Apparel by Occasion

HomeApparel by Occasion
Loading...

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.

  • Winter Florals Ruched Bodycon Dress

    Florals for winter? Absolutely! This bodycon dress features a sleeveless, bungee spaghetti strap on a scoop neck, ruched sides, and a fitted hem. Composed of soft-knit fabric with a moderate stretch. Perfect for styling with a moto jacket.

    Fit & Features

    • Sleeveless, bungee spaghetti straps
    • Scoop neck
    • Ruched sides, fitted hem
    • Floral pattern throughout
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4445

    Category Name: Apparel by Occasion

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Floral V-Neck Midi Dress

    Look so fine in this floral midi dress perfect for creating a head-turning moment at graduation! It features a sleeveless, v-neck, spaghetti straps that cross in the back and a bodycon silhouette on a midi-length hem with a slit accent. 

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Bodycon silhouette
    • Slit front accent
    • Midi-length hem
    • Floral pattern
    • Fits true to size

    Style Number/Barcode: 05101-1553

    Category Name: Apparel by Occasion

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Comfy PU Strap Sandals

    Stylish and comfy, these sandals are the best of both worlds! They feature a round toe, foam comfort sole, and PVC straps with adjustable buckle closure. Complete the look in a crop tee and denim shorts for running errands.

    Fit & Features

    • Round toe
    • Foam comfort fit
    • PVC straps
    • Adjustable buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1039

    Category Name: Apparel by Occasion

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Sprung Strappy Block Heels

    You'll get love sprung for these cute and essential block heels for your everyday style. They feature an almond toe, short block heel, a thin toe, and a crisis cross ankle strap with buckle closure. Complete the look in a chic jumpsuit for a dressy brunch.

    Fit & Features

    • Almond toe
    • Short block heel
    • Thin toe and criss-cross ankle strap
    • Buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3945

    Category Name: Apparel by Occasion

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Amour V-Neck Skater Dress

    Breeze into your date in this lovely lace skater dress to bring romance! The dress features a sleeveless V-neck, adjustable spaghetti straps, a fit and flare silhouette, and a tiered ruffled short hem. Complete the look in chic block heels.

    Fit & Features

    • Sleeveless V-neck
    • Adjustable spaghetti straps
    • Fit and flare skater silhouette
    • Tiered ruffled short hem
    • Lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1559

    Category Name: Apparel by Occasion

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rose Bliss Floral Mesh Corset

    Feel blissful in this stunning floral mesh corset! It features a strapless, sleeveless bodice with a mesh overlay, pleating, and flexible boning for structure. The back hook-eye closures let you adjust the fit. Complete the look in trendy high-rise jeans.

    Fit & Features 

    • Strapless, sleeveless bodice
    • Flexible boning, pleat detail
    • Back hook-eye closures
    • Floral pattern
    • Mesh overlay
    • Fits true to size, no stretch

    Style Number/Barcode: 06001-4107

    Category Name: Apparel by Occasion

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gracelyn Crepe Cross Midi Dress

    Special Occasion

     Gracelyn embodies chic sophistication for your next black-tie gala! She features a sleeveless, criss-cross neckline, and a fitted bodice. The high waist seam leads to a form-fitting midi skirt with a center back slit and zipper closure. She is composed of a crepe knit fabric with a moderate stretch and inner lining. Complete the look in statement earrings and sleek pumps. 

    Fit & Features

    • Sleeveless, criss-cross neckline, fitted bodice
    • Bra-friendly design
    • Form-fitting
    • Midi-length hem
    • Center back slit, zipper closure
    • Crepe knit fabric, moderate stretch, inner lining
    • Fits true to size

    Style Number/Barcode: 05001-0967

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed And Fab Floral Skater Dress

    Bring the charm with a skater dress that creates a fab moment! The dress features a floral print, a sleeveless wrap V-neckline, adjustable spaghetti straps, and an elastic drawstring at the waist. The waist leads to a flowy skater skirt with a tiered ruffled design. Complete look with wedges and butterfly clips

    Fit & Features

    • Sleeveless wrap V-neckline
    • Adjustable spaghetti straps
    • Elastic drawstring at waist
    • Floral print
    • Tiered ruffles
    • Short length skater hem 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 05101-1575

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Biz Call 3/4 Sleeve Boyfriend Blazer

    Answer the phone, this sleek boyfriend blazer is on the other line waiting to be yours! It features 3/4 length cuffed sleeves, a collared neckline, an open-front design, and faux slot pockets on an oversized silhouette. Complete the look in a basic bodysuit and trousers.

    Fit & Features

    • 3/4 length cuffed sleeves
    • Collared neckline
    • Open-front design
    • Faux slot pockets
    • Oversized silhouette, boyfriend style
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1328

    Category Name: Apparel by Occasion

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Look Floral Mini Dress

    Get the cutest look for the spring season with this adorable floral mini dress! It features a sleeveless sweetheart neckline with shirring at the bust, spaghetti straps, a short, curve-hugging fit, and an all-over dainty floral print pattern. Style this dress with a cropped denim jacket and strappy sandals.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Shirring at the bust
    • Spaghetti straps
    • Mini-length, form-fitting silhouette
    • Floral print
    • Brushed knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4612

    Category Name: Apparel by Occasion

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Get Brunch Skater Dress

    You'll be ready for weekend brunch with your girls in this adorable swiss dot woven skater dress. It features a sleeveless V-neckline with a twist-front design, spaghetti straps, an open back with a cute tie-back detail, a high waist seam, and a short skater-style silhouette with a ruffled hem. Style with wedges and chic shades.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Spaghetti straps
    • Tie-back closure
    • High waist seam, skater silhouette
    • Ruffled short-length hem
    • Swiss dot woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1582

    Category Name: Apparel by Occasion

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stunning Rose Floral Mesh Mini Dress

    Your sweetie will swoon for you in this floral mini dress! Featuring an off-the-shoulder, sweetheart neckline with flirty ruffle trim, and a figure-loving silhouette with ruching. Complete the look in basic heels for a day date.

    Fit & Features

    • Off-the-shoulder
    • Padded cups
    • Sweetheart neckline, ruffle trim
    • Bodycon silhouette, ruching
    • Mini-length hem
    • Floral pattern, back zipper closure
    • Fits true to size

    Style Number/Barcode: 05101-1586

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sway With Me Floral Chiffon Dress

    Sashay and sway in this adorable floral chiffon dress featuring a sleeveless, scoop neck, adjustable spaghetti straps, smocked back panel, and a flowy, ruffled tiered short hem. Complete the look in trendy sandals for your next getaway.

    Fit & Features

    • Sleeveless, scoop neck, adjustable spaghetti straps
    • Smocked back panel
    • Flowy, tiered short hem
    • Floral pattern
    • Chiffon-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4495

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Strut Stiletto Booties

    Showcase a stylish strut in these sleek fitted booties. They feature an above the ankle design, a trendy pointed toe, an inner zipper closure, and a thin stiletto heel. Pair these booties with a basic bodysuit and a plaid mini skirt.

    Fit & Features

    • Above the ankle fitted design
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1550

    Category Name: Apparel by Occasion

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day Trip Twist Cutout Linen Romper

    Take a day trip looking so cute in this linen romper! It features a sleeveless, v-neck, adjustable spaghetti straps, a twisted cutout bodice on high-waist flowy shorts, and a partial open-back design with tie-closure. Complete the look in trendy wedges.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Twisted cutout bodice
    • Partial open-back, tie-closure
    • Flowy high-waist shorts
    • Linen fabric
    • Fits true to size

    Style Number/Barcode: 06303-0190

    Category Name: Apparel by Occasion

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love Me Floral Crepe Skort Romper

    Love is in full bloom this spring! Embrace the romance in this flirty floral skort romper featuring a sleeveless, criss-cross wrap halter neck with tie closure, front cutout bodice, and a ruffled skort-style bottom. Complete the look in lace-up heels for a dressy occasion.

    Fit & Features

    • Sleeveless, criss-cross wrap halter neck, tie closure
    • Front cutout bodice
    • Ruffled skort-style bottom
    • Partial open-back, smocked panel, zipper closure
    • Floral print crepe-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06303-0197

    Category Name: Apparel by Occasion

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping It Simple Tie-Waist Jumpsuit

    Keep your look simple and chic with this sleek woven jumpsuit. It features a wired V-neckline, long fitted sleeves, a tie-waist, and straight pant legs with a flared hem. The stretchy woven fabric offers a form-hugging fit. Style this jumpsuit with strappy stilettos.

    Fit & Features

    • Wired V-neckline
    • Long fitted sleeves
    • High waist, tie-waist accent
    • Straight pant legs, flared hem
    • Form-hugging fit
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0456

    Category Name: Apparel by Occasion

    Price: $22.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Surprise Lattice Side Tunic Top

    This poplin tunic top has a stylish surprise that is perfect for showing off a hint of skin! The top features long sleeves with button cuffs, a collar neckline, a button-down front, side lattice cutouts with tie closure, and a fitted hem. Complete the look in nylon tights and boots.

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Button-down front
    • Side lattice cutouts with tie closure
    • Fitted hem
    • Poplin woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-1851

    Category Name: Apparel by Occasion

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Effortless Chiffon Skater Dress

    So effortless and chic, this airy chiffon skater dress is perf for weekend outings. It features a square neckline, half-length puff sleeves with ruffled hems, a fitted high waist, and a mini-length skater skirt with an A-line silhouette. The lined chiffon fabric features an all-over floral burnout pattern for a pretty vibe. Style with hoop earrings.

    Fit & Features

    • Square neckline
    • Half-length puff sleeves, elastic ruffled hems
    • Smocked back panel
    • Fitted high waist
    • Mini-length skater skirt, A-line silhouette
    • Partially lined chiffon fabric, floral burnout pattern, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1632

    Category Name: Apparel by Occasion

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Chiffon Cropped Corset Blouse

    Breezy and chic, this airy chiffon cropped blouse will elevate your look. It features long sheer puff sleeves with ruffled hems, a corset-designed bodice with a sweetheart neckline and a padded bust, hook and eye front closures, and a cropped, form-hugging fit. Style with a high-rise mini skirt and mules.

    Fit & Features

    • Long sheer puff sleeves, elastic cinched ruffled hems
    • Corset-designed bodice
    • Sweetheart neckline, padded bust, ruched detailing
    • Hook and eye front closures
    • Smocked back design
    • Cropped, form-hugging fit
    • Sheer chiffon fabric, front lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1854

    Category Name: Apparel by Occasion

    Price: $3.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Flair Faux Wrap Romper

    Add a little flirtatious flair to your everyday look with this adorable romper! It features a sleeveless, surplice V-neckline with adjustable spaghetti straps, and a fit and flare silhouette with flowy shorts and a faux wrap-front skirt. Style this romper with a denim jacket and sandals.

    Fit & Features

    • Surplice V-neckline
    • Adjustable spaghetti straps 
    • High waist seam
    • Fit and flare silhouette
    • Faux wrap skirt with shorts, side tie
    • Knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0982

    Category Name: Apparel by Occasion

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Short And Sweet Mini Ponte Dress

    Short and sweet, your curves deserve a moment! Look chic in this mini ponte dress designed to hug and flatter your figure on a sleeveless square neckline, adjustable spaghetti straps, and ruched mesh side accents that lead to the form-hugging fit. Complete the look in statement earrings for a club night.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Ruched mesh side accents
    • Form-hugging fit
    • Back zipper closure
    • Mini-length hem
    • Ponte-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4460

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twirl-Worthy Moment Skater Dress

    Get ready to have a total twirl-worthy moment in this adorable skater dress. It features a sleeveless square neckline, spaghetti straps that lead to a lace-up back design, a high waist seam, and a short skater skirt with a flirty fit and flare silhouette. Style this dress with your fave platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up design, tie closure
    • High waist
    • Short skater skirt, fit and flare silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4578

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twirl All Day Linen Skater Dress

    You'll be twirling all day in this linen skater dress perfect for a day date or Sunday brunch! It features a sleeveless, square neck, adjustable spaghetti straps, fitted bust, open-back with an elasticized band, and a flowy short hem. Complete the look in PVC strap heels.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Fitted bust
    • Open-back, elasticized band
    • Flowy skater silhouette
    • Short length hem
    • Linen woven fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1667

    Category Name: Apparel by Occasion

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale