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.

  • Floral Fusion Satin Mini Dress

    Add a burst of florals to your look with this pretty mini dress! The dress features a sleeveless cowl neckline, spaghetti straps that cross at back, a mini lace-up back, a floral print, and a mini-length silhouette. The dress is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with sandals

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross at back 
    • Mini-lace-up back 
    • Floral print
    • Mini length silhouette 
    • Satin fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1056

    Category Name: Apparel by Occasion

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classy Chic Chiffon Crop Top

    Embrace chic elegance in this long sleeve crop top, perfect for transitioning from day to evening glam. The form-fitting bodice and square neckline accentuate your figure and lend a timeless sophistication to any ensemble. Its long, sheer sleeves add a playful twist to the elegant shape, making it a versatile piece for high-waisted skirts or jeans. This crop top pairs effortlessly with layered necklaces and hoop earrings for a complete, stylish look.

    Fit & Features

    • Square neckline
    • Long sheer chiffon bishop sleeves, elastic cuffs
    • Cropped hem 
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1391

    Category Name: Apparel by Occasion

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Pretty Floral Mini Dress

    Get an effortlessly pretty look in this adorable mini dress. It features short puff sleeves, a sweetheart neckline with a tie-front detail, a stylish waist cutout, and a mini-length, curve-hugging silhouette with a flirty ruffled hem. The dress is composed of a lightweight woven fabric with an all-over disty floral print and features a stretchy smocked body. Complete the look with a charm necklace.

    Fit & Features

    • Short puff sleeves, cinched hems
    • Sweetheart neckline, tie-front detail
    • Front waist cutout
    • Short, form-hugging fit
    • Tiered, ruffled hem
    • Lightweight woven fabric, ditsy floral print
    • Stretchy smocked body
    • Runs true to size

    Style Number/Barcode: 05102-3061

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Style Floral Romper

    Showcase your sweet and charming style with this adorable floral printed romper. It features a sleeveless V-neckline, a trendy twist-front detail with a small keyhole cutout, spaghetti straps, an open back with a tie-back accent, and a high waist silhouette with flowy shorts. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Twist-front detail, keyhole cutout
    • Spaghetti straps
    • Open back, tie-back accent
    • High waist, flowy shorts
    • Sheer woven fabric, floral print, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0164

    Category Name: Apparel by Occasion

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Faux Fur Bolero Jacket

    Add a touch of luxury to your ensemble with this elegant faux fur crop jacket. Its plush fabric gives an opulent feel, perfect for adding sophistication to any look. The jacket's cropped length makes it a chic pairing with cocktail dresses, formal jumpsuits, or dressy pants ensembles. With its clean, collarless design and discreet front fastening, this jacket offers a modern take on classic bolero styling.

    Fit & Features

    • Draped open front
    • Long sleeves
    • Cropped hem 
    • Soft faux fur fabric
    • Satin-like woven lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06201-0229

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Passion Ruffled Midi Dress

    Show off your passion for florals with a midi dress that brings the romance! The dress features a sleeveless square neckline, spaghetti straps, a gorgeous blooming floral print, and a midi-length silhouette accented with a flirty ruffled high slit. The dress is composed of a lined crepe fabric that offers a curve-hugging silhouette with a moderate stretch. Style the look with platform wedges and a butterfly necklace.

    Shop Ivory Floral Version: Ruffled For Florals Midi Dress

    Shop Solid Color Version: Add Some Flair Ruffle Detail Midi Dress

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cross-back strap design, front slit, ruffled hem
    • Midi-length silhouette
    • All-over floral print
    • Lined crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1066

    Category Name: Apparel by Occasion

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Maggie Formal Chiffon A-Line Midi Dress

    Special Occasion 

    Make a dazzling impression with a gorge dress that is perfect for these twirl-worthy moments! Maggie features a sleeveless V-neckline, adjustable spaghetti straps, a high waistline with a flared A-line midi silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with heels

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • High waist
    • A-line silhouette
    • Midi length 
    • Lined chiffon fabric 
    • Relaxed fit, runs true to size

    Style Number/Barcode: 05001-0630

    Category Name: Apparel by Occasion

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffled Romance Floral Skater Dress

    Fall head over heels for a pretty floral dress that brings the charm! The dress features a wrap V-neckline, long sheer sleeves with smocked cuff, an elastic waistband with tie-waist belt, and a skater silhouette with a ruffled hem. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules and gold hoops. 

    Fit & Features

    • Floral print, wrap V-neckline
    • Long sheer sleeves, smocked cuff
    • Elastic waistband, tie-waist belt
    • Skater silhouette, ruffled hem
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1075

    Category Name: Apparel by Occasion

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mesmerizing Beauty Puff Sleeve Eyelet Skater Dress

    Mesmerize with a skater dress that is perf for your next photoshoot! The dress features a square neckline, short puff sleeves, an eyelet pattern, and a skater silhouette. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Square neckline
    • Short puff sleeves
    • Eyelet pattern 
    • Skater silhouette 
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4073

    Category Name: Apparel by Occasion

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Vibes Floral Mesh Midi Dress

    Hey babe, bring the romantic vibes to your next dinner date in this floral mesh midi dress! It features a sleeveless cowl neckline, bungee spaghetti straps, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a pretty all-over floral print with a full knit lining. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Mid-length, form-hugging fit
    • Sheer mesh fabric, knit lining, floral print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1094

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Radiance Eyelet Mini Dress

    Radiate in a gorge floral mini dress for your next brunch date! The dress features a sleeveless square neckline, spaghetti straps, a ditsy floral print, and a mini-length silhouette. The dress is composed of an eyelet knit fabric that offers a form hugging fit with minimal stretch. Complete look with mules and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ditsy floral print 
    • Mini length silhouette
    • Eyelet knit fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4091

    Category Name: Apparel by Occasion

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charming Florals Chiffon Skater Dress

    Charm them all with a floral dress that brings those sweet vibes! The dress features a sleeveless V-neckline, adjustable spaghetti straps, an open-back design with cute tie-back ties, and a skater silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with a minimal stretch. Complete look with wedges

    Fit & Features

    • Floral print
    • Sleeveless V-neckline
    • Adjustable spaghetti straps 
    • Open back, tie-back ties
    • Skater silhouette
    • Chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1100

    Category Name: Apparel by Occasion

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Florals Chiffon Skater Dress

    Wrap yourself in a fab floral dress this season for your next brunch! The dress features a floral print, plunging V-neckline, ruffled cap sleeves, an open back with a tie-back strap, and a skater silhouette with an asymmetrical ruffled trim. The dress is composed of a semi-sheer chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with sandals and duster earrings. 

    Fit & Features

    • Wrap V-neckline
    • Ruffled cap sleeves
    • Open back with tie back ties
    • Skater silhouette
    • Ruffle trim
    • Floral print
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1103

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just One Night Ruched Midi Dress

    Make your night out a fab one with a dress that stuns! The dress features a sleeveless cowl neckline, spaghetti straps, curve-defining ruche detail, and a high-side slit for a display of leg along the midi-length hem. The dress is composed of a smooth knit fabric that offers a moderate stretch. Complete the look with mules

    Fit & Features

    • Sleeveless cowl neckline, sticky bra recommended
    • Spaghetti straps
    • Ruching, high side slit
    • Midi length hem
    • Form-hugging fit
    • Smooth knit fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1107

    Category Name: Apparel by Occasion

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Flirty Chiffon Mini Dress

    Sweet and flirty, this airy chiffon dress is perf for summer. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, ruffled seam detailing, and a short, flowy silhouette. Complete the look with chic mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back design
    • Hidden back zipper and hook and eye closure
    • Ruffled seam detailing
    • Mini-length, flowy silhouette
    • Sheer chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1106

    Category Name: Apparel by Occasion

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Flowy Chiffon Midi Dress

    Get the perf semi-formal look in this effortlessly chic chiffon midi dress. It features a sleeveless sweetheart neckline with a padded bust, spaghetti straps, a flattering high waist seam, and a mid-length skirt with a front slit and a flowy A-line silhouette. Style this dress with sleek earrings and cute heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Built-in padded bust
    • Adjustable spaghetti straps
    • Partially smocked back, zipper and hook-eye closure
    • High waist seam, flowy A-line silhouette, front slit
    • Sheer chiffon fabric, inner knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2187

    Category Name: Apparel by Occasion

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep it Cute Basic Block Heels

    It's warming up, so it’s time to add some color to your shoe collection! These faux suede basic heels feature an open almond toe, a single toe strap and an adjustable ankle strap. Style them with a crop top and a flirty mini skirt.

    Fit & Features

    • Block heel
    • Adjustable ankle strap
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3031

    Category Name: Apparel by Occasion

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy In Satin Ruched Mini Dress

    You'll look so dreamy in this sleek satin mini dress. It features a sleeveless square neckline, spaghetti straps, an open back with a lower back dual strap design, front ruching, and a short, curve-hugging silhouette with a wrap-front hem. Style this dress with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back with lower back dual strap design
    • Front ruching
    • Mini-length, form-hugging fit, wrap-front hem
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3893

    Category Name: Apparel by Occasion

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sweet Ruffled Cutout Skater Dress

    Keep it so sweet with a charming ruffled skater dress! The dress features an off-the-shoulder neckline, a smocked bodice with a ruched drawstring, long sleeves, a sexy cutout at the midriff, and a tiered ruffled skater silhouette. The dress is composed of a lightweight gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with sandals

    Fit & Features

    • Off-the-shoulder neckline 
    • Smocked bodice with a ruched drawstring
    • Long sleeves, elastic cinched hems
    • Cutout at the midriff 
    • Tiered ruffle skater skirt
    • Gauze knit fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2486

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stylish Off-The-Shoulder Mini Dress

    Stay sweet and stylish this season in this adorable mini dress! It features an off-the-shoulder sweetheart neckline, sheer short sleeves, a corset-designed front, and a short, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, padded cups
    • Sheer short sleeves, no-slip silicone strip
    • Corset-designed front
    • Back zipper closure
    • Mini-length, form-hugging fit
    • Crepe fabric
    • Runs true to size

    Style Number/Barcode: 05101-1121

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet For The Summer Babydoll Dress

    Sweet and chic, this babydoll dress is perf for the summer season. It features a square neckline, three-quarter length puff sleeves with cute ruffled hems, a high waist seam, and a short, flowy, flared-out silhouette. Style this dress with a trendy shoulder bag and mules for a weekend brunch.

    Fit & Features

    • Square neckline
    • Three-quarter length puff sleeves, ruffled elastic cinched hems
    • Stretchy smocked back detail, high waist seam
    • Mini-length silhouette
    • Flowy, flared-out fit
    • Twill fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4109

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Getaway Mesh Mini Dress

    Get ready for your island getaway in this adorable mesh mini dress! It features a sleeveless square neckline, adjustable spaghetti straps, ruched detailing, a short, curve-hugging silhouette, and an all-over tropical palm leaf print. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruching
    • Mini-length, form-hugging fit
    • Sheer mesh fabric, tropical palm leaf print, knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4133

    Category Name: Apparel by Occasion

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Floral Puff Sleeve Mini Dress

    Keep your look fresh and fab in this adorable floral printed mini dress! It features a sweetheart neckline with a tie at the bust, short puff sleeves, and a short, curve-hugging silhouette. Style this dress with strappy sandals and chic sunnies.

    Fit & Features

    • Sweetheart neckline, tie at the bust
    • Short puff sleeves, elastic cinched hems
    • Mini-length, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 05102-4125

    Category Name: Apparel by Occasion

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Flirt Crepe Skater Dress

    Flirt and flaunt in this skater dress that shows off your charming side! The dress features a sleeveless square neckline, bungee spaghetti straps, an open back with a sleek caged accent, and a skater-length silhouette that hits mid-thigh. The dress is composed of a lined crepe fabric that offers a fit and flare silhouette with a moderate stretch. Complete look with rhinestone heels.

    Fit & Features

    • Sleeveless square neckline, adhesive bra recommended
    • Bungee spaghetti straps
    • Open back with caged strap detail
    • Skater length silhouette
    • Lined crepe fabric 
    • Fit and flare silhouette, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1140

    Category Name: Apparel by Occasion

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale