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.

  • Lovely In Lace Ruffled Puff Sleeve Mini Dress

    You'll be looking oh-so-lovely in this adorable ruffled puff sleeve mini dress! The sheer floral lace fabric gives that dainty-chic vibe, while the partial knit lining provides coverage. The mini-length dress features a square neckline and sheer short puff sleeves with the cutest ruffle trim, a small bust cutout with a sleek ribbon tie-front design, and a flattering empire waist seam. The flowy A-line silhouette adds that effortless flair. Style this short dress with heeled mules for date night.

    Fit & Features

    • Sheer floral lace fabric with knit lining, minimal stretch
    • Square neckline, ruffle trim
    • Sheer short puff sleeves, ruffle trim
    • Bust cutout, tie-front design
    • Empire waist seam, hidden side zipper closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3338

    Category Name: Apparel by Occasion

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Beauty Mesh Strapless Corset Mini Dress

    Showcase your beauty at spring and summer parties in this strapless corset mini dress! Designed with a lightweight sheer mesh fabric with a lining for coverage, the dress offers an airy, effortlessly chic vibe. It features a strapless straight-across neckline, a corset-style bodice for a snatched silhouette, and an asymmetric mini-length hem with a flowy A-line fit you'll love. Style with hoop earrings and a layered necklace.

    Fit & Features

    • Sheer mesh fabric, knit lining, stretchy
    • Strapless straight neckline
    • Corset flexible boning bodice, back zipper hook-eye closure
    • Asymmetric hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3337

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Vibe Hanky Hem Lace Mini Skort

    Radiate the sweetest vibe in this adorable hanky hem mini skort! Designed with an airy sheer floral lace fabric and a knit lining, this pretty skort will bring that boho-chic flair. The ruched high waist leads to a hanky hem with an asymmetric design creating an effortless flowy A-line silhouette over fitted shorts. Style with a crop top and mules for a sunset happy hour!

    Fit & Features

    • Stretchy sheer floral lace fabric with knit lining
    • Ruched high waist
    • Mini-length hanky hem
    • A-line fit
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-1132

    Category Name: Apparel by Occasion

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day To Night Charm Lace-Up Ditsy Floral Mini Dress

    Be effortlessly charming in this ditsy floral mini dress day to night! This dress features a flattering sweetheart neckline, sleek spaghetti straps, and a mini bow along the bust to accentuate your figure. The open lace-up back and bodycon silhouette add a touch of sexiness, while the ditsy floral print on stretchy ribbed knit fabric keeps you comfortable and looking cute! Complete the look in boots to edge up your allure.

    Fit & Features

    • Stretchy ribbed knit fabric, knit lining
    • Ditsy floral print
    • Sweetheart neckline, mini bow detail
    • Spaghetti straps
    • Open lace-up back
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5650

    Category Name: Apparel by Occasion

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Vibes Collared Striped Woven Skater Dress

    Sweet and stylish, this striped woven skater dress is spring-time perfection! The lightweight woven fabric features a chic vertical striped pattern for a polished look. The short dress has a collared V-neckline for that touch of sophistication, leading to a partial button-down front. The short puff sleeves add an adorable detail. The high waist is accented with a tie-back design, and flows out to a fit-and-flare skater silhouette. Pair this short dress with wedges for weekend brunch!

    Fit & Features

    • Non-stretch cotton-blend woven fabric, woven skirt lining
    • Vertical striped pattern
    • Collared V-neckline, button-down front
    • Short puff sleeves with elastic cinched hems
    • High waist with back elastic band, tie-back design
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5657

    Category Name: Apparel by Occasion

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Likes Strapless Pleated Ponte Romper

    Work your styling talents in this strapless ponte romper to receive all the likes on social media! Crafted from a polished ponte knit fabric that fits like a glove, this romper features a sleek strapless neckline and form-hugging bodice that leads to a flirty pleated short-length hem. Complete the look in knee-high boots and a shoulder bag for a fashionable vibe!

    Fit & Features

    • Ponte knit fabric, shorts lining, minimal stretch
    • Form-hugging bodice
    • Pleated short-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1137

    Category Name: Apparel by Occasion

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Admired Scoop Neck A-Line Mini Dress

    You'll always admire having this sleeveless mini dress for dressing up or down! Made from lined stretchy rib knit fabric, this dress hugs your curves in a flattering A-line silhouette. The scoop neckline and thin spaghetti straps add a flattering look. Style with a cute jacket and your favorite sneakers!

    Fit & Features

    • Stretchy rib knit fabric, full knit lining
    • Spaghetti straps
    • Curve-hugging, A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5652

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Mood Collared Woven Skater Dress

    Charm them all with your chic style in this sleeveless collared skater dress! Designed with a lightweight woven fabric, this short dress features a collared V-neckline and a flirty open back. The button-front design goes down the complete length of the dress for effortless styling. The high waist is accented with a wide belt for a cinched look, leading to the fit and flare skater silhouette. Complete the look for a spring party with clear heels.

    Fit & Features

    • Non-stretch lined woven fabric
    • Sleeveless collared V-neckline, open back
    • Button-down front
    • High belted waist with circular buckle
    • Skater silhouette
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-3346

    Category Name: Apparel by Occasion

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Style Short Sleeve Ruched Mini Dress

    Level up your everyday style with this simple yet chic mini dress! The lightweight smooth nylon fabric includes a knit lining and offers plenty of stretch for ultra-comfortable wear. Shaped with a classic scoop neckline and short sleeves, the mini-length dress features ruching down the side seams to flaunt your figure on the bodycon silhouette. Pair with a denim jacket and sneakers.

    Fit & Features

    • Smooth nylon fabric with knit lining, plenty of stretch
    • Scoop neckline
    • Short sleeves
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5669

    Category Name: Apparel by Occasion

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause For Celebration V-Neck Ruffle Chiffon Midi Dress

    This chiffon midi dress makes every celebration dressy and cute! With a stunning V-neckline and adjustable spaghetti straps, this flowy silhouette will flatter your figure. The tiered ruffled midi-length hem adds a touch of romance and movement to your look. Style this dress with earrings and strappy block heels.

    Fit & Features

    • Chiffon fabric lined with woven fabric
    • V-neckline
    • Adjustable spaghetti straps
    • Flowy silhouette
    • Tiered ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3354

    Category Name: Apparel by Occasion

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 50s Icon Halter Plunge Neck Skater Romper

    Chanel a popular 50s iconic look in this halter plunge skater romper perfect for themed parties or summer holidays! With a flattering halter neckline and charming tie closure, this romper will create a stunning silhouette. The skater shape and short hem add to its playful appeal. Complete the look with hoop earrings.

    Fit & Features

    • Smooth cotton-blend knit fabric, moderate stretch
    • Halter plunge neckline, tie closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1138

    Category Name: Apparel by Occasion

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: XS, S, M, L

  • Romance Me High-Rise Hanky Lace Midi Skirt

    Bring the romance to your style in this lace midi skirt - a chic option for birthday dinners or parties! The high-rise waist and slim-fit silhouette flatters your figure, while the flowy hanky uneven midi-length hem adds a playful touch. Made with delicate floral lace fabric with a knit lining, this skirt exudes elegance and charm. Complete the look in a corset top and block heels.

    Fit & Features

    • Sheer floral lace fabric lined with stretchy knit
    • High waist
    • Mid-length flowy hanky hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1019

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ever So Charmed Puff Sleeve Floral Babydoll Dress

    Everyone will be charmed by you in this adorable floral babydoll dress at parties and afternoon soirees! Crafted from an airy woven fabric showcasing a floral embroidered pattern, this short dress will be your staple for spring to summer. Features trendy puff short sleeves, a flattering square neckline, and a babydoll silhouette with a short-length hem. Complete the look with heeled sandals and a fab ring set.

    Fit & Features

    • Airy woven fabric lined with woven fabric
    • Floral embroidered pattern
    • Stretchy smocked back, zipper and hook-eye closure
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3358

    Category Name: Apparel by Occasion

    Price: $10.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh So Sweet Tie Back A-Line Mini Dress

    You're going to look so sweet in this A-line mini dress for weekend plans! Featuring cap sleeves, a square neckline, and a tie-back design to turn heads. The A-line silhouette and mini-length hem will have you looking effortlessly chic! Complete the look in platform shoes.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline
    • Tie back design
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5682

    Category Name: Apparel by Occasion

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must-Have Tie Back A-Line Mini Dress

    A must-have tie back A-line mini dress for casual nights out! Featuring chic cap sleeves, a square neckline, a sultry open back with tie closure, and a flattering A-line silhouette with a mini-length hem, this dress will elevate your style game. Complete the look in faux suede heels and a purse!

    Fit & Features

    • Slinky knit fabric lined with stretchy knit
    • Open tie-back design
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5681

    Category Name: Apparel by Occasion

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endless Vacay High Rise Wide-Leg Trouser Pants

    Get ready for vacay packing these trouser pants for endless fun under the sun! Whether you're island hopping in Greece or sipping a mai tai on the beach, these pants will keep you so trendy. It boasts a flattering high-rise waist with side pockets for keeping your hands warm, a breeze wide-leg silhouette, plus a button front and hidden zipper closure to secure the style. Complete the look with the matching top.

    Shop Matching Top: Endless Vacay Strapless Tube Crop Top

    Fit & Features

    • Texture woven fabric
    • High-rise waist
    • Wide-leg silhouette
    • Side pockets
    • Front button and hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06402-1405

    Category Name: Apparel by Occasion

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love So Sweet Off-The-Shoulder Tie Back Crop Top

    A love so sweet begins with this off-the-shoulder crop top to bring the romance on dates! Designed to show your femme side, this woven top has adorable 3/4 length peasant sleeves and a sultry V-wired sweetheart neckline. The cropped hem features a tie-back detail that shows off your figure. Complete the look in jeans and strappy sandals.

    Fit & Features

    • Woven fabric, no stretch
    • V-wired sweetheart neckline
    • Tie-back
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2454

    Category Name: Apparel by Occasion

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beautiful Bliss Floral Sequin Mesh Babydoll Dress

    Get swept up in the beauty of this babydoll dress perfect for brides-to-be, wedding showers, and dressy soirees! The sheer 3/4 length puff sleeves and square neckline add a touch of romance, while the babydoll silhouette and short hem create a playful and flirty look. The floral embroidery and sequins on the sheer mesh overlay add a touch of whimsy to this stunning dress. Complete the look with a chic ring set and heels!

    Fit & Features

    • Sheer mesh overlay line with woven fabric
    • Floral embroidery, sequin embellishments
    • Back zipper and hook-eye closure
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3357

    Category Name: Apparel by Occasion

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Ways V-Neck Floral Crepe A-Line Dress

    All eyes and hearts will be on you in this floral crepe mini dress all season! With puff sleeves and a mini-length hem, this dress is perfect for a playful day out. The A-line silhouette will flatter your figure, making you stand out in style. Complete the look in wedge sandals.

    Fit & Features

    • Floral print, crepe fabric, moderate stretch
    • V-neckline
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5700

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Mentality Ditsy Floral Ruffle Mini Skirt

    You'll be beyond ready for all the things spring will bring in this ditsy floral ruffle mini skirt! Crafted from a soft brushed knit fabric showcasing an adorable floral print, this skirt is truly one-of-a-kind. Featuring a high-rise waist, a front adjustable drawstring so you can customize the style, and a flirty ruffled hem on the bodycon silhouette. Complete the look in a basic top and wedges!

    Fit & Features

    • Brushed knit fabric, ditsy floral print
    • High-rise waist
    • Adjustable drawstring
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1023

    Category Name: Apparel by Occasion

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fun High-Rise Ruffle Mini Skirt

    This high-rise mini skirt is all sorts of flirty fun for your upcoming plans! Crafted from a soft brushed knit stretchy fabric, this skirt is truly one-of-a-kind. Featuring a front adjustable drawstring so you can customize the style, a flattering bodycon silhouette, and a flirty ruffled hem. Complete the look in an off-shoulder top and platform shoes.

    Fit & Features

    • Brushed knit soft stretchy fabric
    • High rise waist
    • Adjustable drawstring
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1022

    Category Name: Apparel by Occasion

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeter Than Floral Short Sleeve Tie-Back Romper

    What could be sweeter than you in this floral romper? Play up your style in this must-have romper for the spring-to-summer season. The ruffle trim puff sleeves add a whimsical touch, while the form-hugging silhouette and tie-back detail create a flattering fit. With a short-length hem and a square neckline, this romper is flattering for any occasion! Complete the look in heeled sandals and hoop earrings.

    Fit & Features

    • Floral print, woven fabric with full woven lining
    • Tie-back design
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-0441

    Category Name: Apparel by Occasion

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attitude Pleated Knit Skater Skort

    Amp up the flirtatious vibes of your everyday 'fit with this pleated skater skort! Designed with a knit fabric with moderate stretch, this adorable skort features a flattering high waist, a chic pleated panel design, and a mini-length hem with the cutest fit and flare silhouette over fitted shorts. Style with a crop top and bomber jacket!

    Fit & Features

    • Knit fabric with moderate stretch
    • High waist
    • Pleated panel design
    • Mini-length hem
    • Fit and flare silhouette
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-1145

    Category Name: Apparel by Occasion

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feel The Romance Sweetheart Button Lace Trim Maxi Dress

    Instantly feel the romance of this sleeveless maxi dress for a chic and breezy look at showers or parties! It has a sweetheart neckline, adjustable straps, and a ruched bust, so it effortlessly highlights your figure. The button accents and sheer lace trims add delicate touches, while the high waist and flowy maxi silhouette create a flattering and ethereal look. Style this maxi dress with trendy sandals and earrings.

    Fit & Features

    • Airy woven fabric, short woven lining, no stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Button and sheer lace trim accents
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5706

    Category Name: Apparel by Occasion

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale