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.

  • Sunny Getaway Puff Short Sleeve Floral Romper

    This floral romper is the perfect piece to pack for your next sunny getaway or weekend plans! With delicate puff sleeves, a flattering square neckline and bust tie, and a comfortable stretchy smocked back, this short-length romper will have you looking and feeling stunning on your next adventure. Complete the look with hoop earrings.

    Fit & Features

    • Floral print, woven fabric, stretchy knit lining
    • Puff short sleeves
    • Square neckline with bust tie
    • Stretchy smocked back
    • Short-length 
    • Runs true to size

    Style Number/Barcode: 06303-0257

    Category Name: Apparel by Occasion

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layer On Iconic Belted Crop Faux Suede Moto Jacket

    Layer on this iconic faux suede moto jacket to make a fashionable impression everywhere you go. Made from a soft faux suede fabric that elevates your outfit, features long sleeves with button cuffs to keep you warm, a collar neckline, and a button-down front for a classic look. The buttoned flap pockets are perfect for keeping cards or cash safe while the cropped hem and adjustable belt add a trendy modern touch. Complete the look in flare denim jeans for everyday plans!

    Fit & Features

    • Faux suede fabric lined with knit, minimal stretch
    • Collared neckline
    • Long sleeves with button cuffs
    • Buttoned flap pockets, button-down front closures
    • Moto silhouette
    • Cropped hem with adjustable belt
    • Runs true to size

    Style Number/Barcode: 06204-1745

    Category Name: Apparel by Occasion

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nine To Five Straight-Leg Crepe Trouser Pants

    Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels.

    Fit & Features

    • Crepe fabric with stretch
    • High-rise waist
    • Pull-on-and-off styling
    • Straight-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2479

    Category Name: Apparel by Occasion

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Stay Sweet Flutter Sleeve Ditsy Floral Mini Dress

    Stay sweet in the cutest ditsy floral mini dress, perfect your for weekend plans! The stretchy brushed knit fabric features an adorable ditsy floral print for the prettiest vibe. The mini-length dress is shaped with a sweetheart neckline with flirty ruching and short flutter sleeves for an effortless look. The bodycon silhouette will flaunt your gorgeous figure. Style with hoop earrings and strappy sandals!

    Fit & Features

    • Ditsy floral print
    • Stretchy brushed knit fabric
    • Sweetheart neckline with ruching
    • Short flutter sleeves
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5586

    Category Name: Apparel by Occasion

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Moment Straight Leg Trouser Pants

    Tailored for the perfect fit, these trouser pants will give you plenty of sophisticated moments in and out of the boardroom! Designed with a flattering high-rise waist and pleating for a chic style, side pockets to keep your hands warm, and a straight-leg silhouette that looks amazing with a pair of pumps for an elongated look. Style these pants with must-have heels, a chic blouse, and a shoulder bag for a polished finish!

    Fit & Features

    • Smooth woven fabric
    • Side pockets
    • Front hidden zipper and hook-eye closures
    • Straight-leg silhouette
    • High-rise waist
    • Runs true to size

    Style Number/Barcode: 06402-1386

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Flirtation Tie Strap V-Neck Floral Mini Dress

    Imagine how darling and flirty you'll be in this floral mini dress at brunch and parties! The delicate floral print on brushed knit soft fabric adds a playful and romantic touch, perfect for any occasion. Features a plunging neckline and charming tie straps to accentuate your curves while the bodycon fit and mini-length hem add a touch of allure. Complete the look in cute sandals.

    Fit & Features

    • Floral print, brushed knit fabric lined with stretchy knit
    • Tie straps, V-neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5589

    Category Name: Apparel by Occasion

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In My Sweet Era Cowl Neck Eyelet Lace Romper

    Enter your sweet era with this eyelet lace romper for the ultimate romantic aura at brunch, birthdays, or showers! The flowy and breezy sleeveless rompers feature a flattering cowl neckline with spaghetti straps and an adorable fit and flare silhouette for all-day twirls. Complete the look in wedges.

    Fit & Features

    • Eyelet lace knit fabric, shorts lining, moderate stretch
    • Spaghetti straps, cowl neckline
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1128

    Category Name: Apparel by Occasion

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Chic High Waist Straight-Leg Trouser Pants

    Perfectly chic, these straight-leg trouser pants will level up your looks for the office! Made with a structured non-stretch woven fabric, these pants feature a high waist for a flattering fit and a straight-leg silhouette for an on-trend vibe. The extended tab front design keeps the zipper, button, and hook and bar closure hidden for a sleek look. Style these dress pants with a cropped blouse and clear heels!

    Fit & Features

    • Structured woven fabric, no stretch
    • High waist
    • Straight-leg fit
    • Extended tab front design
    • Hidden front zipper, button, and hook and bar closure
    • Dual faux front and back pockets
    • Runs true to size

    Style Number/Barcode: 06402-1390

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • If You Pleats Sleeveless Pleated A-Line Mini Dress

    Prep up your style with this pleated mini dress for casual plans! With a flattering square neckline and delicate spaghetti straps, this a-line dress boasts an adjustable waist belt and pleated mini hem for added charm. Complete the look with a crop denim jacket.

    Fit & Features

    • Woven fabric, slight stretch
    • Spaghetti straps
    • Back zipper closure
    • A-line silhouette
    • Pleated
    • Runs true to size

    Style Number/Barcode: 05102-5590

    Category Name: Apparel by Occasion

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Valley High Rise Floral Eyelet Mini Skirt

    Bloom like the valley of flowers in this floral eyelet mini skirt perfect for spring to summer fun! The ditsy floral print and eyelet knit fabric add a touch of femininity, while the sewn-in lining ensures comfort.  With its high-rise waist and bodycon fit, this mini-length skirt hugs your curves for a flattering silhouette. Complete the look in a corset top for a brunch!

    Fit & Features

    • Ditsy floral print
    • Eyelet knit fabric, sewn-in lining, moderate stretch
    • High rise waist
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1001

    Category Name: Apparel by Occasion

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Getaway Tropical Print Flowy Maxi Dress

    This tropical print flowy maxi dress is giving major weekend getaway energy! The breezy lightweight woven fabric is detailed with a tropical leaf-outlined print, perf for your next vacay. The maxi-length dress features a sleeveless square neckline and adjustable spaghetti straps for a customized fit. The high waist leads to a cute tie-back design, followed by a lower back cutout for a hint of skin. The dress flows out in an A-line silhouette with a stylish tiered design. Complete your look with gold hoops and strappy sandals.

    Fit & Features

    • Tropical printed woven fabric
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • High waist with tie-back design, lower back cutout
    • Flowy A-line fit with a tiered design
    • Runs true to size

    Style Number/Barcode: 05102-5609

    Category Name: Apparel by Occasion

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destined For Love Lace-Up Short Skater Dress

    You'll be destined for love in this short skater dress perfect for dressy parties! This flirty dress features a square neckline, adjustable spaghetti straps, and a lace-up back for a perfect fit. The skater silhouette and short-length hem add a playful touch, while the burnout pattern on the mesh fabric adds a touch of intrigue. Complete the look in block heels.

    Fit & Features

    • Burnout pattern, mesh fabric, tulle and stretchy knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Lace-up, back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3319

    Category Name: Apparel by Occasion

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunny Afternoons Collar Open Back Skater Dress

    Enjoy a sunny afternoon looking like a cutie in this skater dress perfect for a girl's day! With a sleek halter collar neckline and flattering button-down front, this dress will accentuate your figure with its fitted high waist seam. The playful open back with tie closure adds a touch of allure, while the skater silhouette and short-length hem create a fun and flirty look. Complete the look in strappy sandals and earrings.

    Fit & Features

    • Lightweight woven fabric with lining
    • Open back with tie closure
    • Button down front
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5616

    Category Name: Apparel by Occasion

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeten Me Up Square Neck Cutout A-Line Midi Dress

    Sweeten your style in this breezy A-line midi dress perfect for bridal showers, day dates, or brunch! With a sleeveless square neckline and adjustable spaghetti straps, this cotton midi dress offers a flattering fit while the stretchy smocked bust with lace-up detail adds a touch of sweetness. The cutout back with elasticized straps adds a hint of daring to the fitted bodice and A-line silhouette. Complete the look in strappy sandals for a chic allure.

    Fit & Features

    • Lightweight cotton woven fabric with lining
    • Adjustable spaghetti straps
    • Smocked lace-up bust
    • Cutout back
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5611

    Category Name: Apparel by Occasion

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Chic Bow-Detailed Ruffled Mesh Mini Dress

    This bow-detailed ruffled mesh mini dress is so adorably chic and perfect for date nights or parties! Made with an airy sheer mesh fabric with a full-length knit lining, this dress gives those effortless breezy vibes. The sleeveless square neckline shapes the bodice, and the adjustable spaghetti straps offer a customized fit. The dress features a ruffled tiered silhouette for the cutest look, detailed with dainty bow accents. The tiers have elastic seams for stretch. The flowy A-line fit on the mini-length hem will give your 'fit a feminine touch. Style with lace-up heels.

    Fit & Features

    • Non-stretch sheer mesh fabric, stretchy knit lining
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruffled tiered silhouette with bow accents
    • Elastic seams for stretch
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05102-5618

    Category Name: Apparel by Occasion

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arrived In Style Strapless Knit Mini Dress

    Arrive in this stylish strapless mini dress for brunch or parties! The contrasting folded neckline adds a touch of boldness while the slim-fit silhouette shows off your curves perfectly on the smooth knit fabric. The mini-length hem features a subtle A-line fit. Complete the look in platform heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Strapless folded contrast neckline
    • Slim-fit silhouette
    • Mini-length A-line hem
    • Runs true to size

    Style Number/Barcode: 05102-5621

    Category Name: Apparel by Occasion

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed Sweetness Lace-Up Floral Skater Dress

    Charm everyone with your sweetness in this floral skater dress with a flirty lace-up back and a ruffled short hem perfect for any weekend plans.

