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.
Now Trending
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.
-
Sweet Romance Tie-Front Floral Woven Skater Romper
Embrace your sweet romantic side in this breezy floral woven skater romper. The lightweight woven fabric is detailed with a soft dainty floral print for a gorgeous spring and summer vibe. The sleeveless bodice is shaped with a V-neckline with a wrap-front design, adjustable spaghetti straps that lead to an open back with cross-back straps, and a lower zipper closure. The high waist is accented with a tie-front design for a chic cinched look, with a short overlay over flowy shorts and a fit and flare silhouette. Style this adorable romper with espadrille wedges for a weekend party!
Fit & Features
- Woven fabric with dainty floral print, sewn-in woven lining, no stretch
- V-neckline with wrap-front
- Adjustable spaghetti straps
- Open back, cross-back strappy design, back zipper with hook-eye closure
- Tie-front
- Short overlay, flowy shorts, fit and flare silhouette
- Runs true to size
Style Number/Barcode: 06403-0380
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
So Dainty Strapless Floral Tulle Corset Top
This dainty strapless floral tulle corset top is perfect for your coquette aesthetic! The dreamy top is designed with a sheer tulle overlay and a woven lining with a delicate floral embroidered pattern. It features a strapless angled neckline, flexible boning for a structured and snatched look, back hook and eye closures for a secure fit, and an angled cropped hem. Style with a skirt and mules for a day date!
Fit & Features
- Sheer tulle overlay with floral embroidery, woven lining, minimal stretch
- Strapless angled neckline
- Flexible boning
- Back hook and eye closure
- Angled cropped hem
- Fitted
- Runs true to size
Style Number/Barcode: 06003-2326
Category Name: Apparel by Occasion
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Awaken Beauty A-Line Lace Short Dress
Transform into a vision of beauty in this lace short dress at every party! This stunning dress boasts a sleeveless square neckline with a tie, enhancing your feminine charm. The A-line silhouette and short-length hem flatter your figure, while the intricate lace fabric adds a touch of elegance. Complete the look in stiletto mules and a purse!
Fit & Features
- Lace fabric lined with stretchy knit
- Square neckline with tie
- Wide shoulder straps
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05102-5552
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sweet Feelings Sleeveless Ditsy Floral Mini Dress
Give yourself a sweet feeling in this ditsy floral mesh mini dress perfect for spring and summer soirees! With a sweetheart neckline, padded bra cups, and adjustable spaghetti straps you;ll feel confident and comfortable. The side ruched seams accentuate your curves along the bodycon fit for a playful touch. Complete the look with a choker necklace.
Fit & Features
- Ditsy floral print, mesh fabric, sewn-in knit lining, stretchy
- Adjustable spaghetti straps
- Sweetheart neckline, padded bra cups
- Back zipper and hook-eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5550
Category Name: Apparel by Occasion
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Darling Off-The-Shoulder Mesh Crop Top
Your allure will be effortless in this darling off-the-shoulder mesh crop top! Sheer ruched fitted long sleeves adorn the sweetheart neckline that brings out your inner sultry and padded bra cups for support. With a hidden front hook eye fasteners and cropped hem, this top will effortlessly elevate any outfit. The stylish marble print and lightweight mesh fabric add an extra touch of elegance. Pair with the matching skirt for a fabulous look!
Shop Matching Bottoms: Effortless Darling High Waist Mesh Mini Skirt
Fit & Features
- Marble print, mesh fabric lined with knit
- Off-the-shoulder
- Padded bra cups
- Front hidden hook and eye fasteners
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5128
Category Name: Apparel by Occasion
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Modern Love Lace-Up Lace Glitter Mini Dress
Your perfect day date starts with this lace glitter mini dress and ends with cocktails at sunset! The square neckline and spaghetti straps will accentuate your figure, while the lace-up back adds a touch of romantic detail to the bodycon silhouette and mini-length hem. Complete the look with a cute crossbody purse.
Fit & Features
- Lace glitter fabric, stretchy knit lining
- Spaghetti straps
- Square neckline
- Lace-up back
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3168
Category Name: Apparel by Occasion
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Darling High Waist Mesh Mini Skirt
Your allure will be effortless in this darling mini skirt! Featuring a flattering high waist and bodycon silhouette, this mini-length skirt is perfect for making a statement. The stylish marble print and lightweight mesh fabric add an extra touch of elegance. Pair with the matching top for a fabulous look!
Shop Matching Top: Effortless Darling Off-The-Shoulder Mesh Crop Top
Fit & Features
- Marble print, mesh fabric lined with knit
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-0963
Category Name: Apparel by Occasion
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Adorable Confidence Floral Jacquard Skater Dress
Let everyone know you've got the perfect style in this floral jacquard skater dress! Crafted from a jacquard floral embroidery, this dress exudes chic vibes. The ruffle trim sweetheart neckline and tie spaghetti straps add a touch of femininity, while the flexible boning ensures a perfect fit. The skater silhouette and short-length hem will have you twirling! Complete the look in strappy heels.
Fit & Features
- Floral jacquard embroidery, woven fabric, chiffon lining
- Tie spaghetti straps
- Ruffle trim sweetheart neckline
- Back zipper and hook-eye closure
- Flexible boning
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3166
Category Name: Apparel by Occasion
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Aubree Lace-Up Sequin Party Dress
Special Occasion
Get party-ready in the Aubree sequin mini dress with dazzling details you'll love as the bride-to-be, birthday girl, or clubbing queen! The cowl neckline and curved shoulder straps add a delicate touch, while the lace-up back highlights your figure in a bodycon silhouette. The mini-length hem and shimmering sequin mesh fabric exude sparkle all night at your next soirée. Complete the look in block heels and a ring set for a flawless finish!
This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.
Fit & Features
- Sequin-scroll pattern, mesh fabric lined with stretch knit
- Lace-up
- Back zipper and hook-eye closure
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05001-2142
Category Name: Apparel by Occasion
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Flair For Fashion High-Rise Ponte Pants
Show off your flair for fashion with these high-rise pants! Featuring side elastic inserts for easy on-and-off styling, a hip-hugging fit, and a trendy flare hem on smooth ponte knit fabric with a chic modern look. Complete the look with a dressy blouse for work or grabbing cocktails!
Fit & Features
- High-rise waist
- Side elastic inserts, easy on-and-off styling
- Hip-hugging fit
- Flare hem
- Smooth ponte knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2435
Category Name: Apparel by Occasion
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Polish Up Real Nice Long Blazer
You'll polish up your outfit real nice with this faux suede blazer featuring three-quarter-length sleeves with rolled cuffs, a lapel collar neckline, an open-front design, side pockets, and a slim longline hem. Layer this blazer over a chic corset and jeans.
Fit & Features
- Three-quarter-length sleeves, rolled cuffs
- Lapel collar neckline
- Open-front design
- Side pockets
- Slim longline hem
- Faux suede fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1718
Category Name: Apparel by Occasion
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Girl High-Rise Slit Denim Skort
The perfect denim skort for a trendy girl like you to dress up! This high-rise waist skort features a flattering bodycon fit and dual front slits for added style. The skirt overlay with shorts lining provides comfort and coverage while the mini-length adds a touch of playful charm. Complete the look in a corset top to make a statement!
Fit & Features
- Denim fabric, minimal stretch
- High-rise waist, back zipper closure
- Bodycon fit
- Dual front slits
- Skirt overlay, shorts lining
- Runs true to size
Style Number/Barcode: 06603-0398
Category Name: Apparel by Occasion
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
One Take Puff Sleeve V-Neck Linen Romper
Embrace effortless style in this linen romper perfect for brides-to-be, brunch, or graduations! Featuring adorable puff short sleeves, a flirty V-neckline, and hidden side pockets add functionality to the linen fabric. Complete the look with a ring set.
Fit & Features
- Linen fabric lined with stretchy knit
- Back zipper and hook-eye closure
- Hidden side pockets
- Short-length hem
- Runs true to size
Style Number/Barcode: 06303-0250
Category Name: Apparel by Occasion
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Divine Cutie Tie-Back Ruffled Skater Dress
You'll look positively cute and divine in this short skater dress at brunch or graduations! Designed with a flattering square neckline, adjustable spaghetti straps for the perfect fit, and a tie-back design, this dress is perfect for every girlie. The skater silhouette and ruffled layer add a playful touch, while the short-length hem offers comfort and versatility. Complete the look in strappy mules.
Fit & Features
- Airy woven fabric, sewn-in knit lining
- Adjustable spaghetti straps
- Ruffled
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5733
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Radiant Vacay V-Neck Floral Chiffon Skater Dress
Twirl your problems away on vacay in this radiant floral chiffon skater dress! The sheer peasant long sleeves, V-neckline, and corset-inspired bodice add a touch of romance, while the skater silhouette and ruffled hem bring a playful charm. Perfect for any occasion, from vacation to brunch! Complete the look in cute wedge sandals and sunnies.
Fit & Features
- Floral print, chiffon fabric lined with woven fabric
- Keyhole back with button closure
- Skater silhouette
- Ruffled short-length hem
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05101-3186
Category Name: Apparel by Occasion
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Spring Has Sprung Floral Woven Skater Dress
Let your beauty bloom in this adorable floral woven skater dress! The lightweight lined woven fabric is accented with a dainty floral print for the sweetest allure. The short dress features a sleeveless sweetheart neckline with a padded bust and structured underwire for support. The corset-style bodice will snatch your waist and highlight your bust with a tie-front detail. The thin smocked shoulder straps lead to a smocked back design for added stretch with a zipper closure. The high waist flows out to a short skater skirt with a trendy bubble hem and a fit and flare silhouette. Pair with platform heels for the cutest party look!
Fit & Features
- Floral woven fabric with knit lining, minimal stretch
- Sleeveless sweetheart neckline, padded bust with underwire
- Thin tank shoulder straps
- Smocked back design, zipper and hook and eye closure
- Corset bodice, tie-front detail, high waist seam
- Short skater skirt with bubble hem, fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05101-3187
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Adorable Factor Chiffon Sweetheart Midi Dress
Raise the bar looking adorable in this chiffon midi dress perfect for upcoming dressy occasions! The midi-length dress features short puff sleeves, a sweetheart neckline, a ruched bust, and a flirty cutout waist to show some skin. The flattering A-line silhouette boasts a playful front slit and a flowy midi hem. Complete the look with cute sandals and jewelry!
Fit & Features
- Short puff sleeves
- Sweetheart neckline, stretchy smocked back
- Ruched bust, cutout waist
- A-line silhouette, front slit
- Midi-length hem
- Chiffon woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-3189
Category Name: Apparel by Occasion
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bloom With A View High Rise Floral Mini Skirt
Take in your beauty in this floral mini skirt on vacation! Designed with a stretchy sheer mesh fabric with a lining, the delicate floral bloom print will bring out a touch of chic to any outfit. Featuring a high-rise elasticized waist, flattering side ruching to accentuate your curves on the bodycon fit, and a mini-length hem, this skirt is perfect for any getaway. Complete the look with the matching crop top!
Shop Matching Top: Bloom With A View V-Neck Floral Crop Top
Fit & Features
- Stretchy sheer mesh fabric, sewn-in knit lining
- Floral bloom print
- High-rise elasticized waist
- Bodycon fit
- Ruched side seams
- Runs true to size
Style Number/Barcode: 06501-0965
Category Name: Apparel by Occasion
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Graceful Presence Sweetheart Floral Skater Dress
Have a graceful presence in this floral skater dress at showers or graduations! A charming dress with a sweetheart neckline and tie spaghetti straps, the skater silhouette flatters your figure, while the short-length hem adds a playful touch. Complete the look in wedge sandals.
Fit & Features
- Floral print, woven fabric lined with stretchy knit
- Tie spaghetti straps
- Sweetheart neckline
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3194
Category Name: Apparel by Occasion
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Floral Day Dream Lace Up Eyelet Skater Dress
Make your garden party daydream come true in this floral eyelet skater dress! This playful skater dress features a sweetheart neckline, spaghetti straps, and a lace-up back for a flirty touch. Its skater silhouette and short-length hem make it perfect for twirling! Complete the look with teardrop earrings and a bracelet.
Fit & Features
- Floral print, eyelet woven lined fabric, no stretch
- Sweetheart neckline
- Spaghetti straps
- Lace-up back
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3197
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
All About Floral Sweetheart Crepe Skater Dress
Sweet and sassy, this floral skater dress is a must-have for your wardrobe! Featuring a trendy sweetheart neckline and adjustable spaghetti straps, this dress is perfect for any spring or summer occasion. Its skater silhouette and short-length hem will have you twirling all day, while the playful floral print will make you stand out in style! Complete the look with hoop earrings.
Fit & Features
- Floral print
- Stretchy crepe fabric, knit lining at the bust
- Sweetheart neckline
- Adjustable spaghetti straps
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3196
Category Name: Apparel by Occasion
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
A Sweet Look Sleeveless Ruffled Skater Dress
A sweet skater dress for showers or brunch! With its romantic sweetheart neckline and bust tie, you'll feel so flirty. The adjustable spaghetti straps allow for a perfect fit while the ruffled skater silhouette and short-length hem add a touch of playful charm. The partially smocked back offers added stretch. Complete the look with a heart necklace and sandals.
Fit & Features
- Gauze woven fabric with stretchy knit lining
- Sweetheart neckline, bust tie
- Adjustable spaghetti straps
- Stretchy smocked back
- Ruffled skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5499
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Beauty Chiffon Burnout Floral Maxi Dress
Showcase your effortless beauty in this dreamy chiffon burnout floral maxi dress! Designed with a sheer chiffon fabric with a pretty burnout floral pattern, this airy maxi dress is perfect for romantic dates. The sleeveless bodice is shaped with a V-neckline and adjustable spaghetti straps that lead to a partially smocked back for added stretch. The button-down front leads to a high center slit for a chic detail on the flowy A-line silhouette. Style this long dress with a dainty charm necklace and stud earrings.
Fit & Features
- Sheer non-stretch chiffon fabric with burnout floral pattern, mini-length knit lining
- Sleeveless V-neckline
- Adjustable spaghetti straps, partially smocked back
- Button-down front, center slit
- Flowy A-line silhouette
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05101-3200
Category Name: Apparel by Occasion
Price: $7.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Charm High Rise Eyelet Lace Mini Skirt
Charm comes effortlessly in this eyelet lace mini skirt for a patio date, brunch, or bridal shower! The high-rise waist and bodycon fit flatter your figure, while the front slit adds a hint of allure. Made with eyelet lace fabric, this mini skirt is perfect for your upcoming occasions! Complete the look with the matching top.
Shop Matching Top: Effortless Charm Lace Up Eyelet Lace Corset Top
Fit & Features
- Eyelet lace fabric, woven lining, no stretch
- High rise waist
- Back zipper and hook-eye closure
- Front slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06301-0184
Category Name: Apparel by Occasion
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale