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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Brighten Up Floral Ruffle A-Line Dress
Brighten up your closet with florals for spring! Create a breezy, cute style in this a-line dress featuring short puff sleeves, a v-neckline, and ruffle trimming throughout the tiered, flowy short hem. Complete the look in lace-up sandals for a picnic date.
Fit & Features
- Short puff sleeves, v-neckline
- Ruffle trimming throughout
- A-line silhouette
- Tiered, short hem
- Back zipper closure
- Floral pattern
- Chiffon fabric, no stretch, fits true to size
Style Number/Barcode: 05101-1302
Category Name: Apparel by Occasion
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Classy Closed Toe Block Pumps
Get ready to stay classy all day long in this pair of block pumps! They feature a point closed toe, a block heel, and a buckle mid strap. Wear them with a pencil skirt and a button-down for a work-ready look.
Fit & Features
- Block heel
- Pointed toe
- Buckled strap
- Runs true to size
Style Number/Barcode: 07401-3561
Category Name: Apparel by Occasion
Price: $7.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Stylish Crepe Jumpsuit
Elevate your going-out look to sleek and stylish with a jumpsuit that stuns from day to night! This dressy jumpsuit features a flattering square neckline, spaghetti straps, an open back with a chic tie-back accent, and a wide-leg silhouette. The jumpsuit is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Pair this elegant jumpsuit look with strappy platform heels and a chic evening clutch.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back, tie-back accent
- Wide-leg silhouette
- Crepe lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0770
Category Name: Apparel by Occasion
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Southern Charm Floral Chiffon A-Line Dress
You'll charm the countryside in this floral chiffon dress! It features long peasant sleeves, a surplice V-neckline, a back keyhole cutout with button closure, and a cinched waist that flows into the short A-line ruffled hem. Style with suede booties for brunch.
Fit & Features
- Long peasant sleeves, tapered smocked hems
- Surplice V-neckline
- Back keyhole cutout with button closure
- Elastic cinched waist, mini-length A-line silhouette, ruffled hem
- Floral print
- Sheer chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-1324
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Paradise Floral Ruched Midi Dress
Fly to paradise in this perfect floral midi dress featuring a sleeveless, square neck, spaghetti straps, bodycon fit, and a side ruche with a tie so you can customize the fit. Complete the look in stylish mules.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- Bodycon fit
- Midi-length hem
- Side ruche with tie
- Floral pattern
- Stretchy knit fabric
- Fits true to size
Style Number/Barcode: 05101-1362
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring Strolls Floral Cowl Midi Dress
A dress for taking stylish strolls this spring! Look so cute in this midi dress featuring a sleeveless, cowl neck, spaghetti straps, a form-fitting silhouette, and a ruched, side slit for a sultry show of leg. Composed of a crepe knit fabric with a moderate stretch. Finish the look in mules.
Fit & Features
- Sleeveless, cowl neck, spaghetti straps
- Form-fitting silhouette
- Ruched side slit accent
- Midi-length hem
- Floral pattern
- Crepe knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1370
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Staple Block Heel Booties
Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.
Fit & Features
- Mid-calf fit
- Pointed toe
- Block heel
- Stretch knit material
- Runs true to size
Style Number/Barcode: 07403-1416
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Blushing Floral Sweetheart Mini Dress
Make the room blush when they see you in this sweetheart mini dress! It features short bishop sleeves with button closures, a built-in padded bust with underwire support, floral print, and a form-fitting silhouette. Complete the look in classy heels.
Fit & Features
- Short bishop sleeves, button closures
- Built-in padded bust with underwire
- Sweetheart neckline
- Floral print, back zipper closure
- Short hem, form-fitting
- Crepe woven-lined fabric
- Fits true to size, no stretch
Style Number/Barcode: 05101-1374
Category Name: Apparel by Occasion
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feeling Fine Floral Midi Dress
Fel so fine in this floral midi dress for a chic brunch look! It features a sleeveless, v-neck, adjustable spaghetti straps, bodycon silhouette, asymmetrical hem, and a criss-cross back. Composed of stretchy knit fabric with an inner lining. Finish the look in heels.
Fit & Features
- Sleeveless, v-neck, adjustable spaghetti straps
- Criss-cross back straps
- Bodycon silhouette
- Asymmetrical midi hem
- Floral pattern
- Stretchy knit fabric, inner lining
- Fits true to size
Style Number/Barcode: 05101-1373
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Cutie Puff Sleeve Mini Dress
Look cute in this mini floral dress for a picnic date or brunch with friends. It features puff short sleeves, a sweetheart neck with keyhole tie, and a short-length hem. Complete the look in trendy sandals.
Fit & Features
- Short puff sleeves
- Sweetheart neck, keyhole tie
- Dainty floral pattern
- Short-length fitted hem
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4337
Category Name: Apparel by Occasion
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breeze In Style Ruffled Skater Romper
Breeze into the party in this skater romper for a flirty allure everywhere you go! It features peasant long sleeves, a plunge V-neckline, a cutout waist with a tie-back design, and a layered ruffle skort bottom. Complete the look in strappy sandals.
Fit & Features
- Peasant long sleeves
- Plunge V-neckline
- Cutout waist, tie-back design
- Back zipper and hook-eye closure
- Layered, ruffle skort bottom
- Gauze woven fabric, sewn-in lining, no stretch
- Runs true to size
Style Number/Barcode: 06303-0154
Category Name: Apparel by Occasion
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Show Your Floral Smocked Chiffon Dress
Show your florals off in this chiffon mini dress for your next girl's day! It features long peasant sleeves, a sweetheart neck with a front knot-tie and keyhole accent, and a smocked short-length hem. Complete the look in chic sunglasses and heels.
Fit & Features
- Long peasant sleeves
- Sweetheart neck
- Front knot-tie, keyhole accent
- Floral pattern
- Smocked mini-length hem
- Chiffon fabric
- Fits true to size
Style Number/Barcode: 05101-1378
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Up My Alley Lace-Up Sandals
These lace-up sandals are exactly what your summer line-up needs! They feature an almond toe, strappy design, and a flat sole. Complete the look in a short sundress for the perf brunch fit.
Fit & Features
- Almond toe
- Strappy design
- Lace-up faux leather straps
- Flat sole
- Runs true to size
Style Number/Barcode: 07404-0981
Category Name: Apparel by Occasion
Price: $12.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab Chain-link Faux Leather Booties
Step out looking fab in booties that elevate your outfits! The booties feature a mid-calf length, an inner zipper closure, a chunky chain-link accent, a peep toe, and a stiletto heel. The booties are composed of a faux leather material. Complete look with a bustier and a wrap skirt.
Fit & Features
- Mid-calf length
- Inner zipper closure
- Chunky chain-link accent
- Peep toe
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1432
Category Name: Apparel by Occasion
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Floral Retreat Chiffon Sweetheart Midi Dress
Ready for a floral retreat? Feel the sunshine on your shoulders in this floral chiffon midi dress featuring dainty spaghetti straps, a sweetheart neckline with a bust tie, a fitted bodice, and a side slit accent. Complete the look in simple heels.
Fit & Features
- Sleeveless sweetheart neckline, bust tie accent
- Spaghetti straps
- Fitted bodice, back zipper, hook and eye closure
- Midi-length hem, side slit
- Ditsy floral pattern
- Sheer chiffon fabric, knit lining
- A-line silhouette, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4356
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Classy Lace-Up Stiletto Heels
So classy and chic, these on-trend stiletto heels feature a square toe with dual top straps and a lace-up closure on faux leather material. Complete the look in a tie-front blouse and midi skirt.
Fit & Features
- Square toe
- Stiletto heel
- Dual top straps
- Lace-up closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3763
Category Name: Apparel by Occasion
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flower Power Skater Dress
Elevate your spring style with this pretty floral printed skater dress. It features a subtle sweetheart neckline with ruching at the bust, short puff sleeves, a high waist, and a fit and flare silhouette with a short skater skirt with a ruffled hem. Style this lightweight chiffon dress with cute mules.
Fit & Features
- Sweetheart neckline, ruching at the bust
- Short puff sleeves, elasticized hems
- Back zipper, hook and eye closure
- High waist seam, fit and flare silhouette
- Short skater skirt, ruffled hem
- Floral print
- Sheer chiffon fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1406
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fashion Point Block Heel Booties
Make your fashion point! Strut down the sidewalk in these PU block heel booties featuring a pointy toe, side zipper closure, and an ankle-length fit. Complete the look in a trench coat.
Fit & Features
- Pointy toe
- Block heel
- Side zipper closure
- Ankle-length fit
- PU material
- Runs true to size
Style Number/Barcode: 07403-1440
Category Name: Apparel by Occasion
Price: $12.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blossom With Beauty Floral Skater Dress
Blossom with beauty in this stunning floral printed skater dress! It features a sleeveless V-neckline, spaghetti straps, a sheer lace back design, a high waist seam, and a tiered short skater skirt with a flirty fit and flare silhouette. Style this dress with neutral block heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Sheer lace back, zipper closure, lower open back
- High waist seam, tiered short skater skirt, fit and flare silhouette
- Blooming floral print
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1692
Category Name: Apparel by Occasion
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Secret Garden Floral Chiffon Skater Dress
Enter the secret garden in this sweet floral skater dress! It features an adjustable multi-strap design, a pleated v-neck, empire waist, and a flowy skater skirt. Composed of chiffon woven-lined fabric with no stretch. Style with chic mules.
Fit & Features
- Pleated v-neck | Adjustable spaghetti straps
- Multi-strap design
- Empire waist | Back zipper closure
- Flowy skater skirt
- Floral chiffon lined fabric
- Fits true to size | No stretch
Style Number/Barcode: 05101-1410
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vintage Rose Crepe Ruched Mini Dress
It's vintage-inspired, darling! Have your moment in this rose print mini dress featuring a square neck, long peasant sleeves, and curve-accentuating ruching, and a bodycon silhouette. Composed of a crepe-lined fabric with no stretch. Style with lace-up heels.
Fit & Features
- Squareneck, long peasant sleeves
- Ruching, back zipper closure
- Bodycon silhouette
- Mini-length hem
- Rose floral pattern
- Crepe-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 05101-1409
Category Name: Apparel by Occasion
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Goals Faux Leather Almond Toe Booties
Reach your style goals for the new year in these faux leather almond toe booties featuring a trendy block heel, side zipper closure, and an ankle-length fit. Complete the look in a sassy mini dress.
Fit & Features
- Almond toe
- Block heel
- Side zipper closure
- Ankle-length fit
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1446
Category Name: Apparel by Occasion
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty Lady Floral Chiffon Romper
Check you out, pretty lady! Flaunt this flirty floral chiffon romper all over town. It features short puff sleeves, a ruched square neckline, a fitted bodice, and flowy shorts. Complete the look in sparkly hoop earrings.
Fit & Features
- Short puff sleeves, elastic cinched hems
- Ruched square neckline
- Fitted bodice, stretchy smocked back detail
- Flowy shorts
- Floral chiffon fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0200
Category Name: Apparel by Occasion
Price: $8.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunday Girl Floral Chiffon Skater Dress
Look cute for Sunday brunch in this floral chiffon skater dress featuring three-quarter length puff sleeves, a square neck, and a pleated waistband on the skater silhouette. Showcase a peek of skin in the open-back design with tie closure and ruffled short-length hem. Composed of a chiffon floral lined fabric with no stretch. Perfect for styling with knee-high boots.
Fit & Features
- Three-quarter length puff sleeves, elastic cinched hems
- Square neckline
- Pleated waistband, skater silhouette
- Ruffled short-length hem
- Open-back, tie closure, back zipper, hook and eye closure
- Chiffon floral lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-1706
Category Name: Apparel by Occasion
Price: $25.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale