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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Chic And Elevated Woven Blazer
Refresh your wardrobe with this chic and elevated blazer! It features a lapel collar, shoulder pads, long sleeves, a single-button closure, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching trouser shorts or pants for a seamless look.
Shop Matching Shorts: Chic And Elevated Woven Trouser Shorts
Shop Matching Pants: Chic And Elevated Woven Trouser Pants
Fit & Features
- Lapel collar
- Shoulder pads, long sleeves
- Single-button front closure
- Dual front pockets
- Fitted silhouette
- Crepe fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1652
Category Name: Apparel by Occasion
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adley Formal Glitter Party Dress
Special Occasion
Bring that glow to your evening with a formal party dress that brings endless shine! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a built-in padded bust, and a fit and flare silhouette with pleating, hidden side pockets. and a mini-length hem. The dress is composed of a woven glitter fabric that offers minimal stretch. Complete look with chrome heels.
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Built-in padded bust
- Hidden side pockets
- Fit and flare silhouette with pleating
- Woven glitter fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05001-0923
Category Name: Apparel by Occasion
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruffle Party Chiffon V-Neck Babydoll Dress
Make a ruffle at the party in this chiffon babydoll dress featuring a sleeveless V-neckline, adjustable spaghetti straps, criss-cross back, flowy silhouette, and a ruffled trim throughout. Composed of a chiffon woven fabric with an inner skirt lining. Perfect for styling with a mini tote bag.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Criss-cross back
- Babydoll flowy silhouette
- Ruffled trim throughout
- Chiffon woven fabric, inner lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-1465
Category Name: Apparel by Occasion
Price: $6.67 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let It Flow Crochet V-Neck Skater Dress
Flowy and flirty! Twirl all day in this crochet V-neck skater dress featuring a sleeveless bodice with adjustable spaghetti straps, an open back with tie closure, and a tiered short hem. Composed of a gauze woven fabric with an inner lining. Finish the look in trendy mules.
Fit & Features
- Sleeveless bodice, crochet V-necklined
- Adjustable spaghetti straps
- Open-back, tie closure
- Tiered short hem
- Skater silhouette
- Airy gauze woven fabric, inner lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4397
Category Name: Apparel by Occasion
Price: $21.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Chica Floral Skater Dress
You'll be a total cutie in this floral skater dress perfect for shopping at the farmer's market! It features 3/4 length puff sleeves, a square neck, high-waist seam, and a flowy short-length hem. Complete the look with a crossbody bag.
Fit & Features
- 3/4 length puff sleeves
- Square neck
- High-waist seam, back smocked panel
- Flow, short-length hem
- Ditsy floral pattern
- Woven-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 05101-1470
Category Name: Apparel by Occasion
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Blooms Mesh Floral Midi Dress
This floral midi dress has some pretty blooms! Featuring a sleeveless, surplice v-neck, adjustable spaghetti straps to customize the fit, and an asymmetrical bodycon silhouette with ruched seams and slit accent. Composed of mesh-lined fabric with a moderate stretch. Perfect for styling with statement earrings and heels.
Fit & Features
- Surplice v-neck | Adjustable spaghetti straps
- Bra friendly
- Back zipper closure | Ruched seams
- Asymmetrical bodycon silhouette
- Slit midi hem
- Floral mesh-lined fabric
- Fits true to size | Moderate stretch
Style Number/Barcode: 05101-1477
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Too Sweet Floral Ruffled Skater Dress
These florals are too sweet not to fall for! Twirl all day in this chiffon skater dress featuring a sleeveless, v-neck, ruffled trim straps, waist tie, open-back design with tie closure, and a tiered ruffled skirt. Complete the look in statement earrings.
Fit & Features
- Sleeveless, v-neck, ruffled trim straps
- Open-back with tie closure
- Tie waist, tiered ruffled skirt
- Skater silhouette
- Floral pattern, back zipper closure
- Chiffon fabric, inner knit lining, no stretch
- Fits true to size
Style Number/Barcode: 05101-1481
Category Name: Apparel by Occasion
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Budding Romance Chiffon Skater Dress
Isn't a new romance so exciting! Enter into your new spring fling in this floral chiffon skater dress featuring a sleeveless, ruffled V-neck, adjustable spaghetti straps, an open back with cross straps, and a tiered ruffle trim skirt. Complete the look in lucite mules for the perf day date.
Fit & Features
- Sleeveless, ruffled V-neck, adjustable spaghetti straps
- Open-back, cross straps, back zipper closure
- Tiered ruffle trim skirt
- Skater-style silhouette
- Floral pattern
- Chiffon fabric, inner lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-1482
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Breezy Floral Chiffon Skater Dress
Breeze into every daytime soiree looking effortless in this floral skater dress designed in a sleeveless, v-neckline with adjustable spaghetti straps, open-back with criss-cross straps, short-length hem, and a flirty, ruffle tiered trim. Complete the look in sleek gold hoop earrings.
Fit & Features
- Sleeveless, v-neckline, adjustable spaghetti straps
- Open-back, criss-cross straps, zipper closure
- Fitted bodice
- Ruffle tiered trim
- Skater silhouette, short-length hem
- Floral chiffon fabric, inner lining, no stretch
- Fits true to size
Style Number/Barcode: 05101-1483
Category Name: Apparel by Occasion
Price: $5.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Flirtatious Floral Midi Dress
Bring the flirtatious vibes in this gorgeous floral printed midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, a high waist seam, and a mid-length, curve-hugging silhouette with an asymmetrical hem. Style this dress with sleek hoop earrings and chic block heels.
Fit & Features
- Sleeveless V-neckline, wrap-front design
- Spaghetti straps
- High waist seam
- Mid-length, form-fitting silhouette, asymmetrical hem
- Side ruched detailing
- Floral print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1488
Category Name: Apparel by Occasion
Price: $5.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fresh Perspective Eyelet Lace Skater Dress
This eyelet lace cotton skater dress will give you a fresh perspective for creating a spring wardrobe! It features a sleeveless V-neckline, adjustable spaghetti straps, a flirty tie-back design, and a flattering fit and flare short-length silhouette. Complete the look in cute sandals for brunch or wine tasting!
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Tie-back design
- Fit and flare, skater silhouette
- Short-length hem
- Eyelet lace cotton fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-4886
Category Name: Apparel by Occasion
Price: $5.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Savannah Sequin Mesh Party Dress
Special Occasion
Twirl the night away in the flirty Savannah sequin party dress! She features a sleeveless V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy cross-back design, a fitted high waist, and a short flared-out party skirt silhouette. The sheer mesh fabric has all-over sequin embroidery in a stunning scroll design. Complete your look with neutral block heels.
Fit & Features
- Sleeveless V-neckline, dual adjustable spaghetti straps
- Built-in padded bust
- Sequin embroidery, scroll pattern
- Cross-back strap design, lower back zipper and hook and eye closure
- High waist seam, short party skirt
- Fit and flare silhouette
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-0938
Category Name: Apparel by Occasion
Price: $19.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Day & Night Crepe Tie Strap Romper
The perfect crepe romper to wear for day and night plans! It features a sleeveless, sweetheart neck, tie straps. and a form-fitting bodice atop flowy shorts. Complete the look in flirty heels.
Fit & Features
- Sleeveless, sweetheart neck, tie straps
- Form-fitting bodice
- Flowy shorts
- Crepe-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06503-0958
Category Name: Apparel by Occasion
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Easy Breezy Eyelet Skater Dress
Easy, breezy, and flirty! This eyelet skater dress is perfect for your next spring fling. It features a sleeveless, square neck, spaghetti straps, high waist seam, and a trendy open-back with twist detail on the flared short silhouette. The dress is composed of a lined lightweight woven knit fabric that offers a flattering form hugging fit with a moderate stretch. Complete the look in espadrille sandals.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- High waist seam
- Open-back with twist detail
- Flared short silhouette
- Eyelet pattern
- Lined lightweight woven knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-4415
Category Name: Apparel by Occasion
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Must V-Love Ponte Skater Dress
It must be love cause this ponte skater dress will have your heart! It features a chic sleeveless silhouette, v-neck, dual spaghetti straps, x-back design, high-waist seam atop a flowy, skater short skirt. Complete the look in chic wedges for a dinner party.
Fit & Features
- Sleeveless, v-neck, dual spaghetti straps
- X-back design
- High-waist seam
- Flowy, skater short skirt
- Ponte knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 05101-1511
Category Name: Apparel by Occasion
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brunch Vibes Eyelet Skater Dress
Sweet and flirty, this eyelet knit skater dress is a must for weekend brunch! It features a sleeveless V-neckline with halter spaghetti straps, an open-back design, and a short skater skirt with a fit and flare silhouette. The lightweight knit fabric features an all-over floral eyelet pattern. Complete your look with a denim jacket and sandals.
Fit & Features
- Sleeveless V-neckline
- Halter spaghetti straps, tie-back closure
- Open-back design
- Fit and flare silhouette
- Skater style-short skirt
- Floral eyelet knit fabric, lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4420
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easy Decision Eyelet Tie-Back Dress
A sleek and easy piece to dress up or down? Decision made! Keep it trendy in this eyelet lace mini dress designed in a sleeveless scoop neckline, spaghetti straps, tie-back detail, and a bodycon silhouette. Complete the look in basic heels for an outdoor dinner party.
Fit & Features
- Sleeveless, scoop neck, spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Tie-back detail
- Eyelet lace-lined fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4422
Category Name: Apparel by Occasion
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Eye On The Eyelet Lace Mini Dress
Keep your eye on this prize! Bring the flirty allure in this eyelet lace mini dress featuring short puff sleeves, a ruffle sweetheart neck with tie, and a babydoll-style bodice on a form-fitting silhouette. Complete the look in lace-up sandals for a cute picnic look.
Fit & Features
- Short puff sleeves
- Ruffle sweetheart neck with tie
- Babydoll-style bodice
- Form-fitting silhouette
- Mini-length hem
- Eyelet lace knit lined fabric
- Fits true to size, moderate stretch
Style Number/Barcode: 05102-4429
Category Name: Apparel by Occasion
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Celebratory Lace Skater Dress
Here comes the grad all dressed in this lace skater dress perfect for ceremonies and celebration parties! Featuring a sleeveless square neckline, sleek spaghetti straps, a high waist seam, and a flowy short hem. Complete the look in wedges and hoop earrings.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- High waist seam
- Flowy skater silhouette
- Short hem
- Lace overlay, inner lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1519
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunday Girl Eyelet Lace-Up Skater Dress
This eyelet skater dress is perfect for Sunday brunch! It features adorable short puff sleeves, a square neck, an elasticized waist, an open-back design with lace-up closure, and a flared skirt. Composed of breathable cotton fabric with an inner lining. Finish the look in strappy sandals.
Fit & Features
- Short puff sleeves
- Squareneck
- Elasticized waist
- Open-back design, lace-up closure
- Flared, skater silhouette, short-length hem
- Eyelet lace cotton fabric, inner lining
- Fits true to size, no stretch
Style Number/Barcode: 05102-4428
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Finest Floral Tie-Back Skater Dress
The florals on this skater dress are oh-so-fine! Create a cute spring look in this sleeveless, boat neckline, adjustable spaghetti straps, a flirty open-back with tie closure, and a ruffled skater silhouette. Complete the look in stud earrings for Easter brunch.
Fit & Features
- Sleeveless, boat neckline, adjustable spaghetti straps
- Open-back, tie closure
- Ruffled skater silhouette
- Short hem
- Floral chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-4432
Category Name: Apparel by Occasion
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Eyes On You Eyelet Tie Back Dress
All eyes on you in this eyelet lace mini dress! It features puff sleeves, a square neck, a ruched bust, an open back with a tie closure, and a bodycon silhouette. Complete the look in lace-up sandals for a picnic date.
Fit & Features
- Short puff sleeves, cinched hems
- Square neckline, ruched bust
- Open back, tie closure
- Bodycon silhouette
- Mini-length hem
- Eyelet lace fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4438
Category Name: Apparel by Occasion
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Life's A Breeze Floral Cutout Midi Dress
This floral cutout midi dress makes getting ready a breeze! It features short puff sleeves and a ruched sweetheart bodice with a flirty waist cutout that leads to a flowy, midi-length silhouette with a slit accent. Composed of a chiffon-lined fabric with no stretch. Style with a trendy mini tote.
Fit & Features
- Short puff sleeves
- Ruched sweetheart bust
- Waist cutout, smocked back
- Midi-length silhouette with slit accent
- Floral pattern
- Chiffon fabric, inner lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-1551
Category Name: Apparel by Occasion
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make Way Square Neck Skater Dress
Make way people, you're coming through in this flirty skater dress perfect for graduation! It features adorable short puff sleeves, a square neckline, and a high waist seam that leads to a flowy short-length hem on eyelet knit fabric. Complete the look in cute wedges.
Fit & Features
- Short puff sleeves, elastic ruffled hems
- Square neckline
- High waist seam
- Flowy short-length hem
- Skater silhouette
- Eyelet knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4446
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale