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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Fleece Shaper Leggings
Comfy and flattering, these fleece leggings are perfect for lounging, traveling, and the office! They feature a high-waist fit with tummy control to smooth and shape your figure. These fleece-lined leggings will keep you cozy while appearing incredibly chic paired with an elevated crop top and tailored blazer or moto jacket for a fierce #OOTD look.
Fit & Features
- Tummy control waistband
- Skinny leg fit
- Cozy fleece-lined knit fabric
- Moderate stretch
- Sizes run small
Style Number/Barcode: 06502-1228
Category Name: Apparel by Occasion
Price: $6.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Snake Paper Bag Jumpsuit
Make a sassy statement in trendy snake print! The black jumpsuit features a snake print bodice with a square neckline, narrow shoulder straps, a paper bag waist with cinching belt and a straight leg fit with wide leg hem. Jumpsuit is composed of a combination smooth knit and crepe fabric that offers a form hugging fit with a moderate stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0056
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Striped For Style Flared Pants
Keep it stylish in stripes with these sassy pants! They feature a high rise waist, a cinching tie waist belt and a straight leg fit with a flared hem. The all over striped design features black and white hues to create a chic vibe! Pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0064
Category Name: Apparel by Occasion
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sealed With Style Tie Waist Pants
Seal your look together with style with these chic tie waist pants! They feature a high waist, self-tie belt that makes the perfect bow, and a flattering wide leg fit. Pants are composed of a copper hued crepe-like fabric that offers a natural fit with moderate stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06502-0032
Category Name: Apparel by Occasion
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stand Out Striped Tie Front Jumpsuit
Be sure to stand out with this super chic black and white dash-striped jumpsuit! It features a deep V neckline with a keyhole tie front, spaghetti straps, and long wide pants. Jumpsuit is composed of a knit fabric with plenty of stretch.Model is 5'7" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0050
Category Name: Apparel by Occasion
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Do It With Flair Pant
Elevate hippie chic with these curve-hugging flares. Pants feature an all-over acid-wash print, a medium rise, and an elasticized waist. Pants are made from a super-soft woven material and offer a fair amount of stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0022
Category Name: Apparel by Occasion
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All For One Striped Jumpsuit
Get ready to turn heads in this chic navy one-piece wonder! Jumpsuit features a sweetheart neckline, vertical striping, tie front, and cutout detail. Jumpsuit slips on and is made from a soft woven fabric with a fair amount of stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0037
Category Name: Apparel by Occasion
Price: $33.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Say It In Pinstriped Pants
Call the shots in these boss babe black pinstripe pants. They feature a high waist with a tie waist, a white on black striped pattern, and a wide pant leg. Pants are composed of a stretchy knit fabric.Model is 5'7" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0049
Category Name: Apparel by Occasion
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tied To Stripes High Waist Pants
Tie yourself in these cute pants! They feature a high rise waist, a cinching tie waist accent and a slim fit leg with a flared leg opening. The all over striped pattern features narrow white hue that complements the blue background perfectly! Pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 06502-0011
Category Name: Apparel by Occasion
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Blissful Illusion Lace Flared Pants
Create some bliss in these intriguing black lace pants. They feature a high waist, a bell bottom cut, and a nude lining. Pants are composed of a floral lace fabric that offers a form hugging fit and a moderate stretch. Don't forget the matching crop top to complete your look!
Style Number/Barcode: 06502-0019
Category Name: Apparel by Occasion
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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One Knit Wonder Jumpsuit
This jumpsuit is serving up stylish statement looks! It features two wide convertible straps that can be used to create all your favorite necklines and unique designs. The pants feature an elongating wide leg pant that brings plenty of flair! Jumpsuit is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0009
Category Name: Apparel by Occasion
Price: $42.90
Availability: Out of Stock
Product Badge:- Clearance
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Miss Independent Sleeveless Jumpsuit
Do you girl! This fierce jumpsuit features a strapless sweetheart neckline, a small keyhole and a narrow waist band accent. The slim skinny leg pants elongate shape and are accented with hidden side pockets. Jumpsuit is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0008
Category Name: Apparel by Occasion
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Social Ladder Striped Pants
Climb up the social ladder with sophisticated style! These navy blue pants feature a high rise fit with a tie waist, contrasting thin white stripes, and a straight leg fit. Pants are composed of a crepe fabric with a moderate stretch.Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0003
Category Name: Apparel by Occasion
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tight Knit Mini Skirt
You'll love this black mini skirt so much, you'll pair it with anything and everything! It features a high waist with a wide waist band, and a body-hugging fit. Skirt is composed of a thick, bandage-like knit fabric that offers a moderate stretch.
Style Number/Barcode: 06501-3003
Category Name: Apparel by Occasion
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Sophistication Bandage Skirt
Add touch of stylish sophistication to your look with this classic bandage pencil skirt! It features a high rise elastic banded waist paired with a mid-length, curve hugging fit. The skirt is composed of a pink bandage knit fabric that offers plenty of stretch.
Style Number/Barcode: 06501-3035
Category Name: Apparel by Occasion
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Little Glitz And Glamour Mini Skirt
Bring a little glitz and glamour to your look with this dazzling mini skirt! It features a high rise waist paired with a short, form hugging fit. The skirt is composed of a lined natural hued knit fabric that offers plenty of stretch and is adorned with pewter hued heat stones. Complete your glitzy look with the matching crop top!
Style Number/Barcode: 06501-2964
Category Name: Apparel by Occasion
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Zip Front Ponte Mini Skirt
Zip up this black ponte mini skirt for a sleek and stylish look! It features a high rise elastic banded waist, a silver zip front with an O-ring accent, and a short, curve hugging fit. The skirt is composed of a ponte knit fabric with plenty of stretch.Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 06501-3052
Category Name: Apparel by Occasion
Price: $24.90
Availability: Out of Stock
Product Badge:- Clearance
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Such A Charmer Mini Skirt
Charm them all with style with this sultry mini skirt! It features a high rise waist, a front twist accent, and a short, fitted look. The snake printed skirt is composed of a lightweight knit fabric that offers plenty of stretch and a form hugging fit. Don't forget to purchase the matching crop top!
Style Number/Barcode: 06501-3023
Category Name: Apparel by Occasion
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty And Ruched Mini Skirt
This mini skirt is pretty and ruched and ready for you to style! It features a high rise waist paired with ruched detailing along the sides. The white skirt is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching crop top!
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-3051
Category Name: Apparel by Occasion
Price: $19.90
Availability: Out of Stock
Product Badge:- Ships Free
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Hypnotize Me Mini Skirt
Hypnotize them all with this sleek mini skirt! It features a high rise elastic banded waist, a front knit lining, and a short, form hugging fit. The skirt is composed of a faux leather fabric with a sultry all over snake print and offers plenty of stretch. Complete your look with the matching crop top!Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-3012
Category Name: Apparel by Occasion
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh To Love Mini Skirt
There's more to love with this adorable mesh mini skirt! It features a high rise waist, ruched detailing at the sides, and a short, form hugging fit. The mauve skirt is composed of a sheer mesh fabric with a knit lining and offers plenty of stretch. Complete your look with the matching crop top!Model is 5'9 with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-3043
Category Name: Apparel by Occasion
Price: $22.90
Availability: Out of Stock
Product Badge:- Clearance
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Say It Loud Pencil Skirt
No need to be shy in this must have lime green pencil skirt. It features an elastic waist and a midi length. It is composed of a very smooth and stretchy knit. Don't forget the matching tube top!
Style Number/Barcode: 06501-3013
Category Name: Apparel by Occasion
Price: $17.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bright And Early Midi Skirt
Start bright and early with a little hot neon 'fit! The asymmetrical skirt has a high waist paired with a knot hip detail and a high slit. The skirt has a form fitting fabric composed of a smooth knit that offers a moderate stretch. Don't forget to purchase the matching top.Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-3067
Category Name: Apparel by Occasion
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pleat Me Right High Waist Mini Skirt
Dress up in a pleated mini skirt! Step out for a night out in a high waist mini skirt that features a tulip-hem with subtle mini pleats and is composed of a crepe knit fabric that offers a form hugging fit. Complete your look with a basic knit top for a minimal vibe and hoop earrings.
Fits & Features
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High rise waist
- Tulip hemline with mini pleats
- Crepe knit composition
- Moderate stretch for a comfy fit
Style Number/Barcode: 06501-2782
Category Name: Apparel by Occasion
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High rise waist