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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Flirty Vibe A-Line Mini Tube Dress
Effortlessly sleek—this stunning mini tube dress does all the flirting for you. The curve-hugging bodice and asymmetric A-line fit bring major going-out energy, perfect for dance-floor moments, party pics, and everything in between.
Fit & Features
- Smooth knit fabric, high stretch
- Strapless straight-across neckline
- Mini-length uneven hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05103-000254
Category Name: Apparel by Occasion
Price: $35.90
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
Product Badge:- Sale
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Chic Obsession Sleeveless A-Line Mini Dress
This sleeveless mini dress brings sleek sophistication with a chic, low-back cut and a flattering A-line fit that flatters your curves. Perfect for celebrations, parties, date nights, and cocktail soirees!
Fit & Features
- Smooth stretch knit fabric
- Crew neck
- Low cut back
- A-line fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000508
Category Name: Apparel by Occasion
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Classy Icon Open Back Midi Dress
Minimal effort, maximum double takes. This sleeveless crew neck midi dress keeps it clean in the front and steals the scene with an open back and tie, perfect for everything on your spring calendar.
Fit & Features
- Rib knit fabric, soft lining
- Sleeveless crew neckline
- Open back with tie
- Form-hugging fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000458
Category Name: Apparel by Occasion
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Flirt With The Breeze Skater Mini Dress
This flowy skater dress was made for sunny days. It features a flattering V-neckline and a breezy silhouette that moves with you from brunch to beachside strolls.
Fit & Features
- Cotton fabric, woven cotton lining, delicate embroidery
- V-neckline
- Adjustable spaghetti straps
- Tiered ruffled skater silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000465
Category Name: Apparel by Occasion
Price: $42.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
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Stylish Charm Strapless Skater Dress
The kind of mini dress that makes an entrance feel effortless. With a sleek strapless fit and twirl-ready skater silhouette, it’s equal parts chic and playful.
Fit & Features
- Scuba knit fabric,knit lining, moderate stretch
- Strapless straight-across neckline, fold-over design
- Back zipper closure
- Pleating
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-000345
Category Name: Apparel by Occasion
Price: $49.90
Availability: In Stock
Available Color: BLACK, WHITE
Available Size: S, M, L, XS
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Daytime Vibe Floral Eyelet Strapless Midi Dress
Currently planning your next cute daytime moment. This floral eyelet strapless midi dress hugs up top with a smocked fit, then flows out for that easy, throw-on-and-go vibe—perfect for brunch, beach days, or last-minute plans.
Fit & Features
- Woven floral eyelet fabric
- Strapless straight-across neckline
- Fitted smocked bodice
- Midi-length flowy A-line silhouette
- Ruffled hem
- Runs true to size
Style Number/Barcode: 05102-000498
Category Name: Apparel by Occasion
Price: $69.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, L
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Twirl Plans Skater Mini Dress
This is the dress you reach for when the invite says dress up. The skater mini silhouette with a strappy back and flowy godet panels gives you that twirl-worthy, all-eyes-on-you feel.
Fit & Features
- Knit-lined stretchy fabric
- V-neckline
- Spaghetti straps
- Strappy back design
- Skater silhouette, godet panels for extra flare
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000976
Category Name: Apparel by Occasion
Price: $39.90
Availability: In Stock
Available Color: WHITE
Available Size: M, L
Product Badge:- Best Seller
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Effortlessly Lovely Jacquard Skater Dress
This dress brings that soft-luxe charm made for moments when you want to feel naturally elevated. The halter neckline, skater silhouette, and subtle jacquard texture create an easy, flattering finish from every angle.
Fit & Features
- Jacquard woven-lined fabric with subtle texture
- Halter neckline with plunging V-neck
- Fitted bodice that defines the waist
- Side zipper and hook-eye closure
- Open back with adjustable self-tie bow closure
- Skater skirt silhouette with soft flare and movement
- Mini length hem
- Runs true to size
Style Number/Barcode: 05101-000777
Category Name: Apparel by Occasion
Price: $64.90
Availability: Out of Stock
Product Badge:- Ships Free
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Simple Yet Stunning Crepe Mini Tube Dress
Clean lines, confident mood. This crepe tube dress features soft ruching and a sleek mini silhouette that fits like it was made for nights when you want something simple, polished, and impossible to overlook.
Fit & Features
- Crepe fabric with knit lining, high stretch
- Strapless straight-across neckline, no-slip strip
- Back zipper with hook-eye closure
- Ruched detailing
- Short side slit
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-000982
Category Name: Apparel by Occasion
Price: $42.90
Availability: In Stock
Available Color: WHITE
Available Size: M, L, XL
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Flirt Mode Activated Ruched Mini Dress
This dress does the most with the least—aka, effortless wow. The V-neck, side ruching, and flirty A-line cut bring the heat for everything from date night to dance floors.
Fit & Features
- Smooth knit fabric, stretchy knit lining
- V-neckline
- Adjustable spaghetti straps
- Side ruched seams
- A-line silhouette
- Uneven mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000300
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blush Rush Halter Skater Dress
Cute enough to cause a double-take. This open back skater dress brings a flirty and polished vibe with a plunging neckline, trendy side pockets, and a flattering skater silhouette perfect for pairing with heels.
Fit & Features
- Smooth ponte fabric, knit stretchy lining
- Plunge halter neckline with tie straps
- Open back, zipper and hook-eye closure
- Hidden side pockets
- Skater mini-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001030
Category Name: Apparel by Occasion
Price: $45.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, M, L
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Pretty Plans Chiffon And Lace Skater Dress
Booked, busy, and dressed like it. This chiffon and lace skater dress gives you that soft, floaty fit that moves with you from daytime plans to whatever the night turns into.
Fit & Features
- Lightweight chiffon fabrication, lace trim woven lining
- Sleeveless V-neckline with delicate lace insert
- Spaghetti straps
- Flared skater silhouette
- Adjustable waist tie
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-000463
Category Name: Apparel by Occasion
Price: $44.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Flirty Flowy Chiffon Strapless Babydoll Dress
Made for spontaneous plans and extra mirror checks. This strapless chiffon babydoll dress brings the flirty vibes with flowy layers, a mini hem, and that effortlessly dressed-up look.
Fit & Features
- Sheer chiffon fabric with lining
- Strapless sweetheart neckline
- Hidden side zipper and hook-eye closure
- Flowy, tiered, ruffle design
- Mini-length hem
- Babydoll silhouette
- Runs true to size
Style Number/Barcode: 05102-000489
Category Name: Apparel by Occasion
Price: $45.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Pretty Plans Eyelet Mini Dress
Caught feelings for this one instantly. This eyelet dress feels light and playful, perfect for brunch dates, daytime plans, or wherever the mood takes you.
Fit & Features
- Eyelet knit fabric, smooth knit lining
- V-neckline
- Adjustable spaghetti straps
- Fitted bodice
- Tiered ruffle mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000471
Category Name: Apparel by Occasion
Price: $36.90
Availability: In Stock
Available Color: WHITE
Available Size: XXS, XS, S, M, L
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Charmed And Booked Lace Skater Dress
Soft, pretty, and already in your weekend rotation. This lace skater dress hugs at the top and flares out just right—made for brunch dates, day parties, and every cute plan in between.
Fit & Features
- Woven lace fabric with lined interior
- Square neckline with scalloped trim
- Tank straps with delicate edge detail
- Skater silhouette with flared mini skirt
- Runs true to size
Style Number/Barcode: 05101-000992
Category Name: Apparel by Occasion
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free
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Darling Bow Skater Mini Dress
Sweet, polished, and effortlessly flirty. This strapless mini dress features a structured ponte fit with a statement bow at the neckline and a skater skirt that creates a playful, feminine silhouette perfect for parties, date nights, and bridal events.
Fit & Features
- Smooth ponte fabric, knit lining
- Strapless bow neckline, non-slip grip lining
- Hidden side zipper and hook-eye closure
- Skater silhouette
- Flared mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000989
Category Name: Apparel by Occasion
Price: $48.90
Availability: In Stock
Available Color: WHITE
Available Size: L
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Garden Dream Tube Mini Dress
This dress is giving soft, feminine energy with a hint of sparkle. The delicate floral print paired with subtle beaded mesh creates that effortlessly pretty, dressed-up feel. Perfect for when you want to look polished and flirty.
Fit & Features
- Floral print, beaded embellishments
- Strapless neckline
- Skater mini silhouette
- Runs true to size
Style Number/Barcode: 05103-000743
Category Name: Apparel by Occasion
Price: $54.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Effortlessly Chic Woven Skater Dress
Clean lines, soft attitude, and just enough flirt. This woven skater dress hugs up top, then flares into an easy, twirl-ready fit made for effortlessly chic plans.
Fit & Features
- Smooth woven fabric with lining
- Sleeveless square neckline
- Adjustable spaghetti straps
- Hidden back zipper closure
- Pleated detailing
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-001016
Category Name: Apparel by Occasion
Price: $52.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sweetest Occasion Corset Mini Dress
The kind of dress that makes every occasion feel a little more special. This A-line mini dress features a strapless neckline and a floral sequin embroidered corset bodice that cinches beautifully before falling into a subtly pleated skirt.
Fit & Features
- Linen-blend lined woven fabric
- Strapless tube neckline
- Corset bodice, hidden front hook and eye fasteners
- Delicate floral, sequin, metallic thread embroidery
- Back zipper and hook-eye closure
- Drop waist seam, satin woven A-line silhouette, side pleating, mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001013
Category Name: Apparel by Occasion
Price: $52.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Fresh Picked Eyelet Mini Dress
This dress deserves a weekend away and a cute photo dump. The smocked eyelet mini dress features an off-the-shoulder neckline with flirty ruffle trim and an easy fit that works from brunch plans to beach town strolls.
Fit & Features
- Eyelet woven fabric
- Ruffled, off-the-shoulder neckline
- Stretchy smocked bodycon silhouette
- Ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001037
Category Name: Apparel by Occasion
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Pretty In Motion Skater Mini Dress
This dress is already on your weekend lineup. This skater mini dress cinches at the waist with a structured bust and flares just right—made for brunch plans, birthdays, and every “you look so good” moment.
Fit & Features
- Woven lined fabric
- Sweetheart neckline, ruffle shoulder straps, padded bra cups
- Back zipper closure
- Corset-structured bodice
- Skater mini-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001006
Category Name: Apparel by Occasion
Price: $46.90
Availability: In Stock
Available Color: WHITE
Available Size: L
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Fresh Bloom Floral Chiffon Mini Dress
This floral mini dress features a strapless smocked bodice with layered ruffles that give you that flirty, floaty feel from day dates to weekend plans.
Fit & Features
- Floral print, chiffon fabric, lining
- Strapless neckline
- Stretchy smocked bodice
- Layered ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001036
Category Name: Apparel by Occasion
Price: $46.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Sweet Breeze Eyelet Mini Dress
This one feels like sunshine in dress form. The smocked bodice keeps it easy and flattering, while the tiered eyelet skirt adds flirty movement, perfect for showers, graduations, brunches, and any dressy plans.
Fit & Features
- Eyelet embroidered woven fabric, stretchy knit lining
- Strapless neckline
- Stretchy smocked bodice
- Ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05101-001115
Category Name: Apparel by Occasion
Price: $44.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Toast Worthy Tie-Back Skater Dress
Serving polished with a little extra flirt. This crepe skater dress hugs up top, flares just right, and lets the tie-back moment catch glances—perfect for bridal celebrations, graduations, and any dressy occasion!
Fit & Features
- Crepe fabric, smooth knit lining with stretch
- Plunge sweetheart neckline, padded bra cups
- Tank shoulder straps
- Back zipper and hook-eye closure, tie-waist design
- Drop waist seam
- Skater mini-length silhouette, godet paneling for flare
- Runs true to size
Style Number/Barcode: 05101-001040
Category Name: Apparel by Occasion
Price: $44.90
Availability: In Stock
Available Color: WHITE
Available Size: XXS, XS, S, M, L
Product Badge:- Best Seller