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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Preppy Perfection Gingham Twill Skater Skort
Style up a look of preppy perfection with this gingham twill skater skort! This structured skort is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a high-rise waist with a trendy belted design, a short pleated overlay with a skater silhouette, and fitted shorts. Pair with the matching cropped blazer for a seamlessly fab look!
Shop Matching Jacket: Preppy Perfection Gingham Twill Cropped Blazer
Fit & Features
- Fine twill fabric, no stretch
- Gingham pattern
- High-rise belted waist, side zipper closure
- Short pleated overlay with skater silhouette
- Fitted shorts lining
- Runs true to size
Style Number/Barcode: 06403-0389
Category Name: Apparel by Occasion
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Brenda Low Back Bow Taffeta Skater Dress
Special Occasion
Chat, dance, and twirl the night away in the Brenda taffeta skater dress! The short dress is ready to party with a voluminous silhouette and a stunning low-cut back with a statement bow.
Fit & Features
- Taffeta fabric lined with tulle, stretchy knit fabric
- Tank shoulder straps
- Low back with bow
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Skater silhouette
- Short-length hem
- Runs true to size
Where to Wear:
Prom, brides, weddings, bridesmaids, fancy date nights, dinner parties, cocktail events
Style Number/Barcode: 05001-2158
Category Name: Apparel by Occasion
Price: $64.90
Availability: Out of Stock
Product Badge:- Ships Free
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Profound Bloom Off-The-Shoulder Floral Skater Dress
You'll be blossoming from all the compliments you'll get wearing this off-the-shoulder floral dress! This skater dress features a playful sweetheart neckline, a bust tie, and a ruffled short-length hem bringing plenty of sass and sweetness to your style. Complete the look with earrings and strappy sandals for any occasion!
Fit & Features
- Floral print, woven fabric, bust lining
- Off-the-shoulder, sweetheart neckline
- Padded bra cups, back zipper and hook-eye closure
- Skater silhouette
- Ruffled short-length hem
- Runs true to size
Style Number/Barcode: 05101-3459
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Roll Up Your Sleeves Collar Oversized Crepe Blazer
Get to work like a boss babe in this crepe blazer for work meetings or making connections! This blazer is designed for every working girl with three-quarter length cuffed sleeves so you can move with ease, a lapel collar neckline, and shoulder pads for a structured look. The open front design features front pockets perfect for holding your phone or cards handy while the oversized fit adds a modern touch. Complete the look in polished shorts and pumps.
Fit & Features
- Crepe fabric, sewn-in woven lining
- Lapel collar neckline
- Shoulder pads
- Open front design, front pockets
- Oversized fit
- Runs true to size
Style Number/Barcode: 06204-1733
Category Name: Apparel by Occasion
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Everyday Cute Crop Linen Bomber Jacket
Layer on this linen bomber jacket for everyday cute style! Made of lightweight and breathable linen fabric with woven lining, this jacket features a front zipper closure and elasticized crop hem for a flattering fit. Complete with long sleeves and rib knit cuffs, a standing collar neckline, and convenient flap pockets to keep loose things. Finish the look with knee-high boots and a mini skirt for a flirty vibe!
Fit & Features
- Linen fabric lined with woven fabric
- Front zipper closure
- Flap pockets
- Elasticized cinch crop hem
- Bomber silhouette
- Runs true to size
Style Number/Barcode: 06204-1731
Category Name: Apparel by Occasion
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Truly Chic High Slit Bodycon Midi Dress
Create a truly chic look for dinner and drinks in this high slit bodycon midi dress! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit to showcase your stunning silhouette. The lined smooth knit fabric offers plenty of stretch. Style with rhinestone fringe earrings to add a touch of glam!