    Fit & Features

    • Floral print, woven fabric, bust lining
    • V-neckline, wide shoulder straps, padded bra cups
    • Lace-up back
    • Ruffled skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5622

    Category Name: Apparel by Occasion

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutie Season Sweetheart Corset Linen Romper

    Step right into cuteness in this linen romper perfect for the season! With its flattering sweetheart neckline and adjustable spaghetti straps, this romper is perfect for any summer occasion. The front hidden hook-eye fasteners make for a seamless and comfortable fit, while the flowy short-length hem adds a touch of playfulness. Complete the look with a dainty necklace.

    Fit & Features

    • Linen woven fabric, stretchy knit lining
    • Sweetheart neckline, built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps
    • Hidden front hook and eye fasteners
    • Flowy short-length hem
    • Runs true to size

    Style Number/Barcode: 06303-0259

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Perfect Striped Bow Ruffled Romper

    Perfectly striped and poised, this adorable woven romper is a dreamy beauty! This sleeveless romper features a flattering deep V-neckline with a wrap-front design, adjustable spaghetti straps, and a playful crisscross open back. The bow tie waist adds a touch of charm while the flowy ruffled hem and striped woven fabric create a breezy, effortless look. Complete the look in strappy stiletto sandals for brunch or a party!

    Fit & Features

    • Striped woven fabric, partial stretchy knit lining
    • Deep V-neckline with wrap-front
    • Adjustable spaghetti straps
    • Crisscross open back, zipper with hook and eye closure
    • Bow tie waist
    • Ruffled short-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0433

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Duo Tiered Maxi Skirt

    You can't go wrong while on vacay in this maxi skirt! Featuring a high-rise elasticized waistband and a flowy tiered silhouette, this skirt is designed to flatter your figure. The maxi-length hem adds a trendy touch while the soft woven fabric ensures comfort while you're relaxing under the sun or having dinner with a view! Complete the look with the matching top.

    Shop Matching Top: Flawless Duo Ruched Tube Crop Top

    Fit & Features

    • Woven fabric, slight stretch
    • High-rise elasticized waist
    • Tiered flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0654

    Category Name: Apparel by Occasion

    Price: $12.97 $29.69

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Note To Self Ribbed Knit A-Line Mini Dress

    Note to self, this sleeveless mini dress is a must-have for every day! Perfect for any occasion, this stretchy ribbed knit dress will surely become a staple in your wardrobe. It features a crew neckline with tank straps and a flattering A-line silhouette with a flirty front slit on the mini-length hem. Complete the look with an oversized blazer and a sleek necklace.

    Fit & Features

    • Soft and stretchy ribbed knit fabric
    • Crew neckline
    • Tank shoulder straps
    • Front slit
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05102-5632

    Category Name: Apparel by Occasion

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finding Inspiration Ruffled Tie Front Chiffon Top

    Look further for outfit inspiration than this chiffon top perfect for adding a high fashion look! With its charming long sleeves with flared cuffs and ruffled trim V-neckline, this top exudes elegance and style. The tie-front detail adds a playful touch, while the sheer chiffon fabric keeps you feeling light and airy. Complete the look with a bralette and jeans!

    Fit & Features

    • Sheer chiffon woven fabric, no stretch
    • Ruffle trim V-neckline
    • Tie front
    • Ruffled trim crop hem
    • Runs true to size

    Style Number/Barcode: 06204-1748

    Category Name: Apparel by Occasion

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Confidence Buckle Accent Trouser Pants

    Show off your chic confidence from the office to happy hour in these buckle accent trouser pants! Designed with a stretchy crepe fabric, they feature a high waist, a sleek double buckle accent at the side, a hip-hugging fit, and a flared-leg silhouette with vertical seams running down the legs for a flattering look. Style with a basic bodysuit and strappy mules.

    Fit & Features

    • Stretchy crepe fabric
    • High waist
    • Double buckle side accent
    • Hip-hugging fit
    • Flared-leg silhouette
    • Vertical seams
    • Runs true to size

    Style Number/Barcode: 06502-2489

    Category Name: Apparel by Occasion

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Pick Strapless Bow A-Line Mini Dress

    This strapless mini dress is the prettiest pick for this season's soirees! The strapless neckline, front bow details, and ruched A-line silhouette add flirty charm, while the flowy mini-length hem keeps it playful. Complete the look with earrings and a clutch.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Front bow details
    • Ruched A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3335

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free