eye closure
    • Fit and flare skater silhouette
    • Ruffle short-length hem
    • Linen fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4991

    Category Name: Apparel by Occasion

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Split Decision Crepe Flare Pants

    Make the decision to add these chic crepe pants to your fashion closet! They feature an elasticized high-rise waist, and seam detailing along the front that leads to the slit flare hem. Style with a blazer and lace corset to complete your babe-status look!

    Fit & Features

    • Elasticized high-rise waist
    • Seam detailing along the front
    • Slit flare hem
    • Crepe knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2359

    Category Name: Apparel by Occasion

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lovely In Floral Lace Trim Midi Dress

    You'll be a sight for sore eyes in this lovely floral midi dress - a flirty option for garden weddings, dressy birthdays, and day dates! The sleeveless dress features a sweetheart neckline with a romantic eyelash lace trim, adjustable spaghetti straps, a curve-hugging bodice, and a slit accent along the flowy hem. Complete the look with earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded wired bust, eyelash lace trim
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Curve-hugging bodice
    • Slit accent, midi-length hem, A-line silhouette
    • Delicate floral print
    • Sheer woven fabric, full lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2228

    Category Name: Apparel by Occasion

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She Knows Style Eyelet Lace Skater Dress

    Breeze into every occasion in this stylish eyelet lace skater dress! It features a sleeveless square neck, spaghetti straps, a ruched bust, and a flattering fit and flare short-length hem. The sheer eyelet lace fabric includes a full knit lining and offers plenty of stretch. Complete the look with statement block heels for a wedding shower or birthday lunch!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Ruched bust
    • Fit and flare, skater silhouette
    • Short-length hem
    • Sheer eyelet lace fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4998

    Category Name: Apparel by Occasion

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Touch Pearl Embellished Bolero

    Add an elegant touch to your formal look with this chic pearl embellished bolero! It features long fitted sleeves, an open front, an ultra-cropped hem, and all-over faux pearl accents. Layer over a flowy skater dress with a rhinestone jewelry set.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Ultra-cropped hem
    • Faux pearl accents
    • Textured crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0378

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let It Glow Glitter Mesh Mini Dress

    Never dull your shine! Light up the night in this glitter mesh mini dress perfect for your next girl's night out. Featuring a sleeveless square neck, adjustable spaghetti straps, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, mini-length hem
    • Glitter mesh overlay, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-4923

    Category Name: Apparel by Occasion

    Price: $6.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Avenue Floral Crochet Skater Dress

    Stroll hand-in-hand with your lover in this floral crochet dress sure to bring the romance! It features a sleeveless square neck, adjustable spaghetti straps, a flirty tie-back design, a high-waist seam, and a short skater silhouette. Complete your darling look in strappy sandals.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Tie-back design, zipper and hook-eye closure
    • High waist seam, skater silhouette
    • Short-length hem
    • Floral crochet, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2396

    Category Name: Apparel by Occasion

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Happy Hour Ruffled Skater Dress

    This skater dress was made for sunset happy hours this season! It features a sleeveless V-neckline, halter tie-back straps, an open back, a stretchy smocked high waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight twill fabric includes a woven lining. Style this short dress with espadrille sandals and a mini handbag.

    Fit & Features

    • Sleeveless V-neckline
    • Halter tie-back straps, open back
    • Stretchy smocked high waist
    • Short skater skirt, tiered ruffled design
    • Fit and flare silhouette
    • Twill fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 05102-000575

    Category Name: Apparel by Occasion

    Price: $46.90

    Availability: In Stock

    Available Color: WHITE-3

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

  • Chic Girl Pearl Statement Belt

    You'll be in your chic girl era with this on-trend pearl statement belt! It features all-over faux pearl beading and a large square-shaped buckle with faux pearl embellishments. Style with a fitted bodysuit and high waist dress pants for a fab workwear look.

    Fit & Features

    • Faux pearl beading
    • Large square-shaped buckle, faux pearl embellishments

    Style Number/Barcode: 07301-0565

    Category Name: Apparel by Occasion

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Meet My Gauze And Crochet Romper

    You see what you like, so go for it in this cute romper! It has a sleeveless V-neckline, adjustable spaghetti straps that create a cross-back design, and a fully lined lace bodice. A sheer crochet panel highlights your waist. Shorts are composed of unlined gauze fabric and offer a flowy fit. Complete the look with sandals and sunglasses for a fab day out.

    Fit & Features

    • Sleeveless V-neckline 
    • Adjustable spaghetti straps, cross at back 
    • Sheer crochet panel at the waist
    • Flowy shorts
    • Gauze knit fabric 
    • Relaxed fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06303-0217

    Category Name: Apparel by Occasion

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy And Sparkly Glitter Party Dress

    If being sassy and sparkly is your thing, then this glitter party dress is ready for you! Bring the glitz and glamour in this stunning dress for dinner parties or graduations! It features a sleeveless square neck, luxe rhinestone straps, a skater silhouette, and a short-length hem. Complete the look in platform heels and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Rhinestone straps
    • Skater silhouette
    • Short-length hem
    • Lined glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2280

    Category Name: Apparel by Occasion

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Twirl Ruffled Skater Dress

    It's always time to twirl with this adorable skater dress! It features a sleeveless square neckline, adjustable spaghetti straps, an open back with a flirty tie-back design, and a flattering fit and flare skater silhouette with a layered ruffled short-length hem. Complete the look for parties with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Open back, tie-back design
    • High waist seam, fit and flare skater silhouette
    • Layered ruffled short-length hem
    • Woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2285

    Category Name: Apparel by Occasion

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute View Ditsy Floral Chiffon Skater Dress

    You'll be a cute view in this ditsy floral chiffon dress at casual family parties or weekend getaways! It features puff short sleeves, a sweetheart neck, a front bust ruched drawstring, a stretchy smocked back, and a skater silhouette with a short-length hem. The dress is composed of a chiffon fabric with a ditsy floral print and a stretchy knit lining. Complete the look in trendy sandals.

    Fit & Features

    • Puff short sleeves, elastic ruffled hems
    • Sweetheart neckline
    • Front bust ruched drawstring
    • Stretchy smocked back
    • Skater silhouette, short-length hem
    • Ditsy floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5022

    Category Name: Apparel by Occasion

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let It Glow Glitter Rhinestone Skater Dress

    You'll be glowing in this glitter skater dress to shine at graduation parties, rehearsal dinners, and birthdays! It features a sleeveless cowl neckline, spaghetti straps, a glam rhinestone back strap with a lower cutout, and a short fit and flare silhouette. Complete the look in rhinestone platform heels for extra shimmer!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Rhinestone back strap, lower cutout
    • Fit and flare, skater silhouette
    • Short-length hem
    • Lined glitter fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2279

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine On My Mind Linen Midi Dress

    This flowy linen midi dress was made for sunny days! It features a sleeveless V-neckline with a ruffled trim, adjustable spaghetti straps, a fitted bodice with dual high waist seams, and a midi-length hem with a relaxed A-line silhouette and a tiered, ruffled design. The airy linen fabric includes a full knit lining. Style with wedges for a dreamy look.

    Fit & Features

    • Sleeveless V-neckline, ruffled trim
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Fitted bodice, dual high waist seams
    • Midi-length hem, flowy A-line silhouette
    • Tiered, ruffled design
    • Semi-sheer linen fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5023

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop On Over Bubble Hem Skater Dress

    Pop on over to every party you're invited to in this poplin skater dress featuring adorable puff short sleeves, a wired V-neckline, a high waist seam, and a flattering fit and flare silhouette with a short bubble hem design. The poplin woven fabric includes a sewn-in knit lining. Style this skater dress with rhinestone strappy heels to complete the look!

    Fit & Features

    • Puff short sleeves, cinched hems
    • Wired V-neckline, back zipper, hook and eye closure
    • High waist seam
    • Fit and flare skater silhouette
    • Short bubble hem design
    • Poplin woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2299

    Category Name: Apparel by Occasion

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aleah Formal Trumpet Hem Midi Dress

    Special Occasion

    The Aleah formal trumpet hem midi dress is a chic choice for wedding rehearsals, banquets, or parties! She features a sleeveless sweetheart neckline with a built-in padded bust, adjustable spaghetti straps for a customized fit, a high waist seam, a midi-length trumpet hem with a ruffled design, and a form-hugging silhouette. The smooth crepe fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruching, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam
    • Midi-length trumpet hem, ruffled design, form-hugging fit
    • Crepe fabric, lined bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1525

    Category Name: Apparel by Occasion

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Charming Floral Eyelet Lace Dress

    Always charming and cute, this floral eyelet lace dress boasts adorable allure! It features puff short sleeves, a square neck, a tie-back design, and a flattering skater silhouette and short-length hem. Complete the look in strappy sandals for a baby shower or family party.

    Fit & Features

    • Puff short sleeves
    • Square neck
    • Tie-back design
    • Skater silhouette
    • Short-length hem
    • Ditsy floral print, eyelet lace, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5030

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kristen Faux Pearl Mini Party Dress

    Special Occasion

    Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side-ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust, cowl draping
    • Adjustable spaghetti straps
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Faux pearl embellishments, mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05001-2330

    Category Name: Apparel by Occasion

    Price: $14.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Doll Sweetheart Skater Dress

    You'll be looking like a total doll in this poplin skater mini dress for graduation and family parties! The dress features adorable puff short sleeves, a sweetheart neckline, an empire waist seam, and a flattering fit and flare short-length silhouette. Complete the look in eye-catching lace-up heels.

    Fit & Features

    • Puff short sleeves, sweetheart neckline
    • Back zipper and hook-eye closure
    • Empire waist seam
    • Fit and flare, skater silhouette
    • Short-length hem
    • Poplin cotton-blend fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2324

    Category Name: Apparel by Occasion

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance