Apparel by Occasion

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Women’s Apparel By Occasion for Every Invite on Your Calendar

Women’s Apparel By Occasion makes finding the right look easier when you know where you’re going but haven’t decided what to wear. Windsor brings together all occasion outfits across dresses, clothing, shoes, jewelry, handbags, and accessories, so you can build your look in one place. From HOCO season and fall celebrations to weddings and winter parties, find special occasion outfits for women that help you feel ready for the moment—and excited to walk into it.

What Should I Wear for Fall’s Biggest Events?

Start with the occasion, then make the outfit yours. For homecoming, 2026 HOCO Dresses range from affordable A-line minis to fitted bodycon styles, with sparkle and beading when you want the photos to hit differently. Finish your dress with hair accessories, jewelry, or a dress belt for a detail that feels personal.

When Halloween takes over the group chat, Sexy Halloween Costumes let you become whoever you feel like being for the night. Go playful with a princess or fairy look, channel an angel or devil, or build your own idea around a catsuit and costume accessories.

Friendsgiving calls for a different kind of dressed up. Remix an LBD or black midi with heeled boots, reach for a velvet floral dress, or keep things cozy in a sweater dress. Cute knits and jeans work when dinner is more laid-back—because sometimes the best outfit is the one that leaves room for seconds.

What Can I Wear to Fall and Winter Wedding Events?

Wedding season doesn’t disappear when the weather cools, and neither do all the moments surrounding the ceremony. If you’re the bride, Engagement Dresses can start the celebration with a look for photos, dinner, or the party that makes everything feel official. From there, white jumpsuits and matching sets can give bridal showers and bachelorette or stagette plans an alternative to the expected dress.

For wedding guests, let the invitation, venue, and dress code lead. Cocktail dresses and women's formalwear can take you from an elegant reception to a black-tie celebration, while seasonal fabrics, longer lengths, and layers make dressing for cooler weather feel intentional rather than like an afterthought.

Where Can I Find Looks for Winter Formal?

Once HOCO season wraps, winter dances bring another reason to dress up. Semi-formal party styles, full-length gowns, sparkle, and jewelry sets give you different ways to match the dress code and make the night feel like yours.

Explore Winter Formal Dresses when you’re ready to find the dress, then build the rest of your look around it with shoes, jewelry, and accessories.

What Should I Wear to Holiday Parties and New Year’s Eve?

Holiday dressing can be as polished or playful as the invitation. A velvet or satin mini brings instant party energy, while matching skirt and pant sets let you create a coordinated outfit without overthinking every piece. Corset tops, heels, booties, and faux fur layers can take the look somewhere completely different. Explore Holiday Party Outfits For Women when your calendar starts filling up.

Then NYE gives you permission to turn everything up. Go all in with sequins, glitter, or rhinestones, try a sparkly dress romper, or make sheer long sleeves part of the statement. Add a clutch, your favorite shoes, and whatever amount of shine feels right for your midnight moment.

How Do I Choose an Outfit for a Special Occasion?

First, figure out what the event actually asks of you. Check the dress code, venue, weather, and what you’ll be doing once you get there. A wedding reception and Friendsgiving dinner might both be celebrations, but your outfit needs to work very differently for each.

Next, decide what will make you feel comfortable and confident. All occasion outfits don’t have to start with a dress. Jumpsuits, matching sets, corset tops with pants, skirts with sweaters, and other separates can be just as right for the occasion. Once you have the foundation, use shoes, layers, jewelry, and accessories to adjust how casual, polished, or glamorous the finished look feels.

Why Shop Windsor for Special Occasion Outfits?

Special occasions have been part of Windsor’s story for generations. Since 1937, Windsor has helped make fashion accessible and affordable, with styles for milestone moments alongside the trends you want to wear right now.

That means you don’t have to wait for a specific season to find women's formalwear or something special to wear. Windsor carries occasion styles year-round, with new looks arriving as trends and calendars change. Shop online, in-app, or visit one of more than 350 stores across North America when you want to see, feel, and try on your favorites before the big day.

How Do I Build a Complete Special Occasion Outfit?

Once you find the main piece, think about what the occasion still needs from your outfit. Shoes can change how dressy the look feels. Jewelry can bring sparkle closer to your face, while a clutch gives you somewhere to keep the essentials without weighing down your outfit. When temperatures drop, add a jacket, wrap, or faux fur layer that feels like part of the look rather than something you’re just wearing to stay warm.

Your occasion may come with a dress code, traditions, or a hundred photos—but the finished outfit should still feel like you. Bring the plans, the people, and the reason to celebrate. Windsor will help you put together the look that gets you there feeling ready.

  • Keep It Classy Closed Toe Block Pumps

    Get ready to stay classy all day long in this pair of block pumps! They feature a point closed toe, a block heel, and a buckle mid strap. Wear them with a pencil skirt and a button-down for a work-ready look. 

    Fit & Features

    • Block heel
    • Pointed toe
    • Buckled strap
    • Runs true to size

    Style Number/Barcode: 07401-3561

    Category Name: Apparel by Occasion

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stylish Crepe Jumpsuit

    Elevate your going-out look to sleek and stylish with a jumpsuit that stuns from day to night! This dressy jumpsuit features a flattering square neckline, spaghetti straps, an open back with a chic tie-back accent, and a wide-leg silhouette. The jumpsuit is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Pair this elegant jumpsuit look with strappy platform heels and a chic evening clutch.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, tie-back accent
    • Wide-leg silhouette
    • Crepe lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0770

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Southern Charm Floral Chiffon A-Line Dress

    You'll charm the countryside in this floral chiffon dress! It features long peasant sleeves, a surplice V-neckline, a back keyhole cutout with button closure, and a cinched waist that flows into the short A-line ruffled hem. Style with suede booties for brunch.

    Fit & Features

    • Long peasant sleeves, tapered smocked hems
    • Surplice V-neckline
    • Back keyhole cutout with button closure
    • Elastic cinched waist, mini-length A-line silhouette, ruffled hem
    • Floral print
    • Sheer chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1324

    Category Name: Apparel by Occasion

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paradise Floral Ruched Midi Dress

    Fly to paradise in this perfect floral midi dress featuring a sleeveless, square neck, spaghetti straps, bodycon fit, and a side ruche with a tie so you can customize the fit. Complete the look in stylish mules.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon fit
    • Midi-length hem
    • Side ruche with tie
    • Floral pattern
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05101-1362

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Strolls Floral Cowl Midi Dress

    A dress for taking stylish strolls this spring! Look so cute in this midi dress featuring a sleeveless, cowl neck, spaghetti straps, a form-fitting silhouette, and a ruched, side slit for a sultry show of leg. Composed of a crepe knit fabric with a moderate stretch. Finish the look in mules.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Form-fitting silhouette
    • Ruched side slit accent
    • Midi-length hem
    • Floral pattern
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1370

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Booties

    Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.

    Fit & Features

    • Mid-calf fit
    • Pointed toe 
    • Block heel
    • Stretch knit material 
    • Runs true to size

    Style Number/Barcode: 07403-1416

    Category Name: Apparel by Occasion

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Blushing Floral Sweetheart Mini Dress

    Make the room blush when they see you in this sweetheart mini dress! It features short bishop sleeves with button closures, a built-in padded bust with underwire support, floral print, and a form-fitting silhouette. Complete the look in classy heels. 

    Fit & Features

    • Short bishop sleeves, button closures
    • Built-in padded bust with underwire
    • Sweetheart neckline
    • Floral print, back zipper closure
    • Short hem, form-fitting
    • Crepe woven-lined fabric 
    • Fits true to size, no stretch

    Style Number/Barcode: 05101-1374

    Category Name: Apparel by Occasion

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fine Floral Midi Dress

    Fel so fine in this floral midi dress for a chic brunch look! It features a sleeveless, v-neck, adjustable spaghetti straps, bodycon silhouette, asymmetrical hem, and a criss-cross back. Composed of stretchy knit fabric with an inner lining. Finish the look in heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Criss-cross back straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Floral pattern
    • Stretchy knit fabric, inner lining
    • Fits true to size

    Style Number/Barcode: 05101-1373

    Category Name: Apparel by Occasion

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Cutie Puff Sleeve Mini Dress

    Look cute in this mini floral dress for a picnic date or brunch with friends. It features puff short sleeves, a sweetheart neck with keyhole tie, and a short-length hem. Complete the look in trendy sandals.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neck, keyhole tie
    • Dainty floral pattern
    • Short-length fitted hem
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4337

    Category Name: Apparel by Occasion

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Breeze In Style Ruffled Skater Romper

    Breeze into the party in this skater romper for a flirty allure everywhere you go! It features peasant long sleeves, a plunge V-neckline, a cutout waist with a tie-back design, and a layered ruffle skort bottom. Complete the look in strappy sandals.

    Fit & Features

    • Peasant long sleeves
    • Plunge V-neckline
    • Cutout waist, tie-back design 
    • Back zipper and hook-eye closure
    • Layered, ruffle skort bottom
    • Gauze woven fabric, sewn-in lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0154

    Category Name: Apparel by Occasion

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Your Floral Smocked Chiffon Dress

    Show your florals off in this chiffon mini dress for your next girl's day! It features long peasant sleeves, a sweetheart neck with a front knot-tie and keyhole accent, and a smocked short-length hem. Complete the look in chic sunglasses and heels.

    Fit & Features

    • Long peasant sleeves
    • Sweetheart neck
    • Front knot-tie, keyhole accent
    • Floral pattern
    • Smocked mini-length hem
    • Chiffon fabric
    • Fits true to size

    Style Number/Barcode: 05101-1378

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Up My Alley Lace-Up Sandals

    These lace-up sandals are exactly what your summer line-up needs! They feature an almond toe, strappy design, and a flat sole. Complete the look in a short sundress for the perf brunch fit.

    Fit & Features

    • Almond toe
    • Strappy design
    • Lace-up faux leather straps
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0981

    Category Name: Apparel by Occasion

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Chain-link Faux Leather Booties

    Step out looking fab in booties that elevate your outfits! The booties feature a mid-calf length, an inner zipper closure, a chunky chain-link accent, a peep toe, and a stiletto heel. The booties are composed of a faux leather material. Complete look with a bustier and a wrap skirt. 

    Fit & Features

    • Mid-calf length 
    • Inner zipper closure
    • Chunky chain-link accent 
    • Peep toe 
    • Stiletto heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1432

    Category Name: Apparel by Occasion

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Floral Retreat Chiffon Sweetheart Midi Dress

    Ready for a floral retreat? Feel the sunshine on your shoulders in this floral chiffon midi dress featuring dainty spaghetti straps, a sweetheart neckline with a bust tie, a fitted bodice, and a side slit accent. Complete the look in simple heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust tie accent
    • Spaghetti straps
    • Fitted bodice, back zipper, hook and eye closure
    • Midi-length hem, side slit
    • Ditsy floral pattern
    • Sheer chiffon fabric, knit lining
    • A-line silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4356

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Classy Lace-Up Stiletto Heels

    So classy and chic, these on-trend stiletto heels feature a square toe with dual top straps and a lace-up closure on faux leather material. Complete the look in a tie-front blouse and midi skirt.

    Fit & Features

    • Square toe
    • Stiletto heel
    • Dual top straps
    • Lace-up closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3763

    Category Name: Apparel by Occasion

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flower Power Skater Dress

    Elevate your spring style with this pretty floral printed skater dress. It features a subtle sweetheart neckline with ruching at the bust, short puff sleeves, a high waist, and a fit and flare silhouette with a short skater skirt with a ruffled hem. Style this lightweight chiffon dress with cute mules.

    Fit & Features

    • Sweetheart neckline, ruching at the bust
    • Short puff sleeves, elasticized hems
    • Back zipper, hook and eye closure
    • High waist seam, fit and flare silhouette
    • Short skater skirt, ruffled hem
    • Floral print
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1406

    Category Name: Apparel by Occasion

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Point Block Heel Booties

    Make your fashion point! Strut down the sidewalk in these PU block heel booties featuring a pointy toe, side zipper closure, and an ankle-length fit. Complete the look in a trench coat.

    Fit & Features

    • Pointy toe
    • Block heel
    • Side zipper closure
    • Ankle-length fit
    • PU material
    • Runs true to size

    Style Number/Barcode: 07403-1440

    Category Name: Apparel by Occasion

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blossom With Beauty Floral Skater Dress

    Blossom with beauty in this stunning floral printed skater dress! It features a sleeveless V-neckline, spaghetti straps, a sheer lace back design, a high waist seam, and a tiered short skater skirt with a flirty fit and flare silhouette. Style this dress with neutral block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Sheer lace back, zipper closure, lower open back
    • High waist seam, tiered short skater skirt, fit and flare silhouette
    • Blooming floral print
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1692

    Category Name: Apparel by Occasion

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Secret Garden Floral Chiffon Skater Dress

    Enter the secret garden in this sweet floral skater dress! It features an adjustable multi-strap design, a pleated v-neck, empire waist, and a flowy skater skirt. Composed of chiffon woven-lined fabric with no stretch.  Style with chic mules.

    Fit & Features

    • Pleated v-neck | Adjustable spaghetti straps
    • Multi-strap design
    • Empire waist | Back zipper closure
    • Flowy skater skirt
    • Floral chiffon lined fabric
    • Fits true to size | No stretch

    Style Number/Barcode: 05101-1410

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Rose Crepe Ruched Mini Dress

    It's vintage-inspired, darling! Have your moment in this rose print mini dress featuring a square neck, long peasant sleeves, and curve-accentuating ruching, and a bodycon silhouette. Composed of a crepe-lined fabric with no stretch. Style with lace-up heels.

    Fit & Features

    • Squareneck, long peasant sleeves
    • Ruching, back zipper closure 
    • Bodycon silhouette
    • Mini-length hem
    • Rose floral pattern
    • Crepe-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1409

    Category Name: Apparel by Occasion

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Goals Faux Leather Almond Toe Booties

    Reach your style goals for the new year in these faux leather almond toe booties featuring a trendy block heel, side zipper closure, and an ankle-length fit. Complete the look in a sassy mini dress.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1446

    Category Name: Apparel by Occasion

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Lady Floral Chiffon Romper

    Check you out, pretty lady! Flaunt this flirty floral chiffon romper all over town. It features short puff sleeves, a ruched square neckline, a fitted bodice, and flowy shorts. Complete the look in sparkly hoop earrings.

    Fit & Features

    • Short puff sleeves, elastic cinched hems
    • Ruched square neckline
    • Fitted bodice, stretchy smocked back detail
    • Flowy shorts
    • Floral chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0200

    Category Name: Apparel by Occasion

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunday Girl Floral Chiffon Skater Dress

    Look cute for Sunday brunch in this floral chiffon skater dress featuring three-quarter length puff sleeves, a square neck, and a pleated waistband on the skater silhouette. Showcase a peek of skin in the open-back design with tie closure and ruffled short-length hem. Composed of a chiffon floral lined fabric with no stretch. Perfect for styling with knee-high boots.

    Fit & Features

    • Three-quarter length puff sleeves, elastic cinched hems
    • Square neckline
    • Pleated waistband, skater silhouette
    • Ruffled short-length hem
    • Open-back, tie closure, back zipper, hook and eye closure
    • Chiffon floral lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1706

    Category Name: Apparel by Occasion

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Setter Puff Sleeve Mini Dress

    Set the lace trend for your squad in this flirty mini dress! It features puff sleeves, a sweetheart neckline, bodycon silhouette, all-over ruched seams on lace-lined fabric with a moderate stretch. Complete the look in lace-up heels for a brunch.

    Fit & Features

    • Puff sleeves, sweetheart neckline
    • Bodycon silhouette
    • Back zipper closure
    • All-over ruched seams
    • Mini-length hem
    • Lace-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1426

    Category Name: Apparel by Occasion

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale