Apparel by Occasion

HomeApparel by Occasion
Loading...

Now Trending

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.

  • Bloom Into The Season Crochet Floral Romper

    Bloom into the season with a romper that puts you in the mood for the season. The romper features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a floral lace bodice, a crochet lace waist, and wide-leg shorts with a floral print. The romper is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps the cross at the back 
    • Floral lace bodice, crochet lace waist
    • Wide leg shorts
    • Floral print
    • Lightweight woven fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06303-0111

    Category Name: Apparel by Occasion

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Must-Have Everyday Ribbed Knit Dress

    This must-have ribbed knit dress is perf for an everyday outfit! It features bungee spaghetti straps, a square neckline, ruching, and dual drawstrings at the hem. Style the dress as a mini and pair it with sneakers for a casual brunch with friends, or make the dress a midi length and style with clear heels for a date night.

    Fit & Features

    • Bungee spaghetti straps
    • Square neckline
    • High waist seam and side ruched detailing
    • Dual drawstrings
    • Style as a mini or midi dress
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-1455

    Category Name: Apparel by Occasion

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Vibes Butterfly Printed Mini Dress

    Showcase those sweet and flirty vibes in this trendy knit mini dress. It features spaghetti straps, a square neckline, ruching down the sides, ties at the hem, and a short, form-hugging silhouette. The lightweight ribbed knit fabric has an adorable colorful butterfly print, making it a perf dress for the spring season. Complete your look with a denim jacket and strappy sandals.

    Fit & Features

    • Spaghetti straps
    • Square neckline
    • Ruched detailing and ties at the hem
    • Mini-length, curve-hugging fit
    • Unlined ribbed knit fabric
    • Plenty of stretch
    • Colorful butterfly print

    Style Number/Barcode: 05102-1705

    Category Name: Apparel by Occasion

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Loved Faux Leather Shoulder Bag

    Fall for this chic shoulder bag that keeps your look lovely and chic! The shoulder bag features a rectangular body, a fold-over closure with a turn-lock fasten, a chunky chain link accent, and a shoulder strap. The handbag is composed of a faux leather material. Complete look with a bodysuit and duster

    Fit & Features

    • Rectangular body
    • Fold-over closure
    • Turn-lock fasten 
    • Chunky chain link accent
    • Shoulder strap
    • Faux leather material 

    Style Number/Barcode: 07203-0518

    Category Name: Apparel by Occasion

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Match Ponte Knit Skater Mini Dress

    This mini dress and you are a perfect match, babe! The dress features a sleeveless square neckline, spaghetti straps, tie-back straps, a lower back keyhole, and a pleated tennis-style styled skater skirt. The dress is composed of a lined Ponte knit that offers a form-hugging fit with a moderate stretch. Complete look with wedges

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Tie-back straps, lower back keyhole
    • Pleated tennis skirt, skater silhouette
    • Lined Ponte knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1863

    Category Name: Apparel by Occasion

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Glamour Quilted Diamond Jelly Crossbody

    Keep it trendy with a cute jelly bag that keeps your adds a stylish touch to your outfit. The crossbody features a small rectangular jelly body, a fold-over closure with turn-lock fastening, and a quilted diamond design. Complete the look with a floral top and jeans. 

    Fit & Features

    • Small rectangular body
    • Jelly 
    • Fold-over closure, turn-lock
    • Quilted diamond design 
    • Chain-link shoulder strap

    Style Number/Barcode: 07203-0524

    Category Name: Apparel by Occasion

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Chic Ditsy Floral Midi Dress

    Keep it sweet with a stunning midi dress that brings the charm! The dress features a V-neckline, short flutter sleeves, a button-down front, a fab floral print, a tie waist belt with loops, an elastic back, and a midi-length silhouette with a ruffled hem. The dress is composed of chiffon fabric that offers a relaxed fit with a minimal stretch. Complete look with wedges

    Fit & Features

    • V-neckline
    • Short flutter sleeves, button-down front 
    • Ditsy floral print
    • Tie waist belt with elastic back 
    • Midi length silhouette
    • Chiffon fabric, mini skirt length lining
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-0988

    Category Name: Apparel by Occasion

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Glamour Quilted Diamond Crossbody

    Reflect chic glamour with a crossbody that brings the luxe. The crossbody features a quilted diamond body, a fold-over closure with a turn-lock fasten, and composed of a faux leather material. The interior features a woven snake print lining, a small pocket, and a small zippered pocket. Complete look with a ruffled dress.

    Fit & Features

    • Diamond quilted body
    • Fold-over closure with turn-lock fasten 
    • Faux leather exterior
    • Woven snake print lining
    • Small pocket, small zippered pocket
    • Chain link shoulder strap 

    Style Number/Barcode: 07203-0530

    Category Name: Apparel by Occasion

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Vibes Quilted Crossbody Bag

    Get major luxe vibes with this chic crossbody! The bag features a fold-over design with a turn clasp closure, a quilted faux leather material, and a faux leather and chain shoulder strap. Style this bag with a casual dress and clear heels.

    Fit & Features

    • Fold-over design
    • Turn clasp closure
    • Quilted faux leather material
    • Faux leather and chain shoulder strap

    Style Number/Barcode: 07203-0541

    Category Name: Apparel by Occasion

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Luxe Quilted Faux Leather Crossbody Bag

    Give your outfits a luxe look with this adorable crossbody bag. It features a rectangular shape, a fold-over design with a turn-lock and snap button closure, and a faux leather and chain shoulder strap. The interior features a hidden zippered pocket, a front pouch, and two open pockets. The bag is composed of a smooth faux leather material with a chic quilted chevron pattern. Pair this purse with new heels for a fab vibe.

    Fit & Features

    • Rectangular shape
    • Fold-over design
    • Turn-lock and snap button closure
    • Faux leather and chain shoulder strap
    • Hidden zippered pocket, front pouch, two open pockets
    • Faux leather material, quilted chevron pattern
    • Smooth faux leather interior

    Style Number/Barcode: 07203-0545

    Category Name: Apparel by Occasion

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Beauty Crochet And Gauze Jumpsuit

    Keep it timelessly gorge with a jumpsuit that stuns! It features a lace-lined bodice with a deep V neckline, adjustable spaghetti straps that cross at the back, a wide crochet panel at the waist, and flowy, pant legs made of a textured woven fabric. Jumpsuit offers a form-hugging fit with minimal stretch. Complete look with wedges and a floppy hat.

    Fit & Features

    • Sleeveless V-neckline
    • Floral lace bodice
    • Adjustable spaghetti straps, cross at back
    • Unlined crochet panel at the waist
    • Flowy long gauze knit pants
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0175

    Category Name: Apparel by Occasion

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Bound Off The Shoulder Smocked Jumpsuit

    You'll be looking vacay bound in this stylish jumpsuit! The jumpsuit features an off-the-shoulder neckline, with cold shoulder straps, a smocked bodice, and a relaxed fit leg with a wide-leg hem. Complete look with wedges

    Fit & Features

    • Off the shoulder neckline 
    • Smocked bodice
    • Relaxed fit straight leg
    • Gauze knit fabric 
    • Minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06302-0198

    Category Name: Apparel by Occasion

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stunning Floral Romper

    This floral romper will give you a sweet and stunning look perf for casual-chic dinner dates. It features spaghetti straps that lead to a sheer lace back with a lower back cutout, a V neckline with a partial button-up front, a fitted bodice, a high waist, and flowy shorts. Style this romper with simple stud earrings and cute wedges.

    Fit & Features

    • Spaghetti straps
    • Sheer lace back, lower back cutout
    • V neckline, partial button-up front
    • Fitted bodice, high waist
    • Flowy shorts
    • Woven fabric, floral print
    • Runs true to size

    Style Number/Barcode: 06403-0142

    Category Name: Apparel by Occasion

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flowy Floral Woven Halter Dress

    Perfect for the warmer months, this flowy floral woven dress is a must-have for weekend brunches and picnic dates! It features a sleeveless square neckline, halter tie straps, a back bar strap design, a fitted stretchy smocked bodice, and a flowy skirt with an A-line silhouette. Pair this ditsy floral printed dress with cute wedges and a trendy straw tote.

    Fit & Features

    • Square neckline
    • Halter tie straps
    • Back bar strap design
    • Fitted stretchy smocked bodice
    • Flowy skirt, A-line silhouette
    • Ditsy floral print
    • Woven fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05101-1001

    Category Name: Apparel by Occasion

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twirl And Stun Eyelet Skater Dress

    Create a twirl-worthy moment in a skater dress that makes a pretty impression. The dress features an eyelet pattern, sleeveless square neckline, sleek spaghetti straps, a twist knot accent with a lower back keyhole, and a skater silhouette. Complete look with wedges for your next brunch! 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps 
    • Twist knot accent 
    • Lower back keyhole
    • Eyelet pattern 
    • Form hugging fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05101-1006

    Category Name: Apparel by Occasion

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy And Chic Floral Mini Dress

    This floral mini dress will have you looking dreamy and chic for a summer date night with bae! It features a sleeveless sweetheart neckline with a ruffle trim at the bust, adjustable spaghetti straps, ruched detailing, a short, form-hugging fit, and a ruffled hem with a tie at the front. Style this dress with cute mules.

    Fit & Features

    • Sleeveless sweetheart neckline, ruffle trim at the bust
    • Adjustable spaghetti straps
    • Ruching
    • Mini-length, form-hugging silhouette
    • Ruffled hem, tie at the front
    • Mesh fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-1008

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Ruffled Mini Dress

    Keep it chic and lowkey with a ruffled mini dress that is perf for brunch with the squad! The dress features a square neckline with a dual ruffled bodice, semi-sheer long sleeves, and a mini-length silhouette with tiered ruffles. The dress is composed of a combination of lightweight woven and smocked fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Square neckline, dual ruffles at bodice
    • Semi-sheer long sleeves
    • Smocked bodice, tiered ruffles
    • Mini length silhouette
    • Lightweight woven fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1015

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Lover Ruched Midi Dress

    Show off your love for florals with this midi dress that will have you totally lovestruck! The dress features a sleeveless square neckline, spaghetti straps, a floral print, a ruched body, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Ruched body
    • Midi length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1034

    Category Name: Apparel by Occasion

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Chic Ruffled Midi Dress

    Step out like a scene straight out of a rom-com in a midi dress that gives major butterflies!  The city-chic midi dress features a sleeveless square neckline, spaghetti straps that lead to a cross-strap design, and a high side slit on the left leg with a romantic ruffled trim. The relaxed fit waist leads to a midi-length A-line silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • Strapless bra friendly 
    • High side slit, ruffled trim
    • Relaxed fit waist, A-line silhouette
    • Midi-length hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1038

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On You Sleeveless Romper

    All eyes will be on you in this adorable romper! It features a sleeveless V-neckline, a twist-front detail, a center keyhole cutout, spaghetti straps, a high waist, and relaxed-fitting shorts. Style the eyelet knit romper with wedges for the cutest brunch 'fit.

    Fit & Features

    • Sleeveless V-neckline
    • Twist-front detail, center keyhole cutout
    • Spaghetti straps
    • High waist
    • Relaxed-fitting shorts
    • Eyelet knit fabric
    • Runs true to size

    Style Number/Barcode: 06503-0233

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Beauty Ruffled Mini Dress

    Let your effortless beauty shine with a ruffled dress that brings charm! The dress features a sleeveless V-neckline, a corset bodice with piping details, adjustable spaghetti straps, and a mini-length silhouette with a ruffled hem. The dress is composed of a lined linen fabric that offers a form hugging fit. Complete look with strappy heels and door knocker earrings. 

    Fit & Features

    • Sleeveless V-neckline, flexible boning
    • Adjustable spaghetti straps
    • Corset bodice
    • Piping details 
    • Mini length silhouette
    • Ruffled hem
    • Form hugging fit, runs true to size

    Style Number/Barcode: 05101-1043

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bohemian Chic Ruffled A-Line Mini Dress

    Channel your bohemian side with a pretty mini dress that channels those lowkey vibes. The dress features a sleeveless square neckline, tie-up shoulder straps, tiered ruffles, and a mini-length A-line silhouette. Complete look with cork wedges

    Fit & Features

    • Sleeveless square neck 
    • Tie-up shoulder straps
    • Tiered ruffles
    • Mini length 
    • A-line silhouette
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1046

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Eyelet Skater Dress

    Create a fashionable moment with a skater dress that is all the rage! The dress features an off-the-shoulder neckline, short puff sleeves, an eyelet pattern, and a skater silhouette. Complete look with wedges

    Fit & Features

    • Off the shoulder neckline
    • Short puff sleeves
    • Eyelet pattern 
    • Skater silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1051

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Floral Twist-Front Romper

    Get a flirty style this season in this adorable floral romper! It features a sleeveless V neckline with a trendy twist-front detail, adjustable spaghetti straps, a small front cutout, a high-rise banded waist, and flowy shorts. Complete the look with a denim jacket and cute wedges.

    Fit & Features

    • Sleeveless V neckline
    • Twist-front detail
    • Adjustable spaghetti straps
    • Small front cutout
    • Fitted bodice, high-rise banded waist
    • Flowy shorts
    • Knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 06503-0194

    Category Name: Apparel by Occasion

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale