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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Plus From The Block Midi Dress
Where you from Lil' Mama? This cute dress has a flattering V neckline paired with thin straps and a sexy, bodycon fit with a small back slit. The garment is composed of a crepe fabric that offers a moderate stretch and is detailed with a multi-color block design.Model is 5'9" with a 44" bust, 37" waist and 47" hips. She is wearing a size 1X
Style Number/Barcode: 15102-0028
Category Name: Apparel by Occasion
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Weekend Fun Skater Dress
Make this weekend an exciting one in this fun skater dress! Dress features a sleeveless bodice with a deep V-neckline, built-in cups, and a wide waist band that flares into a pleated skater skirt. Garment is composed of a thick fabric that offers a slight stretch.Model is 5'8.5 with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-7874
Category Name: Apparel by Occasion
Price: $13.87 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hayley Lace Taffeta Dress
Special OccasionGet the ball gown glamour without the weighted skirts in our beautiful Hayley black dress! She features an off the shoulder neckline with a V wire front, a lace bodice with a contrast lining, and an exposed back zipper closure. A high waist seam highlights your figure and leads to a short taffeta skirt with a tulle and knit lining. Hayley offers minimal stretch.
Model is 5'6" with a 32" bust, 25" waist and 36 hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-3910
Category Name: Apparel by Occasion
Price: $64.90
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Feels Skater Dress
Leave a flirty impression in this absolutely adorable skater dress! It features a sleeveless bodice, a square neckline, adjustable spaghetti straps that lead to bar back details with a zipper closure, a lower back cut out with a zipper closure, a high waist seam, and a flowy skater skirt with a banded hem with flexible mesh to give the skirt shape. The dress is composed of a crepe fabric that offers moderate stretch.Style Number/Barcode: 05101-0006
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Floral Moment Skater Dress
Have a major floral moment in this stunning dress babe!
Fit & Features
- Adjustable spaghetti straps
- Sweetheart neckline | Notched sheer mesh detail
- Square back | Zipper and hook and eye closure
- High waist seam
- Flowy skater skirt
- All over floral print
- Scuba knit fabric | Moderate stretch
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0008
Category Name: Apparel by Occasion
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lovely Crochet Skater Dress
Its a lovely day, and you are lovely bae! This dress has a scalloped V neckline, and spaghetti straps that are adjustable. Bodice is a crochet design with cut outs throughout which meets to a banded high waist skirt that is skater style. The skirt is two tiered with an inner lining throughout. Dress is composed of a knit fabric that flows at the skirt and offers moderate stretch throughout.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0072
Category Name: Apparel by Occasion
Price: $9.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Steal The Scene Skater Dress
Steal the scene and turn heads in this captivating skater dress! It features a sleeveless bodice, spaghetti straps that lead to an open cross back and lattice details, vertical seams that run down the bust, a high waist seam, and a flowy high low skater skirt. The dress is composed of a crepe fabric that offers moderate stretch.Style Number/Barcode: 05101-8832
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Later Skater Floral Combo Romper
Elevate the combo concept with this fluid floral dress-and-romper hybrid! It features an off-the-shoulder neckline, slim banded waist, and A-line skirt with rounded hem and coordinating floral short underlay. Romper slips on and is made from a smooth, woven material with moderate stretch.Model is 5'3" with a 32' bust, 22.5" waist, and 34" hips. she is wearing a size small.
Style Number/Barcode: 06503-0035
Category Name: Apparel by Occasion
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Steal The Scene Skater Dress
Steal the scene and turn heads in this captivating skater dress! It features a sleeveless bodice, spaghetti straps that lead to an open cross back and lattice details, vertical seams that run down the bust, a high waist seam, and a flowy high low skater skirt. The dress is composed of a crepe fabric that offers moderate stretch.Style Number/Barcode: 05101-8831
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mini Bouquet Kimono Sleeve Romper
As comfy as your fave loungewear and as cute as your club gear, this romper marries the best of both worlds. Romper features an all-over ditsy floral print, kimono-style sleeves, a deep V neck, pleat detail at front, banding at waist, and high-rise shorts. Romper is made from an ultra-soft woven material with moderate stretch.Model is 5'3" with a 32' bust, 22.5" waist, and 34" hips. She is wearing a size small.
Style Number/Barcode: 06503-0037
Category Name: Apparel by Occasion
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Color Wheel Striped Mini Dress
Rendered in bright stripes, this mini makes an impact. Dress features a fitted bodice with off-the-shoulder neckline, contrast gently pleated, A-line skirt, and a gathered elasticized waist with decorative tie. Dress is made from a soft, lightweight woven material with stretch through the bodice and waist.
Style Number/Barcode: 05102-0000
Category Name: Apparel by Occasion
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Loving Knit In Florals Maxi Dress
Create a look to fall for in charming florals! The dress features a V neckline, shoulder tie straps, an elastic waist and a sweeping floor length maxi length. Dress is composed of a stretchy smooth knit fabric that offers a form hugging fit.
Style Number/Barcode: 05101-0016
Category Name: Apparel by Occasion
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Give It A Whirl Mini Dress
Get ready to give this skater-style mini a spin! Dress features a halter neckline, spaghetti straps, back dip with zip closure, and a gently pleated A-line skirt. Dress is made from a soft, moderately stretchy woven material.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-8851
Category Name: Apparel by Occasion
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On The Low Wedge Heel
We're lowkey loving a wedge look! The heels feature a closed back, an adjustable ankle strap, an open toe with single strap design and a low wedge heel. They are composed of a faux nubuck material.
Style Number/Barcode: 07406-0038
Category Name: Apparel by Occasion
Price: $21.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffled And Rowdy Dress
Dance around and get rowdy in ruffles! This adorable mini dress features a v-neckline with a snap and hook closure. The bodice of this dress is line with a ruffled trim, thick ruffled straps that lead to a low back, with a hidden zipper and a self tie bow. The skirt is adorned with a tiered ruffle effect. The dress is composed of a chiffon style material and offers no stretch yet, a flowy fit and includes a smooth inner lining. Now take a twirl!
Style Number/Barcode: 05102-0206
Category Name: Apparel by Occasion
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Braid In The Shade Dress
Color-saturated hues and retro flair lend this skater-style red mini its easy appeal. Dress features a halter neck with deep V, banded waist with cutout and two rows of braid trim, a braided clasp back, and a swing-y A-line skirt with back zip. Dress is partially lined and made from a soft, crepe-like woven material with little to no stretch.Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0182
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Live In Linen Ruffle Jumpsuit
Keep your cool when temps rise in this chic, warm-weather-ready taupe and white jumpsuit! It features a V neck bodice with ruffle-trim straps, back zip, and hook-and-eye closure and a high-rise, paperbag-style waist with belt loops and removable tie. Pants have pockets at either hip and are roomier through hip and thigh before tapering gently through leg. Jumpsuit is lined and made from a linen blend with little to no stretch.Style Number/Barcode: 06402-0054
Category Name: Apparel by Occasion
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweetly Tied Skater Dress
Sweeten up your look with this adorable red skater dress! It features a sleeveless bodice, adjustable halter straps that lead to a button back closure with a keyhole cut out below, a back zipper and hook and eye closure, a V neckline, a cute tie front detail, and a flowy skater skirt. The dress is composed of a lightweight linen fabric with a short knit lining.
Style Number/Barcode: 05102-3826
Category Name: Apparel by Occasion
Price: $13.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Baby-doll Lace Skater Dress
Become our sweet little baby-doll in this adorable dress! With a sweetheart neckline, spaghetti straps, and padded cups, she has a fitted bodice and a skater style skirt with a soft inner lining. The lace dress has a zipper back and offers a relaxed flowy skirt with minimal stretch fabric.
Style Number/Barcode: 05101-8702
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buttoned Beauty Skater Dress
Let your beauty radiate in this adorable button down skater dress! It features a sleeveless bodice, spaghetti straps, a sweetheart neckline with a tie front detail, a high waist seam, a faux button down front, a back zipper closure, and a flowy skater skirt. The dress is composed of a lightweight linen fabric and includes a short knit lining.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-4021
Category Name: Apparel by Occasion
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Not So Basic Mini Dress
Sure, you probably have your share of mini dresses. Now it's time for an of-the-moment upgrade! This ultra-chic mini features an off-the-shoulder elasticized neckline, gathered bodice and sleeves, a back zip, banded waist with back smocking, and pencil skirt with gather-drape detail. Dress is made from a mid-weight woven material with little to no stretch.
Style Number/Barcode: 05101-0165
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle Ride Skater Dress
Keep it cool in this breezy-beautiful skater dress! It features adjustable spaghetti straps, a seamed V neck bodice, tiers of ruffle trim at the bust, waist, thigh and hem, and an A-line skirt with back zip. Dress is fully lined and made from a lightweight Tencel-blend with natural crinkle-effect and little to no stretch.
Style Number/Barcode: 05102-0329
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring A Bouquet Floral Romper
A delicate floral print and standout details make this of-the-moment ivory romper a must right now. Romper features a strapless bodice, elasticized decorative tie waist, and ruffle-trim flowy shorts. Romper is fully lined and made from a silky woven material with stretch at the waist and bust.Style Number/Barcode: 06403-0031
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hibiscus High Low Crepe Romper
Think classic island style with a distinctly modern twist: this romper features a fitted bodice with off-the-shoulder neckline, micro sleeves, and a gently pleated high-low skirt with shorts-style bottom underneath. Romper is made form a mid-weight crepe fabric with moderate stretch.
Style Number/Barcode: 06503-0041
Category Name: Apparel by Occasion
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance