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.

  • Catch A Cutie Short Sleeve Cutout Eyelet Skater Dress

    Catch yourself a cutie wearing this eyelet skater dress to day parties this season! With playful puff sleeves and a flirty cutout. The sweetheart neckline and bust drawstring add a touch of romance, while the skater silhouette and tiered ruffled hem keep it fun and flirty. Complete the look in wedge sandals.

    Fit & Features

    • Eyelet fabric lined with stretchy knit
    • Sweetheart neckline
    • Adjustable bust drawstring, cutout
    • Skater silhouette
    • Tiered ruffles
    • Runs true to size

    Style Number/Barcode: 05102-5430

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Amore Tie-Back A-Line Eyelet Mini Dress

    Fall in love with this adorable eyelet mini dress perf for weekend plans. The flirty tie-back detail and ruffled A-line silhouette will get you all the compliments.

    Fit & Features

    • Eyelet knit fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Tie-back design
    • Ruffled trim
    • Short A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5434

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Attention Please Metallic Faux Leather Mini Skirt

    This fabulous metallic mini skirt will make you the center of attention all night long! Designed with a coated faux leather fabric with a trendy metallic sheen, this skirt features a high waist, a back zipper closure for effortless styling, and a mini-length hem with a bodycon silhouette to flaunt your curves. Complete your trendy 'fit with a corset top and stilettos for the club.

    Fit & Features

    • Coated faux leather fabric, sewn-in knit lining
    • Metallic sheen
    • High waist
    • Back zipper closure
    • Mini-length hem, bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0631

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Icon Mid-Rise Pleated Woven Skort

    Show off your chic icon status in this of-the-moment pleated skort! Designed with a structured woven fabric, this skort features a mid-rise waist with a fold-over design for a trendy look. The pleated mini-length overlay has an A-line fit over fitted knit shorts for coverage. Style this skort with a crop top and combat boots for an elevated everyday 'fit.

    Fit & Features

    • Woven and knit fabrics
    • Mid-rise waist with fold-over design
    • Pleated mini-length overlay
    • A-line fit
    • Hidden front zipper and hook and bar closure
    • Fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06303-0244

    Category Name: Apparel by Occasion

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Like Clockwork High-Rise Wide-Leg Trouser Pants

    With a coffee in hand and these trouser pants on, your day will go smooth like clockwork! They feature a flattering high-rise waist with pleating, hidden side pockets for keeping your hands warm, and a chic wide-leg silhouette on woven fabric. Complete the look in a faux leather jacket for a sleek style.

    Fit & Features

    • High-rise waist with pleating
    • Hidden front zipper and hook and eye closure
    • Hidden side pockets
    • Wide-leg silhouette
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1370

    Category Name: Apparel by Occasion

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vineyard Gal Floral Woven Skater Dress

    This vintage-inspired floral woven dress is perfect for vineyard weddings, wine tastings, and daytime soirees! The skater dress features adorable short puff sleeves, a sweetheart neckline with a bust tie, a lace-up back design, and a tiered fit-and-flare skater silhouette with a short hem. The lined woven fabric showcases a vintage floral print pattern. Style this short dress with on-trend strappy mules.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline, bust tie
    • Lace-up back design, tie closure
    • Tiered fit-and-flare skater silhouette
    • Short-length hem
    • Vintage floral print, lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2966

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Cute Puff Sleeve Lace-Up Gingham Mini Dress

    Oh-so-cute and sweet! This gingham mini dress is sure to charm at brunch and picnics. You'll have comfort and style, made from a gauze woven fabric boasting a cheery gingham print line with a stretchy knit. With puff sleeves and a V-neckline, this bodycon dress flatters your figure and adds a fun touch with its lace-up back. The mini-length hem and playful gingham print make it perfect for any spring-to-summer event. Complete the look in sandals and sunnies!

    Fit & Features

    • Gingham print, gauze woven fabric lined with stretchy knit
    • V-neckline
    • Lace-up, back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5438

    Category Name: Apparel by Occasion

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Demand Button Denim Mini Skirt

    A denim mini skirt that's in demand to create a chic spring-to-summer look! The cotton-blend denim fabric offers a moderate stretch for comfortable wear. The high-rise waist and bodycon fit accentuate your curves, while the side button-down detail adds a touch of trendiness, and has back pockets and a flattering mini-length hem. Complete the look with the matching jacket.

    Shop Matching Jacket: Chic Demand Denim Crop Jacket

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • High-rise waist
    • Front button down
    • Back pockets
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06601-0182

    Category Name: Apparel by Occasion

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Aura Puff Sleeve Floral Lace Skater Dress

    Captivate them with your flirty aura in the cutest floral lace skater dress! The dainty sheer floral lace fabric will give your look a soft feminine vibe and includes a partial woven lining for coverage. The bodice is shaped with a plunging V-neckline with a tie-front detail and sheer short puff sleeves with elasticized hems. The open back adds to the allure and features a tie-back design. The dual high waist seams lead to a fit-and-flare skater silhouette on a short-length hem that was made to twirl. Style this adorable dress with wedge heels for a spring or summer party!

    Fit & Features

    • Sheer floral lace fabric with partial woven lining, no stretch
    • Plunging V-neckline with tie-front
    • Short puff sleeves with elasticized hems
    • Open back, tie-back, lower back zipper with hook and eye closure
    • Dual high waist seams
    • Fit-and-flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2967

    Category Name: Apparel by Occasion

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Love Ruffled Floral Chiffon Midi Dress

    Create an effortlessly pretty look you'll adore for day dates in this ruffled floral chiffon midi dress! The breezy chiffon fabric is detailed with a dainty floral bouquet print for a simply beautiful vibe. The mid-length dress features a sleeveless square neckline, a smocked bodice for added stretch with smocked adjustable tank shoulder straps, a fitted empire waist, and a tiered ruffled design with a flowy A-line silhouette. Complete your look with espadrille wedges.

    Fit & Features

    • Floral bouquet print, chiffon fabric and lining
    • Square neckline, smocked bodice
    • Smocked adjustable tank straps
    • Empire waist
    • Tiered ruffled design
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3879

    Category Name: Apparel by Occasion

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bubbly Love Corset Skater Party Dress

    You'll always have people falling for you in this corset skater party dress at parties! The square neckline and adjustable spaghetti straps keep it trendy while the corset bodice and hidden front hook and eye fasteners provide a flattering silhouette. The stretchy smocked back and embroidered woven fabric add style to this playful bubble hem dress. Complete the look with earrings.

    Fit & Features

    • Embroidered woven fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Square neckline
    • Hidden front hook and eye fasteners
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2979

    Category Name: Apparel by Occasion

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brynne Formal Floral Mesh Ruffled Skater Dress

    Special Occasion

    The gorgeous Brynne formal floral mesh ruffled skater dress is the perfect flirty option for summer parties! The airy sheer mesh fabric is accented with a dainty floral and polka dot print pattern for an effortlessly ethereal look. The short skater dress is shaped with a sleeveless sweetheart neckline with a built-in padded bust and a chic knot-front design with ruched detailing. Her sheer waist features flexible boning inserts for added structure, and her thin tie-shoulder tank straps lead to a hidden back zipper closure. Your waist will be cinched with her high waist seam, flowing out to a tiered ruffled skater skirt with a pretty fit and flare silhouette. Complete your look with wedge heels!

    Fit & Features

    • Sheer mesh fabric with floral and polka dot print
    • Partial knit lining, mesh underskirt, minimal stretch
    • Sweetheart neckline with padded bust, ruched knot-front design
    • Sheer waist design, flexible boning
    • Tie-shoulder tank straps, hidden back zipper with hook and eye closure
    • Tiered ruffled skater skirt, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2110

    Category Name: Apparel by Occasion

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bon Voyage Sweetheart Floral Chiffon Skater Dress

    Say bon voyage looking darling in this floral chiffon skater dress whether you're heading out on your honeymoon or a trip abroad! Made from an airy chiffon fabric showcasing an adorable ditsy floral print that will make you stand out in the crowd. The sweetheart neckline and bust tie add a touch of romance while the skater silhouette and ruffled hem give it a playful twist. Complete the look with luxe earrings.

    Fit & Features

    • Ditsy floral print, chiffon fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5714

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Festivities Ruffle Bodycon Glitter Mini Dress

    Cue this glitter ruffle bodycon mini dress for all of your upcoming flirty festivities! Made with glitter mesh fabric, this mini-length dress is perfect for a night out on the town.  With a scoop neckline and delicate spaghetti straps, this dress is both playful and elegant. The front ruffle trim adds a flirty touch, while the side ruched seams create a flattering, bodycon fit. Complete the look in platform heels.

    Fit & Features

    • Glitter mesh fabric, sewn-in knit lining, stretchy
    • Spaghetti straps
    • Ruffle trim
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5373

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Secret Garden Floral Chiffon Babydoll Dress

    Uncover this dreamy and whimsical garden floral babydoll dress for dressy soirees! Its square neckline, adjustable spaghetti straps, and hidden side pockets make it perfect for any occasion. The babydoll silhouette and short-length hem on a rose floral printed chiffon fabric with a knit lining add a touch of charm. Complete the look with earrings and platform block heels.

    Fit & Features

    • Rose floral print
    • Sheer chiffon fabric lined with stretchy knit
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3003

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise To The Occasion Long Sleeve Slit Midi Dress

    When last-minute plans arise this long sleeve midi dress rises to the occasion in chic style! The fitted long sleeves and bodycon silhouette hug your curves, while the square neckline flatters your bust. The tie-back design cinches your waist and the front slit adds a modern twist to this midi-length dress. Complete the look in stiletto heels for a dressy date night or cocktail party!

    Fit & Features

    • Smooth, stretchy knit fabric, top lining
    • Square neck and back
    • Long fitted sleeves
    • Tie-back design
    • Front slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3002

    Category Name: Apparel by Occasion

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Appeal Puff Sleeve Chiffon Skater Dress

    Swiss dots add whimsical appeal to this charming chiffon skater dress perfect for birthdays, graduations, or showers! With sheer puff sleeves, a sweetheart neckline, and a tiered ruffled skater silhouette, this dress is both playful and flattering. Its short-length hem adds a touch of flirty charm. Complete the look in mules and a trendy purse!

    Fit & Features

    • Swiss dot chiffon fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2999

    Category Name: Apparel by Occasion

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delightful Cutie Corset Lace-Up Floral Midi Dress

    If you aim to charm, this cute ditsy floral midi dress will sweep everyone off their feet at parties! Flaunt your femme figure in the sweetheart neckline, ruched underwire bust, and corset trim bodice. The A-line, midi-length silhouette, and front slit add a flattering look while the lace-up back allows for a customizable fit. Complete the look with a dainty necklace and mules.

    Fit & Features

    • Ditsy floral print
    • Woven fabric lined with stretchy knit
    • Underwire bust
    • Lace-up, side zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2995

    Category Name: Apparel by Occasion

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Wanderer Corset Floral Linen Mini Dress

    Wander the gardens in this romantic floral linen mini dress as a lovely party guest! With its sweetheart neckline that highlights your bust, adjustable spaghetti straps for a custom fit, and padded bust with a bust tie for trendy detail. The flexible boning and form-hugging silhouette enhance your figure, while the watercolor floral print adds a touch of whimsy. Made from linen fabric with a stretchy knit lining, it's comfortable and stylish. Complete the look with a clutch purse, block heels, and earrings for an unforgettable style!

    Fit & Features

    • Watercolor floral print, linen fabric lined with stretchy knit
    • Padded bust
    • Flexible boning
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2993

    Category Name: Apparel by Occasion

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Delight Sleeveless Lace Trim Skater Dress

    When the occasion calls for flair, this sleeveless skater dress delivers with darling delight! Perfect for bridal showers, rehearsal dinners, and graduations. Made from a smooth chiffon fabric, the lace trim straps and hem add a delicate touch. Featuring a square neckline and ruched bust, the flattering skater silhouette will have you twirling all day! Complete the look in block heels.

    Fit & Features

    • Smooth chiffon fabric, stretchy knit lining
    • Square neckline, lace trim straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Lace trim short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3563

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Sunshine Puff Sleeve Floral Babydoll Dress

    Sipping mocktails in the sunshine is always cuter in this floral babydoll dress perfect for showers and graduations! The artsy floral print adds a touch of whimsy, while the organza sheer fabric keeps you comfortable and breezy. Boasting sheer puff sleeves, a square neckline, and a short-length babydoll silhouette that is so flattering! Complete the look in dainty earrings and heels.

    Fit & Features

    • Artsy floral print
    • Sheer organza woven fabric, stretchy knit lining
    • Square neckline
    • Short puff sleeves with ruffled hems
    • Back zipper with hook and eye closure
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3005

    Category Name: Apparel by Occasion

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • RSVP To Cute Ditsy Wildflower Tie A-Line Midi Dress

    RSVP yes to shower or birthday invites when you have this cute ditsy wildflower tie A-line midi dress in your closet! Embellished with a ditsy wildflower print, this midi-length dress is sure to turn heads. With short puff sleeves and a square neckline, this dress is perfect for casual-dressy occasions. The tie front bust adds a touch of whimsy while the a-line silhouette and front slit provide movement and a flattering look. Complete the look with luxe earrings and tennis shoes.

    Fit & Features

    • Ditsy wildflower print
    • Woven fabric lined with stretchy knit
    • Tie front bust, back zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3008

    Category Name: Apparel by Occasion

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love's In The Air Floral Chiffon A-Line Dress

    Slip into romance! This dainty floral chiffon short dress features a sweetheart neckline and bust tie to accentuate your figure while the wide shoulder straps and underwire bust provide support. The corset-trim bodice and back lace-up design add a touch of romance along the flattering A-line silhouette and short-length hem. Complete the look with a ring set and sandals for a date or brunch!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Wide shoulder straps
    • Underwire bust, tie front, side zipper and hook-eye closure
    • Corset-trim bodice, lace-up back design
    • A-line silhouette, short-length hem
    • Dainty floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3007

    Category Name: Apparel by Occasion

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daytime Cheer Fit And Flare Ruffle Floral Dress

    Spread daytime cheer in this fit and flare floral dress! Made from soft chiffon fabric, this dress is adorned with a ditsy floral print for a whimsical touch.  This playful dress features a sweetheart neckline with ruffle trim, adjustable spaghetti straps, and a charming keyhole bust tie. The stretchy smocked waist and tiered ruffled hem create a flattering fit and flare silhouette. Complete the look with a cute purse and sandals!

    Fit & Features

    • Ditsy floral print, chiffon fabric, stretchy knit lining
    • Ruffle trim sweetheart neckline
    • Adjustable spaghetti straps
    • Stretchy smocked waist
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5447

    Category Name: Apparel by Occasion

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale