Apparel by Occasion
Discover the latest trending women’s apparel designed to move with your plans. Keeping it casual? Reach for relaxed jeans and a flattering crop top, or slip into a sundress or romper for beach days and brunch. When the night calls for something stronger—concerts, GNO, date night—lean into sleek faux leather bottoms or sparkly mini dresses that hold their own. From statement tops and tailored jackets to versatile bottoms and dresses, this collection makes it easy to build outfits that feel current, confident, and entirely your own.
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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.
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Girlycore Off-The-Shoulder Ruffled Skater Dress
Embrace a girly-core coquette aesthetic in this skater dress perfect for sunny days! The sweetheart neckline and cutout waist add a flirty touch, while the stretchy smocked bodice hugs your curves, and the ruffled tier short-length hem adds a feminine flair. Complete the look in wedge sandals.
Fit & Features
- Airy woven fabric with lining
- Stretchy smocked bodice with bust tie
- Cutout waist
- Ruffled tier skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3054
Category Name: Apparel by Occasion
Price: $10.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Babe Of The Hour Sleeveless Bow Back Babydoll Dress
Everyone will know you're the babe of the hour in this sleeveless babydoll dress at parties and celebrations! Featuring a square neckline, adjustable spaghetti straps, and a stretchy smocked back adorned with a cute bow tie. The babydoll silhouette, mini-length hem on organza woven fabric will have you feeling confident and playful! Complete the look platform shoes.
Fit & Features
- Organza woven fabric lined with woven fabric
- Adjustable spaghetti straps
- Square neckline
- Stretchy smocked back, bow tie
- Babydoll silhouette
- Runs true to size
Style Number/Barcode: 05101-3058
Category Name: Apparel by Occasion
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tea Time Ruffled Short Skater Dress
It's time for afternoon tea and this skater dress will make an adorable entrance! Get ready to sashay in this dress featuring a ruffle trim square neckline and tiered ruffled short-length hem to add a playful touch to the skater silhouette. And with adjustable spaghetti straps and a stretchy smocked bodice, you'll be comfortable all day. Complete the look in chic wedges and a flouncy hat.
Fit & Features
- Woven fabric lined with woven fabric
- Ruffle trim neckline
- Adjustable spaghetti straps
- Stretchy smocked bodice
- Tiered ruffled short-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3059
Category Name: Apparel by Occasion
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sincerely Enchanting Halter Floral Babydoll Dress
Become a vision of beauty in this floral babydoll dress at weddings, birthday brunches, or dressy parties! Featuring a halter neckline with a delicate spaghetti strap neck tie, this short dress is designed to flatter your figure. The flowy short-length hem and floral appliques on sheer chiffon fabric will elevate your style to adorable heights! Complete the look with strappy sandals and earrings.
Fit & Features
- Floral appliques
- Sheer chiffon fabric with woven lining
- Spaghetti strap neck tie
- Babydoll silhouette
- Runs true to size
Style Number/Barcode: 05101-3053
Category Name: Apparel by Occasion
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless Energy Smooth Knit Corset Top
Show off that flawless energy and slay in this trendy corset top! Made with the iconic smooth knit fabric, it offers plenty of stretch and will create a sleek silhouette. The top is shaped with a sleeveless square neckline and thin tank shoulder straps. The flexible boning at the front will give you that fitted snatched look, leading to an angled mid-length hem. Style this corset top with a cargo skirt and mules for drinks with the girls!
Fit & Features
- Smooth knit fabric with plenty of stretch, knit lining
- Sleeveless square neckline
- Tank shoulder straps
- Flexible boning
- Back zipper with hook and eye closure
- Fitted, angled, mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5073
Category Name: Apparel by Occasion
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Turn Up The Flirt Sleeveless Sweater Bodysuit
Turn up the flirt in this sleeveless sweater bodysuit and dare to flaunt your confidence! Designed with a square neckline and wide shoulder straps, this form-hugging bodysuit accentuates and flatters your curves on luxe rib knit fabric. Pair with a mini skirt and choker for casual date nights or parties!
Fit & Features
- Sweater rib knit stretchy fabric
- Wide shoulder straps
- Thong bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06005-1839
Category Name: Apparel by Occasion
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ray Of Beauty Lace-Up Corset Skater Dress
You'll be a ray of beauty in this chic lace-up corset skater dress! Designed with a lightweight woven fabric with a stretchy knit lining, this adorable short dress captures the summer season. It features an alluring sleeveless corset-style bodice with a ruched sweetheart neckline and a tie-front detail at the bust. The thin adjustable tank straps lead to a lace-up strappy back design to find your perfect fit. The angled high waist seam flows out to a fit-and-flare skater silhouette with pleating for a flirtatious vibe. Complete the look with platform heels!
Fit & Features
- Cotton woven fabric, stretchy knit lining
- Corset-style bodice, ruched sweetheart neckline, tie-front bust
- Thin adjustable tank straps
- Lace-up strappy back, tie closure
- Side zipper with hook and eye closure
- Fit-and-flare skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3641
Category Name: Apparel by Occasion
Price: $11.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Picturesque Cutie Corset Lace-Up A-Line Midi Dress
Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette.
Fit & Features
- Woven fabric lined with stretchy knit
- Sweetheart neckline, tie-front detail
- Thin adjustable straps
- Corset bodice, lace-up back
- High waist seam
- Midi-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3069
Category Name: Apparel by Occasion
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blooming Beauty Floral Ruched Mesh Corset Top
You'll be blooming with beauty in this chic floral ruched mesh corset top, perfect for a bridal shower or weekend brunch. It features a sheer airy mesh fabric detailed with a gorgeous floral print for a soft feminine vibe. The top has a sleeveless square neckline with tank shoulder straps and flexible boning inserts for a structured look. The front ruching leads to an alluring open lace-up back design that offers a customized fit. The fitted, angled, and cropped hem will give you a snatched silhouette. Style this corset top with dress pants and clear heels!
Fit & Features
- Sheer floral-printed mesh fabric, full knit lining
- Moderate stretch
- Sleeveless square neckline, tank shoulder straps
- Ruching
- Flexible boning, open lace-up back with tie closure
- Fitted, angled, and cropped hem
- Runs true to size
Style Number/Barcode: 06001-5075
Category Name: Apparel by Occasion
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Covetable Charm Strapless Mini Skater Dress
From casual outings to chic occasions, this strapless skater dress is one you'll covet for charming looks every time! The non-slip grip lining along the strapless neckline ensures a secure fit while the ruched bodycon bodice flatters your figure. The skater silhouette and pleated short-length hem add a playful touch to this poplin dress! Complete the look in sandals and sunnies.
Fit & Features
- Poplin stretchy fabric, sewn-in knit lining
- Back zipper and hook-eye closure
- Strapless square neckline
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3079
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Adorable Flair Tiered Ruffled Skater Dress
Show off an adorable flair in this tiered ruffled skater dress at graduations or parties! Made with a lightweight cotton woven fabric, it features a knit underskirt lining with added tulle for that chic voluminous vibe. The dress is shaped with a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, and a smocked-back design for added stretch. The high waist seam flows out to a tiered ruffled skater skirt with a flirty fit and flare silhouette. Complete your look with espadrille wedges!
Shop women’s festival and concert outfits to find head-to-toe looks to fit your favorite artist’s vibe or create the look you want to stand out!
Fit & Features
- Cotton woven fabric, knit underskirt lining with tulle
- V-neckline. adjustable spaghetti straps
- Stretchy smocked-back design
- High waist
- Tiered ruffled skater skirt
- Fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05101-3077
Category Name: Apparel by Occasion
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Compliment Collector Corset Eyelet Skater Dress
You'll be collecting all the compliments in this heart eyelet skater dress perfect for brides-to-be, birthday girlies, and graduates! This playful dress features puff short sleeves, a sweetheart neckline, and a corset bodice with flexible boning for a flattering fit. The skater silhouette and short-length hem make it perfect for any occasion. Complete the look in wedge sandals.
Fit & Features
- Eyelet heart pattern fabric, woven lining
- Sweetheart neckline
- Flexible boning
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3080
Category Name: Apparel by Occasion
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Possibilities Floral Mesh Midi Dress
The romantic possibilities are endless with this floral mesh midi dress! Designed with a floral leaf print, this midi dress features a flirty ruffle trim sweetheart neckline, a padded bust, and adjustable spaghetti straps. All-over ruching and the bodycon silhouette make this dress fit like a glove while the flirty side slit allows for movement. Complete the look in dainty stiletto heels for a date!
Fit & Features
- Sleeveless ruffle trim sweetheart neckline
- Adjustable spaghetti straps, padded bust
- Back zipper and hook-eye closure
- All-over ruching, bodycon silhouette
- Side slit, midi-length hem
- Floral leaf print, stretchy mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05101-3085
Category Name: Apparel by Occasion
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Look So Sweet Floral Applique Skater Party Dress
Effortlessly steal the show in this skater party dress at graduations or showers! Made with organza sheer fabric and adorned with delicate floral applique, this dress is sure to turn heads and make you feel like the belle of the ball. Designed with a flattering square neckline and adjustable spaghetti straps, the skater silhouette and short-length hem exude flirty charm so everyone will fall for you! Complete the look in strappy platform heels.
Fit & Features
- Floral appliques
- Sheer organza fabric with woven lining
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3084
Category Name: Apparel by Occasion
Price: $56.90
Availability: Out of Stock
Product Badge:- Sale
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Fawn Over You Marble Print Chiffon Skater Dress
You'll be fawned over when in this marble print chiffon skater dress! From the adjustable spaghetti straps to the flattering square neckline, this dress has got you covered. The stretchy smocked bodice creates a comfortable and perfect fit, while the tie waist belt accentuates your curves. With a playful ruffled tiered short-length hem, this dress is perfect for twirling! Complete the look in wedges for a dressy occasion.
Fit & Features
- Marble print, chiffon lined fabric
- Adjustable spaghetti straps
- Square neckline
- Tie waist belt, ruffled short-length hem
- Runs true to size
Style Number/Barcode: 05101-3081
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's Chic Ruched-Sleeve Twill Blazer
You'll be looking so chic in this ruched-sleeve woven blazer! Designed with lightweight twill fabric, it features a classic lapel collar, three-quarter-length sleeves with ruched detailing, faux front pockets, and a relaxed fit. Layer over a bodysuit with dress pants styled with mules for the office.
Fit & Features
- Lapel collar
- Three-quarter-length ruched sleeves
- Dual faux front pockets
- Relaxed fit
- Twill fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1695
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lively Elegance Smocked Floral Babydoll Dress
Indulge in elegance in this elegant floral babydoll dress perfect for wedding showers or graduations! With its stretchy smocked bodice and adjustable straps, you'll get a perfect fit. The chiffon fabric and vibrant floral print add a touch of elegance to the playful babydoll silhouette and ruffled short-length hem. Complete the look in sandals.
Fit & Features
- Floral print, chiffon fabric lined with stretchy knit
- Adjustable spaghetti straps
- Stretchy smocked bodice
- Babydoll silhouette
- Ruffled short-length hem
- Runs true to size
Style Number/Barcode: 05102-5470
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendsetting Effect Ruffled Denim Skater Dress
You'll always make a trendsetting impression in this denim skater dress perfect for country concerts or the fair. Featuring a square neckline, wide shoulder straps, and faux button closures, this dress flatters your figure with its underbust seam and skater silhouette. The ruffled hem adds a fun touch to the stylish denim twill fabric. Complete the look in cute cowboy boots.
Fit & Features
- Denim twill fabric with minimal stretch
- Square neckline
- Wide shoulder straps
- Back zipper and hook-eye closure
- Ruffles
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5472
Category Name: Apparel by Occasion
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Day Gal Strapless Ruffled Skater Dress
Let your shoulders out in this strapless skater dress suited best for sunny days! This dress features a stretchy smocked bodice for a comfortable fit and a skater silhouette that will flatter your figure. The layered ruffled short-length hem adds a playful touch, and the cotton woven fabric ensures all-day comfort. Complete the look with a choker necklace.
Fit & Features
- Cotton woven fabric
- Strapless straight neckline, no-slip strip
- Stretchy smocked bodice
- Layered ruffles
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5476
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Blossom Sweetheart Floral Mesh Mini Dress
Your amount of admirers will blossom when they see you in this sultry floral mesh mini dress! This flirty mini dress features a sweetheart neckline and padded bra cups for a flattering fit. Its adjustable spaghetti straps and ruched seams ensure the perfect bodycon silhouette. Complete the look in block heels.
Fit & Features
- Floral print, mesh fabric, sewn-in knit lining, moderate stretch
- Sweetheart neckline
- Adjustable spaghetti straps, padded bra cups
- Back zipper and hook-eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5478
Category Name: Apparel by Occasion
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet 'Fit Long Sleeve Textured Knit Corset Top
Create a sweet 'fit for your weekend plans with this long-sleeved corset top. Designed with a sheer partially lined textured knit fabric, this top features a square neck and back design, long fitted sleeves, and cute tie-back straps. The front hook and eye closures offer a secure fit, leading to a cropped hem with a form-hugging silhouette. Style with your fave pair of jeans and strappy mules.
Fit & Features
- Sheer textured knit fabric with partial knit lining, moderate stretch
- Square neck and back
- Long fitted sleeves
- Tie-back straps
- Front hook and eye closures
- Cropped hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5087
Category Name: Apparel by Occasion
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sweet Floral Lace-Trim Woven Mini Dress
This floral lace-trim woven mini dress will give you such a sweet look for the spring season! The lightweight smooth woven fabric is accented with a romantic floral print pattern for a gorgeous look, and the sleeveless sweetheart neckline features a sheer floral lace trim for a pretty touch. The mini-length dress has padded cups with structured underwire and adjustable spaghetti straps for a customized fit. The fitted silhouette adds some allure to the adorable dress. Style with block heels for a bridal shower!
Fit & Features
- Floral printed woven fabric with knit lining, no stretch
- Sleeveless sweetheart neckline with sheer floral lace trim
- Padded cups and structured underwire
- Adjustable spaghetti straps
- Back zipper, hook and eye closure
- Fitted
- Runs true to size
Style Number/Barcode: 05101-3089
Category Name: Apparel by Occasion
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Blossom In Style Mesh Floral Midi Dress
Watch your style blossom in this mesh floral midi dress perfect for dates to Galentine's and parties! This bodycon midi dress features a flattering square neckline, adjustable spaghetti straps, and ruched side seams for a perfect fit. The midi-length hem and bold floral print on a lightweight mesh fabric add a touch of fresh charm. Complete the look with dainty jewelry and strappy heels.
Fit & Features
- Sleeveless square neckline, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Side ruched seams, bodycon silhouette
- Side slit, midi-length hem
- Blooming floral print
- Mesh fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-3090
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Travels Scuba Knit Bomber Jacket
Embark on stylish travels in this scuba knit bomber jacket! It features long sleeves with stretchy rib knit cuff and standing collar neckline, snap-button down closures, front flap pockets for carrying extra essentials, and a stretchy rib knit hem. Complete the look in casual shoes for weekend trips or day adventures!
Fit & Features
- Long sleeves
- Stretchy rib knit cuffs, standing collar neckline
- Snap-button down closures
- Front flap pockets
- Stretchy rib knit hem
- Scuba brushed knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0437
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale