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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Fancy Seeing You Floral Mini Dress
This floral mini dress understood the assignment. The sweetheart neckline, flirty ruffle hem, and snatched fit make it the kind of dress that makes an impression at graduations, birthday brunches, or any dressed-up occasion.
Fit & Features
- Woven fabric, stretchy knit lining
- Strapless sweetheart neckline, non-slip grip lining
- Back zipper closure
- A-line mini silhouette
- Ruffle trim hem
- Runs true to size
Style Number/Barcode: 05101-001004
Category Name: Apparel by Occasion
Price: $49.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
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Twirl Worthy Knit Skater Dress
The spin test passed instantly. This scuba knit skater dress keeps it polished with a boatneck and adds a flirty finish with a V-cut back and flowy skirt.
Fit & Features
- Soft scuba knit fabric, knit lining
- Sleeveless boatneck
- V-cut back
- Skater silhouette, godet panels for flare
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001038
Category Name: Apparel by Occasion
Price: $42.90
Availability: In Stock
Available Color: WHITE
Available Size: M, L
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Cute Entrance Polka Dot Ruffle Skater Dress
Polka dots, ruffles, and a strapless moment? Say less. This flirty skater dress features a stretchy smocked bodice and tiered ruffled silhouette that’s made for brunch dates, party pics, and any plan that calls for a cute entrance.
Fit & Features
- Woven fabric
- Polka dot print
- Strapless straight-across neckline, ruffled trim
- Stretchy smocked bodice
- Tiered ruffled design
- Short skater silhouette
- Runs true to size
Style Number/Barcode: 05102-000532
Category Name: Apparel by Occasion
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Pretty Please Floral Skater Dress
This skater dress is made for twirling through sunny days and stealing the spotlight without trying. The soft floral print and lace trim give it that dreamy, cottage-core feel while the corset details keep it flirty and flattering.
Fit & Features
- Floral print, cotton fabric, tulle and woven lace trim linings
- Strapless ruched tie front neckline
- Pleated and lace trim bodice details, flexible boning
- Lace-up back placket, side zipper and hook-eye closure
- Drop waist seam, skater silhouette
- Lace trim mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000996
Category Name: Apparel by Occasion
Price: $64.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Weekend Bloom Floral Mesh Skater Dress
This is what you throw on when the invite says “cute but effortless.” The floral mesh skater dress hugs just enough up top, then flares for that easy, flowy vibe perfect for brunch plans or last-minute date nights.
Fit & Features
- Mesh fabric with knit lining, high stretch
- Floral velvet burnout pattern
- Sleeveless V-neckline
- Spaghetti straps, open strappy back design, tie closure
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-001007
Category Name: Apparel by Occasion
Price: $42.90
Availability: In Stock
Available Color: IVORY
Available Size: M, L
Product Badge:- Best Seller
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Pretty And Playful Floral Tie-Back Mini Dress
Flirty from every angle—this strapless floral mini dress shows off a fitted bodice up front and a dramatic bow in the back. Lightweight, twirl-worthy, and perfect for any RSVP that calls for pretty but playful.
Fit & Features
- Floral brocade pattern, woven fabric, knit and tulle linings
- Strapless neckline, no-slip strip
- Pleated bodice
- Back zipper with hook-eye closure, tie-back design
- Skater silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000336
Category Name: Apparel by Occasion
Price: $59.90
Availability: In Stock
Available Color: IVORY
Available Size: S, M, L
Product Badge:- Back In Stock
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Garden Party Ditsy Floral Skater Dress
Cue the compliments when you stroll into the room. This floral eyelet skater dress gives you that twirl-ready fit with a flirty tie-back detail and the bonus of hidden side seam pockets for your lip gloss and phone.
Fit & Features
- Eyelet woven fabric, ditsy floral print, woven lining
- Square neckline with adjustable straps, crochet trim
- Tie back detail, hidden zipper and hook-eye closure
- Hidden side seam pockets
- Skater silhouette
- Short-length hem
- Runs true to size
Style Number/Barcode: 05101-001097
Category Name: Apparel by Occasion
Price: $49.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
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Daydream Bloom Floral Print Midi Dress
This is the kind of dress that makes every plan feel a little prettier. The fitted bodice and flowy skirt create that effortless shape, while the soft floral print keeps things light and romantic.
Fit & Features
- Woven fabric, soft floral print, woven lining
- Square neckline, tie bust keyhole accent
- Adjustable spagehtti straps
- Stretchy smocked back panel, side zipper and hook-eye closure
- Fitted bodice with button accents
- Drop waist seam, a-line midi silhouette
- Runs true to size
Style Number/Barcode: 05102-000481
Category Name: Apparel by Occasion
Price: $62.90
Availability: Out of Stock
Product Badge:- Ships Free
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Flirting With Plans Puff Sleeve Skater Dress
She’s cute, collected, and already has plans you’ll want in on. This puff sleeve skater dress cinches in all the right places with a breezy fit that works for dinner reservations, summer parties, and every “I had nothing to wear” moment.
Fit & Features
- Linen-blend woven fabric
- Sweetheart neckline, bust tie detail
- Short puff sleeves
- Open tie-back design
- Short skater silhouette, ruffled hem
- Runs true to size
Style Number/Barcode: 05102-000542
Category Name: Apparel by Occasion
Price: $49.90
Availability: In Stock
Available Color: NAVY
Available Size: XXS, XS, S, M, L
Product Badge:- New Arrival
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Pretty Glow Sequin Mini Dress
Flirty plans, no overthinking required. This floral sequin dress hugs in all the right places with a sleek bodycon fit and delicate straps—perfect for dressy plans that start cute and end a little unpredictable.
Fit & Features
- Floral sequin fabric
- Square neckline
- Spaghetti straps
- Cutout back accent
- Bodycon mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001035
Category Name: Apparel by Occasion
Price: $59.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Spring Muse Floral Midi Dress
Soft florals and a sleek silhouette make this one an instant favorite. This strapless floral eyelet bodycon midi dress hugs your curves and adds a polished look for brunch, garden parties, and getaways.
Fit & Features
- Ditsy floral print, eyelet knit fabric, soft lining
- Strapless tube neckline
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000570
Category Name: Apparel by Occasion
Price: $35.90
Availability: In Stock
Available Color: YELLOW
Available Size: L
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Caught Compliments Lace-Up Mini Dress
Not to be dramatic, but this strapless mini dress was made for bridal celebrations, graduations, and every dressy plan. The lace-up back and rhinestone flower detail give it a glamorous look.
Fit & Features
- Crepe fabric, woven lining
- Strapless neckline
- Lace-up back, side zipper and hook-eye closure
- Rhinestone flower embellished detail
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001076
Category Name: Apparel by Occasion
Price: $54.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Effortless Confidence Slinky Knit Halter Mini Dress
Neckline doing the most, effort doing the least. This slinky knit halter mini dress drapes effortlessly up top and sculpts through the body, giving you that sleek, pulled-together feel for nights out.
Fit & Features
- Slinky knit fabric with knit lining, high stretch
- Sleeveless plunging cowl neckline, grommet trim
- Halter strap, elastic back detail
- Open back, lower tie-back spaghetti straps
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-000793
Category Name: Apparel by Occasion
Price: $39.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
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Sweet With Intent Lace Tiered Mini Dress
Soft, flirty, and perfectly styled without trying too hard. This lace mini dress features a knotted bust and a tiered skirt that feels light, feminine, and made for plans that turn into photos.
Fit & Features
- Delicate lace fabric with knit lining, moderate stretch
- Knotted sweetheart padded bust with cutout detail
- Adjustable spaghetti straps
- Tiered ruffled design
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000946
Category Name: Apparel by Occasion
Price: $52.90
Availability: Out of Stock
Product Badge:- Ships Free
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Barefoot In Bloom Eyelet Midi Dress
Feels like the kind of dress you pack for a weekend you don’t want to end. This eyelet midi dress keeps things light and romantic with a flowy tiered skirt, delicate straps, and an open tie back for a stylish flair.
Fit & Features
- Eyelet cotton woven fabric, stretchy knit lining
- Square neckline
- Adjustable spaghetti straps
- Tie-back
- Flowy ruffled A-line silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001089
Category Name: Apparel by Occasion
Price: $62.90
Availability: In Stock
Available Color: WHITE
Available Size: XXS, XS, S, M, L
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Daytime Darling Eyelet Mini Dress
Caught the vibe and didn’t think twice. This puff sleeve eyelet mini dress hugs just right with a flirty tie front—perfect for brunch dates, daytime plans, and those “I look cute today” moments.
Fit & Features
- Eyelet knit fabric
- Sweetheart neckline, tie bust keyhole cutout accent
- Puff short sleeves
- Princess seam detailing
- A-line mini-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000462
Category Name: Apparel by Occasion
Price: $34.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, M, L
Product Badge:- Best Seller
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Last Call Strapless Mini Dress
This strapless mini dress is your go-to when the invite says “dress up.” The ruched fit and tie-back detail keep it sleek, snatched, and ready for wherever the night lands.
Fit & Features
- Sleek knit fabric
- Strapless tube neckline
- Tie-back detail
- A-line mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-000775
Category Name: Apparel by Occasion
Price: $39.90
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
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Boldly Sweet Lace Ruffle Mini Dress
This one does all the talking. The lace texture, flirty cutout, and tiered ruffle skirt bring just the right mix of soft and statement. It’s made for date nights, parties, or anytime you want to feel a little extra.
Fit & Features
- Lace-lined fabric
- Sweetheart neckline, keyhole cutout
- Adjustable spaghetti straps
- Skater ruffle silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001057
Category Name: Apparel by Occasion
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XXS, XS, S, M, L
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Soft Romance Lace Ruffle Mini Dress
Romantic and effortlessly flirty. This lace mini dress features a soft sweetheart neckline with cascading ruffles and a tiered skater skirt that moves beautifully with every step, making it perfect for brunch dates, showers, and sunny day plans.
Fit & Features
- Lace fabric with lining
- Ruffle trim sweetheart neckline
- Adjustable Spaghetti straps
- Ruffled trim bodice
- Skater silhouette
- Tiered ruffles, mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001001
Category Name: Apparel by Occasion
Price: $42.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XXS, XS, S, M, L
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Soft Shine Satin A-Line Mini Dress
Clean, glossy, and effortlessly put together. This satin halter mini dress drapes just right, with an open back that brings allure to date night and dressy occasions.
Fit & Features
- Satin woven fabric, woven lining
- Halter plunge neckline with tie
- Open back with adjustable strap
- Hidden side zipper and hook-eye closure
- A-line mini silhouette
- Runs true to size
Style Number/Barcode: 05101-001110
Category Name: Apparel by Occasion
Price: $38.90
Availability: In Stock
Available Color: BLACK
Available Size: L
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All The Compliments Floral Mini Dress
Soft, flirty, and already getting compliments. This floral eyelet mini hugs in all the right places with a sweetheart neckline and ruffle hem that feels made for any occasion.
Fit & Features
- Ditsy floral print, eyelet knit fabric
- Sweetheart neckline, tie bust keyhole
- Short puff sleeves
- Bodycon fit, ruffle trim mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000501
Category Name: Apparel by Occasion
Price: $38.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Pretty Moves Lace Ruffle Skater Dress
Soft plans, big entrance. This lace ruffle skater dress hugs just right through the waist, then flares into a tiered moment made for parties, brunch, and camera-ready moments.
Fit & Features
- Sheer lace fabric with lining, moderate stretch
- Subtle sweetheart neckline
- Sheer short flutter sleeves, can be worn off-the-shoulder
- Ruched waist, drop waist seam
- Tiered ruffled design, mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-001002
Category Name: Apparel by Occasion
Price: $46.90
Availability: Out of Stock
Product Badge:- Ships Free
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Evening Plans Ruched Tube Midi Dress
Consider your invite handled. This ruched midi dress sculpts your shape with a sleek, strapless silhouette that feels made for dinners, events, and everything in between.
Fit & Features
- Smooth knit stretchy fabric
- Strapless tube neckline
- Ruched bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001123
Category Name: Apparel by Occasion
Price: $42.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L, XL
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Sleekly Stunning Tie-Back Midi Dress
This sleek bodycon midi hugs in all the right places while the open tie-back detail adds that unexpected edge. It’s the kind of dress you can wear for brunch, date night, or any dressy occasion.
Fit & Features
- Crepe fabric
- Square neckline, tank shoulder straps
- Tie-back cutout design
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001066
Category Name: Apparel by Occasion
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free