Apparel by Occasion
Discover the latest trending women’s apparel designed to move with your plans. Keeping it casual? Reach for relaxed jeans and a flattering crop top, or slip into a sundress or romper for beach days and brunch. When the night calls for something stronger—concerts, GNO, date night—lean into sleek faux leather bottoms or sparkly mini dresses that hold their own. From statement tops and tailored jackets to versatile bottoms and dresses, this collection makes it easy to build outfits that feel current, confident, and entirely your own.
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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.
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Memorable Moments Skater Dress
Create more memorable moments in this navy blue skater dress! It features a high round neckline, narrow shoulder straps that lead to a sheer lace back panel and a gold zipper, a fitted bodice with a high waist seam, and a short flowy skirt. Dress is composed of an unlined crepe fabric with a moderate stretch.
Style Number/Barcode: 05101-8465
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Magical Moments Skater Dress
Make magical moments in this classic chic skater dress! It features a sleeveless bodice, a V neckline, a sheer lace back with a zipper and hook and eye closure, a high waist seam, and a flowy skater skirt. The black dress is composed of a sheer lace fabric with a nude knit lining.Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-8472
Category Name: Apparel by Occasion
Price: $10.00 $39.50
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wrapped In Florals Maxi Dress
Wrap yourself in pretty florals to spring into the season! This ivory maxi dress features a sleeveless bodice, a plunging V neckline, narrow adjustable straps and a cinching tie waist belt. The floor length maxi skirt features a high slit and a mini skirt length knit lining. The all over floral print features blue and pink hues for a pretty look! Dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8609
Category Name: Apparel by Occasion
Price: $22.97 $55.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layer It In Mesh Skater Dress
Mesmerize in mesh! The dress features a sleeveless bodice, a plunging V neckline with an unlined mesh inset, padded cups and a caged illusion back with lower back keyhole. The slim fit bodice leads to a flared double layered skater dress. Dress is composed of a combination mesh and crepe fabric that offers a form hugging fit with a moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05101-8631
Category Name: Apparel by Occasion
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crochet Lace Skater Dress
This crochet lace skater dress will be your go-to spring 'fit! It features a sleeveless bodice, spaghetti straps, a V neckline, a back zipper closure, a high waist seam, and a short, flowy skater skirt. The blue dress is composed of a sheer crochet lace fabric with a full knit lining.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8649
Category Name: Apparel by Occasion
Price: $10.00 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Living For The Glam Skater Dress
Shine in the spotlight as you make an effortlessly glam appearance in this navy skater! This must have dress features an off the shoulder neckline with off the shoulder strap accents, a sweetheart bust and princess seams. The relaxed fit bodice leads to a flared skater skirt with overlay accent to create a twirl worthy moment. Dress is composed of a scuba knit fabric that offers a moderate stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-8678
Category Name: Apparel by Occasion
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Love And Lace Skater Dress
Fall in love with lace with this pretty mauve skater dress! It features a sleeveless bodice, a halter neckline that leads to a partially open back with a zipper and hook and eye closure, a high waist seam, and a flowy skater skirt. The dress is composed of a lined lace fabric with minimal stretch.Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-8690
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Darling Laced Skater Dress
Keep it sweet in lace! The natural dress has a plunging neckline with padded cups, adjustable spaghetti straps that create an X back, an exposed back zipper closure, and an A-line skirt. Skater dress has a full lining and is composed of a natural lace fabric that has little stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8696
Category Name: Apparel by Occasion
Price: $10.00 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Nights Skater Dress
Take a daytime look into evening with this effortless navy blue floral skater dress. It features a plunging neckline with a wired V front with padded cups, spaghetti straps that lace up at the back, and a fitted bodice that leads to a short flowy skirt. Skater dress has an all over white and blue floral print, and is composed of a thick scuba knit fabric that offers moderate stretch.
Style Number/Barcode: 05101-8709
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty Florals Skater Dress
Keep it flirty in charming florals! This ivory skater dress features an off the shoulder neckline with cold shoulder straps, a sweetheart bust with a fold over accent and princess seams. The slim fit bodice leads to a flared skater skirt. The all over floral print features pink hues complimented with green foliage. Dress is composed of a lined scuba fabric that offers a form hugging fit with a moderate stretch.Model is 5'8" with a 34" bust, 25" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8725
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Charm Skater Dress
This adorable skater dress has all the sweet charm you need! It features an off the shoulder neckline with short sleeves, a V neckline with a wired trim and a front lining, a high waist seam with an elastic banded back, seam and pleated detailing, and a flowy skater skirt. The navy blue dress is composed of a ponte nylon fabric that offers moderate stretch.
Style Number/Barcode: 05101-8729
Category Name: Apparel by Occasion
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Lace High Low Dress
Embrace a fresh spring vibe with pretty florals! This light blue dress features a plunging V neckline, princess seams, narrow straps and an unlined floral lace detail. The slim fit bodice leads to a flared high-low skirt to create a twirl worthy moment. The floral print features peach and white hues to complement the blue background. Dress is composed of a scuba fabric that offers a form hugging fit.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0058
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Favorite Lace Skater Dress
Make this pretty dress your new favorite lace piece! The pink dress features an off the shoulder neckline with a scalloped lace trim, unlined short sleeves and a flared skater skirt silhouette. Dress is composed of a lined floral lace fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 05101-8819
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Daydream Lace Skater Dress
Keep it dreamy in lace! The ivory dress features an off the shoulder neckline, a plunging wired V bust, off the shoulder straps and a flared skater silhouette with a wide banded hem. Dress is composed of a lined floral lace fabric that offers a form hugging fit with a minimal stretch stretch.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05101-8828
Category Name: Apparel by Occasion
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Double Dip Pleated Mini Dress
Flirty and feminine, this color-blocked skater-style mini is sweetly sophisticated. Dress features a scalloped, lace-crepe bodice, pleated navy skirt, adjustable spaghetti straps, and back zip closure. Dress is fitted through the bust and waist and offers little to no stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8833
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buttoned Up In Stripes Dress
Button up in stylish stripes! This pretty dress features a plunging V neckline, kimono sleeves, a cinching tie waist accent and a multi button down front with tortoise shell hued buttons that lead to an A-Line silhouette. The back features a matching plunging V shape, an adjustable bar strap detail and a hidden zipper closure. The all over stripe pattern features blue and white hues. Dress is composed of a lined gauze fabric that offers a relaxed fit with minimal stretch.
Style Number/Barcode: 05102-0040
Category Name: Apparel by Occasion
Price: $10.00 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On The Button Denim Mini
Streamlined and sweetly sophisticated, this lavender mini draws all eyes to you. Dress features a soft V neckline, button front, and adjustable spaghetti straps. Dress is made from a cotton-denim fabric and has minimal stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0116
Category Name: Apparel by Occasion
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chambray Today Ruffle Mini Dress
As playful as it is party-ready, this casually chic chambray mini dress is going places. Dress features thick straps, square neckline, a ruffle hem, and smocking from bust through thigh. Dress is made from a lightweight cotton blend and offers plenty of stretch through the middle.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0139
Category Name: Apparel by Occasion
Price: $32.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Remember Me Skater Dress
Leave them something to remember you by when you walk away in this adorable dress! It has a V neckline, thin shoulder straps and a darling skater skirt. Garment is composed of a knit fabric that offers plenty of stretch.Model is 5'9 with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3539
Category Name: Apparel by Occasion
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish To The Maxi Dress
Be a fab fashionista and stylish to the max in this red maxi dress! It features a sleeveless bodice, a strapless square neckline, a high waist seam, slanted front pockets, pleated details, and a long, maxi fit. The dress is composed of a knit fabric and offers moderate stretch and a flowy, relaxed fit.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3557
Category Name: Apparel by Occasion
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flowy Vibes Maxi Dress
Get those pretty flowy vibes this spring with this off the shoulder maxi dress! It features short ruffle sleeves, a square neckline, a hidden back zipper and hook and eye closure, a tie front belt, two front slits, and a long maxi length. The mauve dress is composed of a lightweight crepe fabric with a short knit lining.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-3571
Category Name: Apparel by Occasion
Price: $10.00 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Beautifully Buttoned Skater Dress
Beautifully button up your look with this adorable olive green skater dress! It features flowy short sleeves, a plunging V neckline, a high waistband, an open back with a tie closure with tassel details, a tie back accent, a hidden back zipper and hook and eye closure, and faux buttoned detailing. The dress is composed of a woven gauze fabric with a short lining, pretty pleats, and a flirty, flowy fit.Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-3748
Category Name: Apparel by Occasion
Price: $10.00 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Little Skater Dress
You need to have this sassy little skater dress in your closet! It features a deep V neckline with a tie front closure and a small cut out, short flowy sleeves with slits up the center, a back zipper and hook and eye closure, a high waistband, and a cute skater skirt. The black dress is composed of a linen fabric with a short knit lining and offers a flowy fit.Model is 5'9 with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3799
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lovely Little Linen Dress
You'll look like a total beauty in this lovely little linen dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline created by a wrap front, a side tie detail, a back zipper and hook and eye closure, and a wrap skater skirt with a faux button down front. The olive green dress is composed of a linen fabric with a short linen lining and offers a flowy fit.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3831
Category Name: Apparel by Occasion
Price: $10.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free