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Ruched side seams
- Asymmetric midi-length hem, thigh-high side slit
- Bodycon silhouette
- Smooth knit fabric, mini-length knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5521
Category Name: Apparel by Occasion
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cutest Babe Wide Leg Linen Trouser Pants
No work and all play are the vibes of these linen trouser pants perfect for casual days out to catching your flight out of town! These must-have linen pants feature a flattering high-rise waist, convenient side pockets to keep your phone or hands warm, and a wide-leg silhouette. Complete the look in the matching cropped vest or corset and sandals.
Shop Matching Tops:
Cutest Babe Halter V-Neck Corset Crop Top
Cutest Babe Strapless Linen Bustier
Cutest Babe Button Up Linen VestFit & Features
- Linen-blend woven fabric
- High-rise waist
- Front button and hidden zipper closure
- Side pockets
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-0811
Category Name: Apparel by Occasion
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Go Off-The-Shoulder Bodysuit
With this off-the-shoulder bodysuit, you'll be ready to go on any chic adventure! It features short-sleeve cuffs, a ruched bust, and a form-hugging silhouette on smooth knit fabric. Complete the look in cargo pants for casual plans!
Fit & Features
- Off-the-shoulder neckline
- Short-sleeve cuffs
- Ruched bust
- Form-hugging silhouette
- Thong bottom, snap-button closures
- Smooth knit stretchy fabric
- Runs true to size
Style Number/Barcode: 06001-5168
Category Name: Apparel by Occasion
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous Fit Side Slit Knit Mini Skirt
This chic side slit knit mini skirt will give you a fabulous fit and become a favorite in your closet! The ponte knit fabric offers a structured fit with moderate stretch. The high waist features an elasticized waistband for comfortable wear, while the mini-length hem and side slit accent will give that sultry flair. The bodycon silhouette will hug your gorgeous curves. Style this mini skirt with a basic bodysuit and ankle booties for happy hour.
Fit & Features
- Ponte knit fabric, moderate stretch
- High-rise elasticized waist
- Mini-length hem
- Asymmetric seam, side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-0968
Category Name: Apparel by Occasion
Price: $19.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Trendy Treasure Linen Wide-Leg Pants
Everyone will be asking where you found these trendy linen wide-leg pants! You'll love the high-rise waist offering a flattering fit, while the wide-leg silhouette gives off that effortlessly chic vibe. The waist is accented with pleating, dual front pockets, and a back zipper closure for a secure fit. Complete the look with the matching corset top!
Shop Matching Top: Trendy Treasure Strapless Linen Corset Top
Fit & Features
- Linen-blend woven fabric, stretchy knit lining
- High waist
- Wide-leg silhouette
- Pleating, back zipper and hook-eye closure
- Dual front pockets
- Back zipper
- Runs true to size
Style Number/Barcode: 06302-0814
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cutest Look Ditsy Floral Ruched Knit Mini Dress
Create the cutest look for your weekend plans in this floral ruched knit mini dress! The adorable ditsy floral print on the soft and stretchy brushed knit fabric will give your casual look a flirtatious vibe! The short dress features a sleeveless square neckline with tie-shoulder spaghetti straps for a trendy detail and customized fit. The ruching down the side seams will show off your curves on the bodycon silhouette. Style this dress with hoop earrings and strappy mules for brunch with your girls!
Fit & Features
- Ditsy floral print
- Stretchy brushed knit fabric
- Sleeveless square neckline
- Tie-shoulder spaghetti straps
- Ruched side seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5533
Category Name: Apparel by Occasion
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Polished Perfection Vest Pleated Short Dress
Capture polished perfection in this chic vest pleated short dress! Designed with a structured twill woven fabric, this dress features a fitted vest top with an A-line skirt. The top is shaped with a sleeveless V-neckline and tank shoulder straps, followed by a button-front design and an angled cropped hem for a snatched look. The chic waist cutout adds a touch of allure, leading to a fitted high waist and a flowy, pleated short-length hem. The dress includes a back zipper closure for effortless styling. Complete your look with gold hoops and strappy mules!
Fit & Features
- Non-stretch twill woven fabric
- Sleeveless V-neckline with tank shoulder straps
- Button-front design, angled cropped hem
- Back zipper with hook and eye closure
- Waist cutout, high-rise skirt with pleating
- A-line fit
- Runs true to size
Style Number/Barcode: 05102-5536
Category Name: Apparel by Occasion
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Own The Room Strappy V-Neck Flare Jumpsuit
Own the room in this sassy jumpsuit with the girls! Showcasing a sexy plunge V-neckline and form-hugging fit, this jumpsuit accentuates your figure for a show-stopping look. The strappy open back and flared hem add a touch of playfulness to the stretchy rib knit fabric. Complete the look in stiletto sandals and earrings!
Fit & Features
- Stretchy rib knit fabric
- Spaghetti straps
- Strappy open back
- Form-hugging fit
- Flare hem
- Runs true to size
Style Number/Barcode: 06502-2463
Category Name: Apparel by Occasion
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Light High Rise Linen Palazzo Pants
Keep it light and effortless in these high-rise linen palazzo pants for a day spent under the sun! With a high-rise waist and side pockets, these pants offer both a flattering fit and convenience. The palazzo wide-leg silhouette keeps you comfortable, while the linen fabric elevates the look. Style with the matching top.
Shop Matching Top: Keep It Light Sleeveless Linen Corset Top
Fit & Features
- Linen woven fabric, no stretch
- High-rise waist, stretchy smocked back waistband
- Pockets
- Palazzo wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-0815
Category Name: Apparel by Occasion
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charmed Strapless Ruffled Woven Skater Romper
They'll be oh-so-charmed by you in this flirty ruffled woven skater romper! Designed with a breezy woven fabric, it features a strapless straight-across neckline, flexible boning at the bodice for added structure, a tie-back design for a stylishly cinched waist, an adorable short ruffled overlay over flowy shorts, and a fit-and-flare silhouette. Complete your look with hoop earrings and sneakers for a cute and casual vibe.
Fit & Features
- Woven fabric, stretchy knit lining
- Strapless straight neckline, flexible boning
- Tie-back design
- Back zipper with hook-eye closure
- Ruffled overlay, flowy shorts
- Fit-and-flare silhouette
- Runs true to size
Style Number/Barcode: 06403-0400
Category Name: Apparel by Occasion
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Getaway Vibes Wide-Leg Pinstripe Woven Jumpsuit
Your look will be giving major weekend getaway vibes in this fresh pinstripe woven jumpsuit! The lightweight woven fabric is accented with a subtle pinstripe pattern for a laidback chic style. Create the look of wearing matching separates with this jumpsuit featuring a sleeveless vest top with a V-neckline, halter straps, and a button-down front leading to an angled cropped hem. The partial open back is followed by a smocked design for added stretch. Show off a hint of skin with the small front cutout at the waist. The high-rise pants have a trendy wide-leg silhouette for a relaxed look. Pair this jumpsuit with hoop earrings and strappy sandals.
Fit & Features
- Pinstripe woven fabric
- Vest top with V-neckline, halter straps, button-down front
- Partial open back, lower smocked design
- Angled cropped hem, waist cutout
- Wide-leg pants, high-rise waist, dual pockets
- Hidden front zipper and hook closure, relaxed fit
- Runs true to size
Style Number/Barcode: 06402-1380
Category Name: Apparel by Occasion
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Adorable Look Faux Suede Pleated Mini Skort
You'll always win adorable style in this faux suede mini skort! The high-rise adjustable belted waist provides a flattering fit, while the A-line pleated skirt overlay adds a touch of cuteness. With a mini-length hem and shorts lining, this faux suede skort offers the perfect style for any plans! Complete the look in a basic tee and boots.
Fit & Features
- High-rise, adjustable belted waist
- Hidden side zipper and hook-eye closure
- A-line pleated skirt overlay
- Mini-length hem
- Faux suede fabric, woven shorts lining
- Runs true to size
Style Number/Barcode: 06503-1112
Category Name: Apparel by Occasion
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Free Flowing Cutie V-Neck Ruffle Eyelet Maxi Dress
Flattering and breezy come together on this charming eyelet lace maxi dress perfect for spring days and summer cuteness! This dreamy dress features a flattering V-neckline, adjustable spaghetti straps, and charming button accents. The cutout waist and flowy silhouette accentuate your figure, while the tiered ruffled maxi hem adds a whimsy touch. Complete the look in wedge sandals and a floppy hat!
Fit & Features
- Eyelet lace fabric lined with woven fabric
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Cutout waist
- Ruffled maxi length hem
- Runs true to size
Style Number/Barcode: 05101-3286
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dazzle Day To Night Glitter Mini Dress
Look dazzling from day to night in this glitter mesh mini dress! Featuring an alluring surplice V-neckline, spaghetti straps, a bodycon silhouette, and a wrap mini-length hem to make you feel like the star of the show. The sheer glitter mesh fabric includes a full-length knit lining. Complete the look with statement jewelry and heels for a dressy style on the town!
Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps
- Bodycon silhouette
- Wrap mini-length hem
- Sheer glitter mesh fabric, full-length sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5291
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charmed And Cute Polka Dot Chiffon Skater Dress
Envoke a charmed and cute style in this polka dot skater dress perfect for showers or graduates! Show off your curves with the sweetheart neckline and skater silhouette, while adding a touch of cuteness with the short puff sleeves. The tie-back adds a flirty detail and the short-length hem is perfect styling with trendy sneakers for a casual vibe.
Fit & Features
- Polka dot, chiffon fabric, woven lining, no stretch
- Sweetheart neckline
- Padded bra cups
- Back zipper hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3289
Category Name: Apparel by Occasion
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Be The Moment Faux Leather High-Rise Maxi Skirt
Be the moment in this faux leather maxi skirt essential for every fashionista! The skirt features a flattering high-rise waist, a form-hugging silhouette, and a flirty center back slit for movement. Complete the look with pointed-toe boots for a chic style!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Center back slit
- Maxi-length hem
- Faux leather fabric, sewn-in knit lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0644
Category Name: Apparel by Occasion
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cutest Babe Button Up Linen Vest
A sleek fit with tailored details, this sleeveless linen vest is essential for spring-to-summer wear! The vest is designed with a flattering V-neckline, button-up front closures, and a curved cropped hem to flaunt your figure. Complete the look with the matching pants.
Shop Matching Bottoms: Cutest Babe Wide Leg Linen Trouser Pants
Fit & Features
- Lined linen fabric
- Button up front closures
- Cropped length
- Runs true to size
Style Number/Barcode: 06204-1737
Category Name: Apparel by Occasion
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blissfully Cute Strapless Slit Eyelet Mini Dress
Spend your summer looking blissfully cute in this eyelet mini dress! Featuring a folded neckline for a secure fit and an eye-catching front slit. The form-hugging fit is perfect for showing off your curves, and the mini-length hem keeps things flirty and fun. Complete the look with a clutch and block heels!
Fit & Features
- Eyelet fabric, sewn-in knit lining, minimal stretch
- Folded strapless neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Form-hugging fit
- Front slit
- Runs true to size
Style Number/Barcode: 05101-3288
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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Constant Sensation V-Neck Corset Satin Skater Dress
Always be a constant sensation when you step out in this satin skater dress at parties or soirees! With a flirty V-neckline, comfortable shoulder straps, and a flattering corset-seam bodice, this dress has a playful skater silhouette and a short-length hem. The abstract print adds a touch of fun to the satin fabric. Complete the look with bracelets and a clutch!
Fit & Features
- Abstract print, satin fabric, woven lining, no stretch
- V-neckline, shoulder straps
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3291
Category Name: Apparel by Occasion
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale