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.

  • Shadow Blooms Floral Skater Dress

    Delicate and dainty, unveil this skater dress for every soiree this season! The short dress features breezy peasant long sleeves, a sweetheart neckline, a padded bust, a smocked back, and a fit and flare silhouette with a ruffled short hem. The dress is designed with a floral jacquard pattern on an airy fabric with a smooth woven lining and no stretch. Complete the look with espadrille wedges for a baby or wedding shower!

    Fit & Features

    • Peasant long sleeves, elastic cinched hems
    • Sweetheart neckline, padded bust, smocked back
    • High waist seam, fit and flare, skater silhouette
    • Short-length hem
    • Floral jacquard pattern
    • Airy fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2604

    Category Name: Apparel by Occasion

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh My Darling Floral Halter Mini Dress

    Let your crush know you've entered the room in this retro-cute mini dress perfect for getting their attention at parties! It features a sleeveless sweetheart neckline with a flirty ruffle trim, halter straps with tie-back closure, an underwire bust, a bodycon silhouette, and a curved ruffle trim hem. The dress is designed with an adorable ditsy floral print on mesh-lined fabric. Complete the look in strappy mules.

    Fit & Features

    • Sleeveless sweetheart neckline, ruffle trim
    • Halter straps, tie-back closure
    • Underwire bust
    • Bodycon silhouette
    • Ruffle trim, curved mini-length hem
    • Ditsy floral print, mesh-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4892

    Category Name: Apparel by Occasion

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Oasis Tropical Cutout Skater Dress

    Enter a sweet oasis looking cute in this tropical woven skater dress ready for some serious island time! Featuring adorable puff short sleeves, a V-neckline, a back cutout with trim detail, a stretchy smocked back, and a tiered fit-and-flare short-length silhouette. The airy sheer woven fabric features a tropical floral print pattern and includes a knit lining. Complete the look in strappy wedges.

    Fit & Features

    • Tropical floral print
    • Sheer woven fabric, knit lining, minimal stretch
    • Puff short sleeves, elastic cinched hems, tie-back straps
    • V-neckline, cutout back with trim detail
    • Stretchy smocked back
    • Tiered fit-and-flare skater silhouette, short-length hem
    • Runs true to size

    Style Number/Barcode: 05102-4890

    Category Name: Apparel by Occasion

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Resist Chiffon Floral Skater Dress

    No one can resist you in this chiffon floral dress - a staple for all of the upcoming soirees! It features a sleeveless V-neckline, adjustable spaghetti straps, a tie-back closure, and a flattering skater short silhouette. Complete the look in faux leather mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Tie-back closure
    • Skater silhouette
    • Short-length hem
    • Floral print, chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2057

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Into Action Floral Skater Dress

    Spring into your seasonal closet by adding this floral skater dress! It features a sleeveless V-neck, adjustable spaghetti straps, a ruched bust with tie-front detail, and a fit-and-flare silhouette with a short ruffled hem. The dress is composed of chiffon fabric with a stretchy knit lining. Complete the look in trendy wedge sandals and a bracelet.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Ruched bust, tie-front detail
    • Back zipper and hook-eye closure
    • Fit and flare skater silhouette
    • Short ruffled hem
    • Floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4889

    Category Name: Apparel by Occasion

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tyra Crepe One Shoulder Ruffle Party Dress

    Special Occasion

    Every girl needs the chic Tyra crepe party dress to bring the charm for cocktail soirees or dressy birthdays! She features a sleeveless one-shoulder neckline, a wide shoulder strap, a padded bust, a flattering bodycon silhouette, and a wrap-style ruffled mini-length hem. The formal dress is composed of a sleek crepe fabric with a partial sewn-in knit lining and moderate stretch. Complete the look with a statement bracelet.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Wide shoulder strap, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap-style ruffled mini-length hem
    • Crepe fabric, partial sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1332

    Category Name: Apparel by Occasion

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fresh Ditsy Floral Mini Dress

    Feel fresh and flirty in this floral mini-dress for your next daytime outing! It features puff short sleeves, a square neck with a bust tie, a bodycon silhouette, and a ditsy floral print on stretchy knit fabric. Style with block heels to complete the look!

    Fit & Features

    • Puff short sleeves
    • Square neck, bust tie
    • Bodycon silhouette
    • Mini-length hem
    • Ditsy floral print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4900

    Category Name: Apparel by Occasion

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Genesis Satin Corset A-Line Party Dress

    Special Occasion

    Flaunt your flirty attitude in the Genesis satin party dress perfect for school dances, rehearsal dinners, and formal birthdays! She features a sleeveless square neck, tank shoulder straps, a corset bodice with flexible boning, hidden side pockets to keep your hands warm, and a flattering A-line silhouette with a short-length hem. The formal dress is composed of silky satin fabric with a stretchy knit lining. Complete the look in glitter stiletto heels.

    Fit & Features

    • Sleeveless square neck, tank shoulder straps
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning, hidden side pockets
    • A-line silhouette, short-length hem
    • Silky satin fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1336

    Category Name: Apparel by Occasion

    Price: $56.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Of Roses Chiffon Midi Dress

    Frolic through the garden or your next soiree in this rose print chiffon midi dress! It features a sleeveless sweetheart neck, spaghetti straps, a ruched bust with a tie, and a slim A-line silhouette with a flirty front slit. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless sweetheart neck, spaghetti straps
    • Ruched bust with tie
    • Back zipper and hook-eye closure
    • Slim A-line silhouette
    • Front slit, midi-length hem
    • Rose print, airy chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2081

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Strolls Floral Tie-Back Skater Dress

    Your stroll through the garden party will be so sweet in this floral chiffon dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a flirty tie-back design, and a fit-and-flare skater silhouette with a short hem. Complete the look in cute sandals.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Tie-back design
    • Fit and flare, skater silhouette
    • Short-length hem
    • Watercolor floral print
    • Airy chiffon, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4903

    Category Name: Apparel by Occasion

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In For Romance Short Skater Dress

    You'll be in for the romantic vibes of this short skater dress perfect for bridal showers or day dates! It features three-quarter-length puff sleeves, a sweetheart neck, a tie-front, and a fit and flare silhouette. The dress is composed of a swiss dot pattern cotton fabric with a smooth woven lining. Complete the look in simple block heels.

    Fit & Features

    • Three-quarter-length puff sleeves
    • Square neck, tie-front
    • Skater silhouette
    • Short-length hem
    • Swiss dot pattern, smooth woven lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 05102-4902

    Category Name: Apparel by Occasion

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Daze Eyelet Tie Mini Dress

    If you've got sunshine on your mind, this eyelet mini dress is the one you want for those warmer days ahead. Featuring an off-the-shoulder ruffle neckline, short sleeve cuffs and spaghetti straps, a bust tie front design, and a bodycon silhouette. Complete the look in cute sandals for a family picnic!

    Fit & Features

    • Off-the-shoulder ruffle neckline
    • Short sleeve cuffs, spaghetti straps
    • Bust tie front design
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4908

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cherish Me Eyelet Lace Skater Dress

    All eyes on you in this lovely eyelet lace skater dress as the bride-to-be or graduate! The dress features a sleeveless sweetheart neck with flirty ruffle trim, adjustable spaghetti straps, a front bust tie and button accents, and a tiered fit and flare silhouette with a ruffled short hem. Complete the look in platform sandals.

    Fit & Features

    • Sleeveless sweetheart neck with ruffle trim
    • Adjustable spaghetti straps
    • Front bust tie, button accents
    • Tiered, skater silhouette
    • Ruffled short-length hem
    • Eyelet lace cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4907

    Category Name: Apparel by Occasion

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Cute Eyelet Lace Mini Dress

    Achieve an effortless pretty and cute style in this eyelet lace mini dress for your casual dates or strolling downtown with the girls! The dress features adorable puff short sleeves, a ruffle trim sweetheart neckline with a front bust tie, a bodycon fit, and side ruching with an adjustable tie. Complete the look in trendy flat sandals.

    Fit & Features

    • Puff short sleeves
    • Ruffle trim sweetheart neckline
    • Front bust tie
    • Bodycon silhouette
    • Side ruching with adjustable tie
    • Mini-length hem
    • Eyelet lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4912

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Factor Eyelet Lace Skater Dress

    Bring the cute factor by wearing this eyelet lace skater dress for picnics, brunch, or casual family parties! Featuring adorable puff short sleeves, a square neck with a ruched bust, a flirty tie-back closure, and a fit-and-flare silhouette and short hem. Complete the look with cute flower earrings.

    Fit & Features

    • Puff short sleeves
    • Square neck, ruched bust
    • Tie-back closure
    • Skater, fit and flare silhouette
    • Short-length hem
    • Eyelet lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4910

    Category Name: Apparel by Occasion

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Brunch Eyelet Skater Dress

    This adorable skater dress is a perfect pick for weekend brunch! It features a sweetheart neckline, short puff sleeves with tie accents, a high waist seam, a short skater skirt with a ruffled hem, and a fit and flare silhouette. The lightweight knit fabric features a dainty eyelet pattern for the prettiest look. Style with espadrille wedges.

    Fit & Features

    • Sweetheart neckline, shirring at the bust
    • Short puff sleeves, cinched hems, tie accents
    • High waist seam
    • Short skater skirt, ruffled hem
    • Fit and flare silhouette
    • Eyelet knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4915

    Category Name: Apparel by Occasion

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Weekend Vibes Floral Mini Dress

    Give off those effortless weekend vibes in this adorable floral mini dress! It features a V-neckline with a twist-front design, a front keyhole cutout under the bust, adjustable spaghetti straps, a smocked design down the back and body of the dress, a mini-length hem with a form-hugging silhouette, and a ditsy floral print pattern. The woven fabric offers a moderate stretch. Style with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Keyhole cutout under the bust, adjustable spaghetti straps
    • Smocked design down the back and body of the dress
    • Mini-length hem, form-hugging fit
    • Ditsy floral print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4920

    Category Name: Apparel by Occasion

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Destiny Lace V-Neck Mini Dress

    Create a divine charm in this lace mini dress as the bride-to-be or an all-white party! It features a sleeveless V-neckline, spaghetti straps that lace up along the open back, and a bodycon silhouette. Complete the look in sleek platform heels.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Lace-up open back
    • Bodycon silhouette
    • Mini-length hem
    • Lace mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2114

    Category Name: Apparel by Occasion

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionably Late Chiffon Lattice Top

    Whatever you're late for, look fashionable in this sheer chiffon top to elevate your fit! It features long flared sleeves, a collared V-neckline, and a lattice front design with a split flowy hem. Complete the look in distressed jeans and mules.

    Fit & Fetaures

    • Long flared sleeves
    • Collared V-neckline
    • Lattice front design
    • Split flowy hem
    • Sheer chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2113

    Category Name: Apparel by Occasion

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvety Luxe Long Sleeve Bolero

    Layer on this velvety luxe bolero over your semi-formal or party dress! It features long fitted sleeves, an open-front design, and a cropped hem on soft velvet fabric with minimal stretch. Complete the look with a sparkly bracelet.

    Fit & Features

    • Long fitted sleeves
    • Open-front design
    • Cropped hem
    • Velvet fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0369

    Category Name: Apparel by Occasion

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

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

    Perfect for vineyard weddings, wine tasting, and daytime soirees! This vintage-inspired floral linen dress features adorable puff short sleeves, a sweetheart neck with a bust tie, a lace-up back design, and a tiered fit and flare skater silhouette with a short hem. Complete the look in on-trend espadrille wedges.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, bust tie
    • Lace-up back design
    • Tiered fit and flare skater silhouette
    • Short-length hem
    • Vintage floral print, linen fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4919

    Category Name: Apparel by Occasion

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Day Dream Chiffon Midi Dress

    You'll look like a sweet daydream in this breezy floral midi dress to capture the spring spirit! It features a sleeveless sweetheart neck, adjustable spaghetti straps, a ruched bust with underwire, button front accents, a smocked back, and a flowy A-line silhouette with a flirty hem slit. The dress is composed of airy chiffon fabric with floral embroidery and a stretchy knit lining. Complete the look in platform wedges.

    Fit & Features

    • Sleeveless sweetheart neck, button accents
    • Adjustable spaghetti straps
    • Ruched bust, underwire
    • Smocked back, zipper and hook-eye closure
    • Flowy A-line silhouette, front slit, midi-length hem
    • Floral embroidered chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2117

    Category Name: Apparel by Occasion

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Twirl Ruffled Skater Dress

    With this skater dress on, you're just here to twirl at the graduation party or birthday! It features a sleeveless square neck, adjustable spaghetti straps, a flirty tie-back design, and a flattering fit and flare short-length silhouette with a layered ruffled hem. Complete the look in rhinestone fringe earrings.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Tie-back design
    • Fit and flare, skater silhouette
    • Layered ruffled short-length hem
    • Woven fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2119

    Category Name: Apparel by Occasion

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet As Me Eyelet Lace Skater Dress

    This eyelet lace dress is sure to be the sweetest style in your closet! It features puff short sleeves, a sweetheart neck with a bust tie, ruched bust, and a fit and flare skater silhouette. Complete the look with a ring set and heels.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, bust tie
    • Ruched bust
    • Fit and flare skater silhouette
    • Short-length hem
    • Eyelet lace, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4924

    Category Name: Apparel by Occasion

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale