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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Sway With Me Eyelet Lace Skater Dress
You'll look sweet as can be in this eyelet lace skater dress perfect for swaying with the music at day parties! Designed with a sheer eyelet lace fabric and knit lining, it features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a flirty tie-back design, and a flattering fit and flare silhouette with a short hem. Complete the look in lace-up heels.
Fit & Features
- Sheer eyelet lace fabric, knit lining, minimal stretch
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Tie-back design
- High waist seam
- Fit and flare skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5466
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Days Floral Chiffon Skater Dress
Swing into the sunnier days ahead in this floral chiffon dress! It features a sleeveless square neck, adjustable spaghetti straps, a stretchy smocked bodice, and a tiered ruffle short-length skater silhouette. Complete the look in cute espadrille wedges for a family picnic!
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Stretchy smocked bodice
- Skater silhouette, tiered ruffles
- Short-length hem
- Floral print, airy chiffon, knit lining
- Runs true to size
Style Number/Barcode: 05102-4936
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Roots Floral Chiffon Short Dress
Get back to your romantic roots this season in this breezy ditsy floral chiffon dress perfect for baby showers to Sunday brunch! It features a sleeveless V-neck with a flirty bust tie, adjustable spaghetti straps, a stretchy smocked back, and a flattering skater short-length silhouette. Complete the look in strappy espadrille wedges.
Fit & Features
- Sleeveless V-neck, bust tie, adjustable spaghetti straps
- Stretchy smocked back, padded bust
- Skater silhouette
- Short-length hem
- Ditsy floral print
- Chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4939
Category Name: Apparel by Occasion
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fresh In Paisley Floral A-Line Dress
Serve your closet a fresh style by adding this paisley floral short dress to it! Featuring a sleeveless V-neckline, sleek bungee spaghetti straps, a flattering A-line silhouette, and a flirty slit hem. Complete the look in trendy sandals for an afternoon in the city!
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- A-line silhouette
- Short-length hem, slit accent
- Paisley floral print
- Smooth stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-4943
Category Name: Apparel by Occasion
Price: $5.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Natural Attraction Ditsy Floral Mini Dress
You're sure to have a natural attraction to this ditsy floral mini dress - perfect for a casual birthday or afternoon tea! It features a sleeveless scoop neck, spaghetti straps, a flirty tie front, and ruched bust, and a bodycon silhouette. Style with lace-up heels for a statement finish!
Fit & Features
- Sleeveless scoop neck
- Spaghetti straps
- Tie front and ruched bust
- Bodycon silhouette
- Mini-length hem
- Ditsy floral print, smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4938
Category Name: Apparel by Occasion
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Picnic Time Platform Espadrille Wedges
Show up to the picnic looking so stylish in these sweet espadrille wedges that elevate your look! They feature a nubuck square toe and wide toe strap, an ankle strap with buckle closure, and a platform sole. Style with a trendy crop denim jacket.
Fit & Features
- Square toe
- Nubuck wide-toe strap
- Nubuck ankle strap with buckle closure
- Platform sole
- Espadrille material
- Runs true to size
Style Number/Barcode: 07406-0322
Category Name: Apparel by Occasion
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Modern Romance Eyelet Lace Mini Dress
A modern take on a romantic silhouette! This eyelet lace mini dress is cute for bridal showers or casual day dates. It features long peasant sleeves, a square neck, a ruched bust, and a form-hugging silhouette. Complete the look in chic lucite block heels.
Fit & Features
- Long peasant sleeves
- Square neck, ruched bust
- Form-hugging silhouette
- Mini-length hem
- Eyelet lace fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4941
Category Name: Apparel by Occasion
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hey Darlin' Crepe Ruffle Short Dress
You'll look oh-so-darling in this crepe short dress for graduation ceremonies or bridal showers! The dress features adorable puff short sleeves, a surplice V-neckline with pleating, a bodycon silhouette, and a ruffled wrap hem. Complete the look in strappy mules.
Fit & Features
- Puff short sleeves
- Surplice V-neckline, pleating
- Bodycon silhouette
- Ruffled wrap short hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2156
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Slay Tropical Print Midi Dress
Slay your vacay look with this curve-hugging tropical print midi dress! It features a sleeveless V-neckline, spaghetti straps, a ruched side seam, a midi-length asymmetric hem creating a chic side slit, and a bodycon silhouette. The all-over tropical palm leaf print will really bring those vacay vibes. Complete the look with clear mules.
Fit & Features
- Sleeveless V-neckline, spaghetti straps, bust lining
- Ruched side seam
- Midi-length asymmetric hem, side slit
- Bodycon silhouette
- Tropical palm leaf print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4948
Category Name: Apparel by Occasion
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charming Vibes Lace Puff Sleeve Mini Dress
Give off sweet and charming vibes in this adorable lace mini dress! Featuring a square neckline, sheer short puff sleeves, front ruching, a mini-length hem, and a form-hugging fit, this dress is a staple for bridal showers, weekend brunches, or garden parties! The sheer floral lace fabric includes a knit lining. Style with hoop earrings and strappy mules.
Fit & Features
- Square neckline
- Sheer short puff sleeves, elastic cinched hems
- High waist seam, front ruching, back zipper and hook-eye closure
- Mini-length hem
- Form-hugging fit
- Sheer floral lace fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2147
Category Name: Apparel by Occasion
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Pretty Chiffon Midi Dress
Showcase your effortless beauty in this airy, lightweight chiffon midi dress. It features a sweetheart neckline with a ruched bodice, long sheer peasant sleeves, a stretchy smocked back design, a fitted high waist seam, a midi-length hem with a high front slit, and a flowy, A-line silhouette. Style with clear mules for a weekend brunch date.
Fit & Features
- Sweetheart neckline, ruched bodice
- Long sheer peasant sleeves, elastic cinched hems
- Stretchy smocked back design
- Fitted high waist seam
- Midi-length hem, high front slit, A-line silhouette
- Sheer chiffon fabric, partial knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4954
Category Name: Apparel by Occasion
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Just Peachy Keen Off-The-Shoulder Midi Dress
Look and feel peachy keen in this cute swiss dot midi dress perfect for strolls downtown or grabbing brunch! It features an off-the-shoulder neckline with adorable flutter short-sleeve cuffs, a stretchy smocked bodice, and a flowy hem with a front-slit accent. Complete the look in sleek hoop earrings and sandals.
Fit & Features
- Off-the-shoulder neckline
- Flutter short-sleeve cuffs
- Stretchy smocked bodice
- Flowy midi-length hem, front slit accent
- Swiss dot woven fabric, mini-length woven lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4953
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 Elevated Side Slit Skort
Create an elevated 'fit with this chic of-the-moment skort! It features a high-rise elasticized waist, fitted shorts, and a mini-length front overlay with a side seam leading to a slit accent. The ponte knit fabric offers a moderate stretch. Style with the matching cropped bustier for a seamless look!
Shop Matching Top: So Elevated Ponte Crop Bustier
Fit & Features
- High-rise elasticized waist
- Fitted shorts
- Mini-length front overlay
- Side seam leading to slit
- Ponte knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1030
Category Name: Apparel by Occasion
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dream Escape Tropical Midi Dress
Pack right for your dream escape with this tropical print midi dress perfect for a dinner with a beachside view! It features a sleeveless V-neckline, adjustable spaghetti straps that crisscross in the back, a bodycon fit, and a ruched side seam to accentuate your curves atop a sultry slit. The smooth knit fabric features a gorgeous tropical floral print that will give off major vacay vibes. Complete the look with sleek earrings and a choker necklace.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, crisscross back
- Bodycon silhouette
- Side ruched seam, slit accent
- Asymmetric midi-length hem
- Tropical floral print, knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4957
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Framed In Floral Satin Midi Dress
You'll look pretty as a picture in this floral satin midi dress for all of your springtime frolics! It features a sleeveless v-neck, adjustable spaghetti straps a cowl pleated neck overlay, and a form-hugging silhouette with a sultry side slit. Style with a chic handbag for a date or wedding shower!
Fit & Features
- Sleeveless v-neck
- Adjustable spaghetti straps
- Cowl pleated neck overlay
- Form-hugging silhouette
- Side slit, midi-length hem
- Floral print, lined silky satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2175
Category Name: Apparel by Occasion
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Looking Like A Day Dream Eyelet Lace Dress
Look like a daydream come true in this eyelet lace mini dress for your next date! It features adorable puff sleeves with ruffle trim, a sweetheart neck, a ruched bust seam, and a bodycon silhouette with a flirty tiered ruffle hem. Complete the look in cute stiletto heels.
Fit & Features
- Puff short sleeves, ruffle trim
- Sweetheart neck
- Ruched bust seam
- Bodycon silhouette
- Tiered ruffle mini-length hem
- Eyelet lace fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2184
Category Name: Apparel by Occasion
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Language Of Romance Lace Babydoll Dress
This lace babydoll dress speaks your language for romance! Let this short dress sweep you off your feet for wedding showers, graduations, or birthday brunches! It features three-quarter-length puff sleeves, a square neck, a stretchy smocked back, and an empire waist seam that flares out into the flowy hem. Complete the look in new sandals and a clutch!
Fit & Features
- Three-quarter-length puff sleeves
- Square neck
- Stretchy smocked back
- Empire waist, fit and flare silhouette
- Flowy short-length hem
- Lace overlay, chiffon lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4973
Category Name: Apparel by Occasion
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Looks Mesh V-Neck Babydoll Dress
Showcase a dreamy look in this mesh babydoll dress perfect for date nights or parties! It features a sleeveless V-neckline, adjustable spaghetti straps, ruched bust seams, and a flattering babydoll style silhouette with a mini-length hem. Complete the look in sleek hoop earrings.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Ruched bust seams
- Babydoll style silhouette
- Mini-length hem
- Airy mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4971
Category Name: Apparel by Occasion
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweetest Style Eyelet Knit Mini Dress
Show off the sweetest style in this adorable eyelet knit mini dress. It features a sleeveless sweetheart neckline with a knot-front design at the bust, spaghetti straps, a mini-length hem, a form-hugging fit, and a dainty floral eyelet pattern. The lined knit fabric offers plenty of stretch. Complete your look with espadrille sandals for a weekend date.
Fit & Features
- Sleeveless sweetheart neckline, knot-front design
- Spaghetti straps
- Mini-length hem
- Form-hugging fit
- Floral eyelet pattern
- Lined knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4969
Category Name: Apparel by Occasion
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Romance Floral Skater Dress
Dreamy and romantic floral blooms across this chiffon skater dress perfect for family gatherings or parties. It features sheer peasant long sleeves, a ruched lightly padded bust and bodice, a sweetheart neckline, a smocked back, and a fit and flare ruffled silhouette. Complete the look in strappy mules.
Fit & Features
- Sheer peasant long sleeves, sweetheart neckline
- Ruched lightly padded bust and bodice
- Smocked back
- Skater silhouette, ruffled short-length hem
- Floral bloom print
- Airy chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2186
Category Name: Apparel by Occasion
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Skylar Butterfly Sequin One-Shoulder Party Dress
Special Occasion
Ethereal and iridescent, the Skylar butterfly sequin party dress will give off the dreamiest vibes! She features a sleeveless asymmetric one-shoulder neckline with a built-in padded bust, a thin tank shoulder strap, dual adjustable spaghetti straps at the back, a high waist seam, a short skater skirt with a fit and flare silhouette, and all-over butterfly applique accents and sequin embroidery. The sheer mesh fabric includes a full woven lining and a tulle underskirt. Complete the look with clear heels.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline, padded bust, tank shoulder strap
- Dual adjustable spaghetti straps at the back, zipper, hook and eye closure
- High waist seam, short skater skirt, fit and flare silhouette
- Butterfly applique accents, iridescent sequin embroidery
- Sheer mesh fabric, full woven lining, tulle underskirt, no stretch
- Bra optional
- Runs true to size
Style Number/Barcode: 05001-1442
Category Name: Apparel by Occasion
Price: $39.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Janelly Floral Mesh Rhinestone Party Dress
Special Occasion
Bring the flirt factor in the Janelly party dress for prom, banquets, and sweet sixteen celebrations! She features a sleeveless V-neckline with a wire insert, a padded bust, adjustable spaghetti straps, and a rhinestone embellished waist trim that leads to her voluminous skater short silhouette. The formal dress is composed of a fab floral mesh textured design with multiple tulle and woven linings. Complete the look in sassy platform heels and a clutch.
Fit & Features
- Sleeveless V-neckline, wire insert, padded bust
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Rhinestone waist trim, skater short silhouette
- Floral mesh textured design, tulle and woven linings
- No bra required
- Runs true to size
Style Number/Barcode: 05001-1444
Category Name: Apparel by Occasion
Price: $39.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Garden Chic Floral Chiffon Midi Dress
Enchanting and chic, this floral chiffon midi dress is perfect for a garden wedding. It features a sleeveless sweetheart neckline with a bust outline, adjustable spaghetti straps, a high waist seam, a smocked back panel with a zipper closure, a midi-length hem with a high front slit, and a flowy A-line silhouette. The airy chiffon fabric features a romantic blooming floral print alongside a dainty flower pattern. Style with clear block heels.
Fit & Features
- Sleeveless sweetheart neckline, padded bust and outline
- Adjustable spaghetti straps
- High waist seam, stretchy smocked back, zipper and hook-eye closure
- Midi-length hem
- Front slit, A-line silhouette
- Floral print, chiffon fabric, smooth stretchy knit lining
- Style runs small
Style Number/Barcode: 05101-2212
Category Name: Apparel by Occasion
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Everlasting Pretty Floral Chiffon Skater Dress
Freshen up your closet in this pretty floral chiffon dress for a blissful day date to jaunt through a garden party! It features sheer peasant long sleeves, a smocked and stretchy V-neck bodice, a fit and flare silhouette, and a flowy short-length hem. The dress is designed with a gorgeous floral pattern on airy chiffon with a stretchy knit lining. Complete the look with strappy platform heels.
Fit & Features
- Sheer peasant long sleeves
- Smocked and stretchy V-neck bodice
- Back zipper closure
- Skater silhouette
- Flowy short-length hem
- Floral pattern, chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4977
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale