Apparel by Occasion

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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.

  • Sophisticated Posh Zip Up Tweed Plaid Skort

    A tweed plaid skort is perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! The high-rise waist has side pockets for keeping your hands warm and a-line silhouette create a flattering fit, while the pleated skirt overlay adds a touch of playfulness. Crafted from tweed plaid woven fabric, this skort exudes posh style and with shorts lining, you'll stay comfortable all day long.

    Shop Matching Shacket: Sophisticated Posh Zip Up Tweed Plaid Shacket

    Fit & Features

    • Tweed plaid woven fabric lined with shorts
    • Back zipper and hook-eye closure
    • High-rise waist
    • Side pockets
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0369

    Category Name: Apparel by Occasion

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Look Tie-Front Ruffled Romper

    This adorable tie-front ruffled romper will create a flirty look for your weekend plans! Designed with a lightweight woven fabric, it features a sleeveless V-neckline with a tie-front design and a keyhole cutout under the bust, spaghetti straps, dual high waist seams, flowy shorts with a mini-length overlay, and a cute fit and flare silhouette. Style with clear heels for brunch.

    Fit & Features

    • Sleeveless V-neckline, tie-front, keyhole cutout
    • Spaghetti straps, back zipper closure
    • Dual high waist seams
    • Flowy shorts, mini-length overlay
    • Fit and flare silhouette
    • Woven fabric, knit lining at the bust, minimal stretch
    • Style runs large

    Style Number/Barcode: 06403-0435

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Impression Faux Suede Moto Jacket

    Make a stylish impression with this of-the-moment moto jacket. Designed with smooth faux suede fabric, it is shaped with a structured lapel collar with sleek studded accents and long sleeves with studded shoulder straps. The asymmetric zip-front design brings trendy vibes, along with the chic zippered accent and zippered pockets. Pair with the matching mini skirt for an elevated everyday look.

    Shop Matching Bottoms: Stylish Impression Faux Suede Mini Skirt

    Fit & Features

    • Faux suede fabric, minimal stretch
    • Lapel collar with studs
    • Long sleeves with studded shoulder straps
    • Asymmetric zip-front
    • Zippered accent, dual zippered pockets
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06204-2063

    Category Name: Apparel by Occasion

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Mood Off-The-Shoulder Eyelet Corset Top

    Showcase effortless vibes this summer season in this pretty off-the-shoulder eyelet corset top. The breezy sheer eyelet knit fabric offers a partial woven lining for coverage. The top is shaped with an off-the-shoulder sweetheart neckline, a dainty ruffled trim, and cute short puff sleeves. The ruched bust features a tie-front detail with a keyhole cutout, leading to corset-style seams and a fitted, angled, and cropped hem. The partially smocked back provides added stretch. Complete your look with light-wash jeans and sandals!

    Fit & Features

    • Sheer eyelet knit fabric, partial woven lining, no stretch
    • Off-the-shoulder sweetheart neckline, ruffled trim
    • Short puff sleeves with elastic cinched hems
    • Tie-front, keyhole cutout, ruched bust, corset seams
    • Smocked back
    • Fitted, angled, cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2309

    Category Name: Apparel by Occasion

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Beauty Tweed Faux Pearl Button Plaid Blazer

    Envoke posh confidence in this preppy tweed plaid blazer perfect for looking stylish around the office or out with the girls! Crafted with a chic plaid tweed woven fabric, this blazer is designed with classic details like a lapel collar neckline and shoulder pads for a structured look. The faux pearl double-breasted button closures add a touch of beauty, while the front flap pockets keep your hands warm. Complete the look with the matching skort.

    Shop Matching Bottoms: Preppy Beauty Tweed Faux Pearl Button Plaid Skort

    Fit & Features

    • Tweed plaid fabric lined with woven fabric
    • Lapel collar neckline
    • Long sleeves with shoulder pad inserts
    • Faux pearl double-breasted button closures
    • Front flap pockets
    • Runs true to size

    Style Number/Barcode: 06204-1703

    Category Name: Apparel by Occasion

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Aura Sleeveless Sweetheart Eyelet Romper

    You'll always charm with your sweet aura in this sleeveless eyelet romper perfect for wedding showers, graduations, or summer fun! Made of eyelet fabric, it's perfect for a sunny day with its short-length hem. Featuring a flattering sweetheart neckline and adjustable spaghetti straps, this romper also has underwire bust support and a fitted bodice to accentuate your figure. Complete the look with wedge sandals.

    Fit & Features

    • Eyelet fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline, underwire bust
    • Back zipper and hook-eye closure
    • Front hook and eye fasteners
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06303-0249

    Category Name: Apparel by Occasion

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lavish Flirt V-Neck Bubble Hem Skater Satin Dress

    You'll look lavishly flirty in this skater satin dress as the blushing bride-to-be, graduate, or birthday princess! Made from luxurious satin fabric, it's sure to turn heads and make you feel like a true fashion queen! Featuring delicate spaghetti straps and a flattering V-neckline, this dress flares out into a playful pleated skater silhouette with a chic bubble hem mini-length. 

    Fit & Features

    • Satin fabric, sewn-in knit lining, moderate stretch
    • V-Neckline, spaghetti straps
    • Skater silhouette
    • Bubble mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3111

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Effect Utility Woven Crop Jacket

    A versatile woven jacket that brings a cool effect to every outfit! Layer on this twill jacket with slouchy long sleeves and elasticized cuffs to keep you warm, a collar neckline with button closure, and a front button-up design. With flap pockets and an adjustable drawstring crop hem, you'll have both function and fashion. Complete the look with trendy boots for casual plans!

    Fit & Features

    • Twill cotton woven fabric
    • Flap pockets
    • Button-up front closures
    • Adjustable drawstring crop hem
    • Runs true to size

    Style Number/Barcode: 06204-1709

    Category Name: Apparel by Occasion

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Flair Ruffled Wrap Chiffon Mini Dress

    This adorable floral chiffon mini dress will bring the flirty flair to your spring parties! Designed with a dainty floral print on lightweight lined chiffon fabric. This mini-length dress features a sleeveless sweetheart neckline with a built-in padded bust, spaghetti straps that lead to an open back with a cross-back strappy design, and a corset-style bodice with a fitted high waist. The A-line silhouette has a faux wrap-front creating the cutest asymmetric ruffled hem. Complete your look with strappy sandals.

    Fit & Features

    • Sheer chiffon fabric with knit lining, minimal stretch, dainty floral print
    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps
    • Open back, cross-back straps with tie closure, lower zipper, hook and eye closure
    • Corset bodice, high waist seam
    • Faux wrap-front, asymmetric ruffled hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3113

    Category Name: Apparel by Occasion

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Sugar Puff Sleeve Bodycon Mini Dress

    Turn heads look so sweet in this mesh mini dress! The sheer puff short sleeves and sweetheart neckline add a touch of whimsy, while the padded bra cups and side ruching enhance your curves. Finished with a bodycon fit and a mini-length hem, this dress is perfect for day or night play! Complete the look with earrings.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3114

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Night Long Sleeve Woven Blazer

    Layer on this woven blazer for a classy night style or for daytime meetings! It features long sleeves, a lapel collar neckline, a single front button closure, faux front pockets, and a relaxed slim silhouette. Complete the look in sleek stiletto heels.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Single front button closure
    • Faux front pockets
    • Relaxed slim silhouette
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1646

    Category Name: Apparel by Occasion

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swing Into The Season Tie-Back Eyelet Skater Dress

    Swing into the season in this charming eyelet skater dress perfect for birthday brunch to day dates! The cap sleeves and sweetheart neckline add a touch of romance, while the padded bra cups provide support. The tie-back design and fitted bodice add a playful twist to the skater silhouette and flirty ruffled short-length hem. Complete the look in strappy platform sandals and a purse!

    Fit & Features

    • Eyelet lace fabric with woven lining
    • Padded bra cups
    • Tie-back closure
    • Skater silhouette
    • Ruffled short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3121

    Category Name: Apparel by Occasion

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Stunning Bow Eyelet Lace Skater Dress

    Look perfect in this eyelet skater dress as a stunning bride-to-be, birthday girl, or graduate! With its short puff sleeves and sweetheart neckline, this dress is elegant and playful. The bow tie-back design adds a touch of whimsy while the skater silhouette and short-length hem make it a perfect choice for any event. Complete the look in dainty earrings and heels.

    Fit & Features

    • Eyelet lace fabric lined with stretchy knit
    • Bow tie-back design
    • Back zipper closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3129

    Category Name: Apparel by Occasion

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring-Chic Long Sleeve Floral Velvet Burnout Blouse

    Create a spring-chic look for parties in this pretty floral velvet burnout blouse! Crafted from partially lined sheer mesh fabric with a bold floral velvet burnout design, this crop top will secure all the compliments. The bustier-style bodice features a sweetheart neckline for an alluring vibe and a padded bust with a structured underwire. The long balloon sleeves add a feminine touch, and the top has hidden front hook and eye closures for effortless styling. Complete your look with a mini skirt and clear heels.

    Fit & Features

    • Floral velvet burnout pattern on sheer mesh fabric, partial knit lining
    • Bustier bodice, sweetheart neckline, padded bust with underwire
    • Long balloon sleeves with elastic cinched hems
    • Front hook and eye closures
    • Smocked back design
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2313

    Category Name: Apparel by Occasion

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Nights Sleeveless Satin Bustier

    An elegant night starts with this satin bustier for a stunning look! Featuring a flattering sweetheart neckline and adjustable spaghetti straps for a customizable fit, this bustier boasts flexible boning inserts for support and a fitted cropped hem for a jaw-dropping silhouette. Perfect for a night of elegance and glamour, style this satin bustier with high-rise jeans and stiletto heels for a chic look!

    Fit & Features

    • Satin fabric lined with knit, minimal stretch
    • Adjustable spaghetti straps
    • Flexible boning inserts
    • Back zipper and hook-eye closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2314

    Category Name: Apparel by Occasion

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Flirty Strapless Sequin Glitter Denim Skater Dress

    Keep it flirty and adorable in this strapless sequin denim skater dress! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The dress is shaped with a strapless sweetheart neckline with a sculpted bust for a lifted look, leading to a fitted corset bodice with boning for that snatched silhouette. The back features a smocked design for added stretch and a zipper closure for a secure fit. The angled high waist flows out to a short skater skirt with the cutest fit-and-flare silhouette. Complete the look with cowboy boots for a concert or heels for a party!

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • Strapless sweetheart neckline, padded bust, no-slip strip
    • Corset bodice, boning, angled high waist
    • Smocked back, zipper with hook and eye closure
    • Short skater skirt
    • Fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3137

    Category Name: Apparel by Occasion

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Season Faux Suede Longline Blazer

    Upgrade your style in this faux suede long blazer to layer over all of your chic 'fits! It features fitted long sleeves, a lapel collar neckline, an open front design, convenient front pockets for keeping your hands warm, and a longline hem with a center back slit for movement. Complete the look in a casual bodycon dress for a posh workwear style or hanging downtown!

    Fit & Features

    • Fitted long sleeves
    • Lapel collar neckline
    • Open front design
    • Front pockets
    • Longline hem, center back slit
    • Faux suede fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06204-1713

    Category Name: Apparel by Occasion

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Allure Strapless Floral Eyelet Knit Midi Dress

    Give off the sweetest allure this summer season in this floral eyelet knit midi dress! The stretchy sheer eyelet knit fabric is detailed with an adorable ditsy floral print and includes a full knit lining for coverage. The mid-length dress features a strapless straight-across elasticized neckline and a bodycon silhouette to highlight your gorgeous figure. Style with espadrille wedges for weekend brunch!

    Fit & Features

    • Stretchy sheer eyelet knit fabric, full knit lining
    • Ditsy floral print
    • Strapless straight elasticized neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5488

    Category Name: Apparel by Occasion

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Think About Me Lace-Up Floral Skater Dress

    Captivate everyone's thoughts in this floral skater dress sure to be the prettiest pick anyone has ever seen! With a square neckline and spaghetti straps, it's perfect for warmer days. The lace-up back and bow tie adds a playful touch, while the skater silhouette and mini-length hem flatter any figure. Complete the look with an adorable hair bow and sunglasses!

    Fit & Features

    • Floral print, woven fabric lined, no stretch
    • Spaghetti straps
    • Square neckline, bow tie
    • Lace-up back
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5490

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Irresistible Floral Lace Corset Mini Dress

    You'll be simply irresistible with your gorgeous allure in this floral lace corset mini dress. Airy and sheer, the lace fabric is accented with a romantic floral print and includes a partial knit lining for coverage. The mini-length dress is shaped with a feminine sweetheart neckline with a padded bust, and adjustable spaghetti straps for that customized fit. The corset-style bodice features sheer inserts for a hint of skin and has flexible boning for a snatched silhouette. The bodycon fit will flaunt your stunning curves. Complete your date night look with the perfect pair of heels!

    Fit & Features

    • Floral printed sheer lace fabric with knit lining, moderate stretch
    • Sleeveless sweetheart neckline with padded bust
    • Adjustable spaghetti straps
    • Corset bodice, sheer inserts with flexible boning, high waist seam
    • Back zipper with hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3138

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Day Puff Sleeve Cut Out Denim Romper

    Indulge in the dreamy vibes of this denim romper for casual bridal showers, birthdays, or graduation parties! The V-neckline and cutout sides add a touch of allure, while the form-hugging fit accentuates your curves. Made from soft denim fabric, the short-length hem offers a flirty and comfortable style. Complete the in wedge sandals.

    Fit & Features

    • Denim fabric, minimal stretch
    • Back zipper and hook-eye closure
    • Cutout sides
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0372

    Category Name: Apparel by Occasion

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Floral Chiffon Lace Trim Skater Dress

    Charm them all with your pretty flair in this breezy floral chiffon lace trim skater dress! Designed with an airy sheer floral chiffon fabric with a dainty eyelash lace trim, this short dress is the effortlessly chic style you need for parties. The bodice is shaped with a sweetheart neckline with ruching at the bust and adjustable spaghetti straps with ruffled flutter sleeves for a sweet feminine vibe. The fitted waist is accented with an open tie-back design, leading to a flowy skater skirt with an A-line silhouette. Complete the look with hoop earrings and espadrille wedges.

    Fit & Features

    • Sheer floral chiffon fabric, woven lining with eyelash lace trim, no stretch
    • Ruched sweetheart neckline
    • Adjustable spaghetti straps with ruffled flutter sleeves
    • Open tie-back design
    • Lower zipper with hook and eye closure
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3154

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Season Lace-Up Satin Corset Top

    Spring is in full bloom with this floral satin corset top to romance your favorite jeans or skirts! The sleeveless square neckline and wide shoulder straps provide a flattering fit, while the flexible boning gives added structure and snatching. The cropped hem and lace-up back add a touch of sultry sophistication, while the painted floral print on the satin fabric adds an artsy allure. Style with best-selling bottoms and cute mules for any occasion!

    Fit & Features

    • Floral painted print
    • Satin fabric, sewn-in knit lining, slight stretch
    • Wide shoulder straps
    • Flexible boning, side zipper and hook-eye closure
    • Lace-up
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2325

    Category Name: Apparel by Occasion

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Beauty Floral Applique Satin Mini Dress

    Radiate your beauty in this alluring floral satin mini dress for date night! Designed with a sleek and stretchy satin-knit fabric, this mini-length dress features a sleeveless sweetheart neckline with a padded bust with structured underwire and adjustable spaghetti straps for a customized fit. The bustier-style bodice and straps are accented with a floral embroidered applique for a romantic touch. The bodycon silhouette will showcase your stunning curves. Complete the look with strappy stiletto heels.

    Fit & Features

    • Stretchy satin-knit fabric, knit lining at the bust
    • Sleeveless sweetheart neckline, structured and padded cups
    • Adjustable spaghetti straps
    • Floral applique trim
    • High waist seam, back zipper, hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5439

    Category Name: Apparel by Occasion

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale