25 Chic Plus Size Holiday Winter Outfits That Work for Every Celebration

Choosing holiday outfits is basically my version of festive therapy because nothing gets me in the mood for the season faster than a fabulous coat or a sparkly dress.

I love playing with textures and colors this time of year since winter fashion feels like an excuse to be extra in the very best way.

My closet starts looking like a mix of cozy knits and party ready pieces and I honestly have no complaints.

If you’re into outfits that feel chic without trying too hard you’re in the right place because I pulled together my favorite plus size holiday winter looks that actually work for real celebrations.

No matter your style I promise there is something here that will make you feel gorgeous warm and totally ready for every festive moment.

Cozy Street Style Winter Look

This outfit brings together a rich forest green wool coat, a soft cream knit sweater and classic medium wash straight leg jeans. The coat adds structure and warmth while the sweater keeps everything cozy and relaxed. Black ankle boots finish the look with a clean polished touch that feels perfect for a chilly city stroll. The whole vibe is effortlessly chic with just enough winter polish to feel put together without trying too hard.

I love this look because it feels like the kind of outfit I reach for when I want to stay warm but still look stylish. The long coat creates such a flattering line and the cream sweater brightens everything in the best way. The jeans add that easy everyday comfort I live for and the ankle boots pull it all together with a sleek finish. It is one of those holiday winter outfits that works for almost any celebration from brunch to casual gatherings and I would wear it in a heartbeat.

Cozy Neutral Winter Charm

This outfit is the perfect mix of snuggly textures and easy winter style. The warm caramel teddy jacket brings that soft, touchable feel we all crave when the snow starts falling. Underneath, the simple black sweater dress adds a clean and effortless base that keeps everything looking polished. The matching chunky knit beanie ties the whole look together with the cutest pom pom, and the black over the knee boots keep things sleek while giving the outfit a little hint of drama. The overall vibe feels cozy, neutral, and totally put together even in the middle of a snowy day.

I love how this look manages to feel cute and warm without trying too hard. The teddy jacket gives me that instant wrapped in a blanket feeling, while the black dress and boots make the outfit look intentionally chic. I’d wear this for a winter stroll, a holiday coffee date, or honestly any day where I want to feel comfortable but still pulled together. It is one of those outfits that makes winter dressing feel easy and fun.

Cozy Knit and Satin Holiday Look

This outfit brings together the prettiest mix of textures with a soft white chunky knit sweater paired with a bold red satin midi skirt that sways beautifully with every step. The sweater feels warm and wintry while the skirt adds that festive shine that instantly dresses things up. The whole look feels cheerful and feminine with a relaxed vibe that still looks totally polished for any holiday moment. The warm lights in the background make the red satin pop even more and the combination creates such a dreamy seasonal glow.

I love this outfit because it strikes that perfect balance between cozy and glam. The knit sweater keeps everything comfortable while the smooth satin skirt brings in the party energy without trying too hard. I always feel confident when I wear something that moves nicely and this skirt does exactly that. It flatters curves in the best way and the color feels instantly joyful which is exactly what I want during the holidays.

Cozy Tartan Coat With Classic Winter Layers

This outfit blends timeless winter pieces with a fun holiday twist. The star of the look is a long tartan coat in deep navy with bold red and green checks that instantly feels festive without trying too hard. Underneath is a soft cream cable knit sweater that adds texture and warmth. The medium wash cuffed jeans keep everything casual and easy. Black ankle boots and a simple brown crossbody bag finish the outfit with that effortless put together vibe you can wear anywhere from brunch to browsing Christmas markets.

I love this look because it feels so achievable yet so chic. The plaid coat does all the talking while the rest of the outfit quietly supports the moment. The jeans and sweater combo gives me that comfortable confidence I always want in winter. The whole look feels flattering because the long coat creates a clean line and the soft knit keeps the outfit cozy without feeling bulky. It is the kind of winter outfit that makes me feel cute, warm, and ready for every holiday plan on my calendar.

Cozy Sweater Dress With Over The Knee Boots

This look mixes comfort and polish in the prettiest winter way. The black knit sweater dress has that soft, warm texture we all reach for once the temperature drops, and the relaxed cowl neckline gives it a cozy feel without looking bulky. The wide gray belt adds shape at the waist and gives the outfit a little extra structure. Paired with rich brown over the knee suede boots, the whole look feels sleek, simple, and totally city chic. The snow on the sidewalk almost becomes part of the vibe because the outfit stands out so beautifully against it.

I love this outfit because it feels put together with almost zero effort. The belt defines the waist in such a flattering way and the knee high boots make the whole look feel longer and leaner. I also adore how the textures work together. It is warm without being frumpy and chic without trying too hard. This is the kind of outfit I throw on when I want to look like I planned my day even if I definitely did not.

Sparkly Mini Skirt With a Cozy Pop of Red

This outfit pairs a bright red cable knit sweater with a black sequin mini skirt that brings all the sparkle without feeling over the top. The soft knit gives the look a warm and wintry feel while the sequins add just the right touch of holiday shine. Black tights keep everything sleek and streamlined and the fuzzy black winter boots make the whole outfit feel fun and practical for chilly streets. The vibe is festive and cute with a little city chic energy.

I love how this outfit blends comfort with glam in such an easy way. The cropped sweater highlights the waist without clinging and the sparkle skirt instantly makes me feel ready for any celebration. The tights keep me feeling confident and the cozy boots make it wearable for real winter weather. It is one of those looks that feels effortless yet still turns heads and I can see myself wearing it to anything from a casual holiday brunch to a night out with friends.

Elegant Black Wrap Dress for Effortless Holiday Evenings

This look features a beautifully draped black wrap dress with long sleeves and a soft, fluid fabric that moves so gracefully with each step. The deep V neckline adds a flattering touch while the gathered waist creates that lovely cinched shape without feeling tight. The floor length silhouette gives the whole outfit an elevated and timeless vibe that works so well for winter celebrations. Paired with a chic silver clutch and delicate drop earrings, it feels polished yet incredibly comfortable at the same time.

I love how this outfit creates instant confidence without trying too hard. A wrap dress like this smooths everything out in the best way and makes me feel put together the moment I slip it on. The black fabric keeps it classic while the soft draping adds just enough glamour for holiday dinners or festive nights out. It is one of those outfits that looks chic from every angle and feels effortless even when I am rushing out the door.

Sparkly Sweater With a Satin Midi Moment

This outfit blends holiday sparkle with that effortless winter chic we all want. The soft shimmering sweater feels cozy but still festive enough for any December plan. Paired with a flowing black satin midi skirt, the look has that quiet luxury vibe that moves beautifully with every step. The black ankle boots keep things sleek and modern while giving the whole outfit a little city girl energy. The mix of textures makes it feel polished without trying too hard and the neutral palette keeps it classy for both daytime and night plans.

I love this combo because it is the kind of look that instantly makes me feel put together even on days when I am juggling a million things. The sparkly knit adds just the right amount of glam without feeling over the top and the satin skirt gives such a flattering shape with its soft drape. It is comfy, elegant, and one of those outfits that works for everything from brunch to holiday cocktails. Honestly, this is the type of winter outfit that makes dressing feel easy and fun.

Glam Velvet Gown for Festive Nights

This gorgeous outfit features a deep red velvet gown that drapes beautifully and catches the winter light in the softest, most elegant way. The V neckline adds a touch of drama while the long sleeves keep things cozy for chilly evenings. The look gets even more luxurious with a plush black faux fur wrap that ties everything together with a little old Hollywood magic. The overall vibe feels classic, rich, and effortlessly glamorous.

I love how this outfit just knows how to flatter. Velvet has this magical way of smoothing everything out and making me feel instantly put together. The rich red shade feels bold without being too much and that faux fur wrap makes me feel like I am stepping straight into my own holiday movie moment. It is the kind of look that turns every sidewalk into a red carpet and honestly I am all for that.

Cozy Puffer Coat with Winter Neutrals

This outfit brings together everything I love about cold weather style. The deep green puffer coat looks plush and warm without feeling bulky, and it pairs so well with the soft cream cable knit sweater underneath. The black skinny jeans keep the look sleek, and the brown lace up winter boots add that practical yet cute touch you want when the sidewalks are covered in snow. The little peek of a striped scarf adds a tiny pop of pattern that pulls the whole look together. It feels classic, effortless, and ready for any snowy day.

I love how this outfit makes me feel put together without trying too hard. The long puffer creates such a nice shape by balancing warmth and structure. The cream sweater softens the whole outfit and keeps it bright. The jeans and boots make everything look polished and grounded. It is the kind of winter look that lets me stay cozy while still feeling chic which is honestly my favorite combination for holiday season weekends or anytime I want to feel cute while freezing.

Velvet Wrap Dress That Always Feels Elegant

This outfit features a stunning black velvet wrap dress with a soft sheen that instantly feels luxe and winter ready. The long fitted sleeves balance the gentle V neckline while the wrap silhouette creates that pretty gathered effect across the waist that we all adore. The midi length keeps things classy and effortless and the black ankle boots give the whole look a modern touch that works for holiday dinners or more dressed up nights out. The vibe is rich cozy polished and very much the type of outfit that makes walking down any hallway feel like a slow motion movie scene.

I love this outfit because velvet has this magical way of looking glamorous without trying too hard and the wrap shape makes me feel snatched and comfortable at the same time. The dress frames curves in such a flattering way and the dark color brings that chic winter energy I always crave during the holidays. I also appreciate that this look needs almost zero styling. I can throw on earrings swipe on a bold lip and suddenly I feel holiday ready in the easiest way possible.

Gold Sequin Blazer Party Look

This outfit brings all the festive energy in the best way. The star of the look is a stunning gold sequin blazer that instantly sets a celebratory mood. Underneath it sits a soft black camisole with a delicate lace neckline that adds a touch of romance without trying too hard. Paired with sleek high waist black trousers, the whole outfit feels polished but still fun. The sparkle from the blazer contrasts beautifully with the silky textures of the top and the tailored finish of the pants, giving the look a glamorous and confident vibe that feels perfect for holiday parties.

I love this look because it strikes that sweet spot between shine and sophistication. The gold blazer brings all the sparkle I crave for festive nights, while the black base keeps everything flattering and balanced. I also adore how the lace detail softens the outfit so it feels feminine without losing its edge. This is the kind of outfit that makes me feel instantly put together the moment I slip it on and honestly that is my favorite kind of fashion magic.

Silver Wrap Dress That Shimmers All Night

This look is all about easy glamour with zero effort required. The outfit features a stunning silver wrap dress with long sleeves and a softly textured metallic fabric that catches every bit of holiday sparkle. The wrap style creates a flattering, cinched shape while the short hem keeps things fun and party ready. Paired with classic black heels and bold statement earrings, the whole vibe feels warm, glowy, and perfect for any festive night indoors with twinkle lights in the background.

I love this outfit because it feels glamorous without making me feel overdressed. The wrap detail gives me that confident, pulled together shape I always want during the holidays. The metallic sheen instantly makes the look feel special and I swear it photographs like a dream. It is one of those outfits that lets me glide into a room feeling bright and sparkly without having to think too hard about anything.

Luxe Champagne Wrap Dress Look

This outfit pairs a silky champagne wrap dress with a soft cream winter coat draped effortlessly over the shoulders. The dress has a subtle sheen that catches the light in the prettiest way and the wrap tie pulls everything in for that flattering hourglass shape. The coat brings in a clean structured layer that feels elegant and warm without hiding the beautiful shape of the dress. The overall vibe is luxurious, festive, and perfect for any celebration that calls for a little sparkle without going full glitter mode.

I love this look because it feels chic without trying too hard. The satin finish makes me feel instantly polished and the wrap style gives me confidence since it highlights curves in such a gentle way. Adding the coat on top creates that cozy winter elegance I always want when the holiday season hits. It is one of those outfits that makes me feel put together even if I only did a five minute glam routine.

Festive Glam With a Luxe Pleated Skirt

This outfit is such a gorgeous mix of cozy and glam. The soft black faux fur jacket adds warmth and texture while the simple black top underneath keeps everything sleek. The real star is that metallic emerald pleated skirt that catches the light beautifully and moves with so much grace. Paired with gold hoops, a bold red lip, and a structured little bag, the whole look feels perfectly holiday ready without trying too hard.

I love this outfit because it feels so put together with basically zero effort. The black top and jacket give me that comfy secure base while the shiny green skirt brings all the festive magic. The pleats skim the body in the prettiest way and the color looks amazing in winter light. It is the kind of look that makes me feel instantly chic while still staying cozy enough to wander around a Christmas market and snack on treats.

Cozy Street Style Winter Layers

This outfit is all about staying warm while looking effortlessly cute. A soft grey ribbed sweater gives the whole look a relaxed and cozy base, paired with classic blue cuffed jeans that feel casual but still put together. The black scarf adds a bit of contrast and texture while the brown beanie brings in that perfect winter warmth. Finishing everything off are the sturdy brown lace up boots with a little faux shearling peeking out which makes the whole look feel like a comfy walk through a winter market.

I love this kind of outfit because it proves that simple pieces can still look incredibly chic when styled with intention. The mix of neutrals feels calm and polished and the textures make everything look thoughtful without trying too hard. Plus those boots instantly make me feel ready for cold sidewalks and holiday errands. It is the kind of winter look that feels flattering because it balances comfort and structure while still keeping that easy confident vibe.

Edgy Leather Jacket With a Cozy Knit Dress

This look is such a perfect blend of cool and comfortable. The outfit pairs a soft heather gray knit dress with a relaxed cowl neckline and a flattering straight silhouette. Layered on top is a classic black leather jacket with polished silver hardware that gives the whole look a little attitude. Black opaque tights keep things sleek while ankle boots finish everything with a clean winter ready feel. The overall vibe is effortless street chic with a touch of holiday season sparkle from the warm lights in the background.

I love this outfit because it strikes that sweet balance between cozy and confident. The knit dress feels comfortable enough for all day wear while the leather jacket instantly sharpens the whole look and gives it personality. The monochrome base keeps everything slimming and streamlined which always feels super flattering on busy winter days. This is exactly the kind of outfit I reach for when I want to look put together without trying too hard.

Winter White Coat With Wide Leg Trousers

This look is all about quiet luxury in the coziest winter way. The outfit features a beautifully structured wrap coat in a soft winter white that ties at the waist for that effortless hourglass shape. Underneath, the wide leg trousers keep the monochrome moment going, giving the whole look a chic, elongated silhouette. The black heeled ankle boots and simple black clutch add just the right amount of contrast without stealing the spotlight. Everything feels clean, polished, and very oh I just naturally look this put together while walking through the city.

I love how this outfit feels both powerful and soft at the same time. The wrap coat gives me that pulled together feeling without being fussy, and the monochrome palette makes the whole look appear taller and sleeker. There is something so flattering about a winter white moment because it brightens the skin and looks instantly upscale. This is the kind of outfit that makes me feel confident walking into absolutely any holiday event.

Sparkly Night Out Look

This outfit is giving total holiday going out energy with a glam twist. The black faux fur jacket adds that cozy luxe vibe without feeling over the top, and underneath it the black sequin top brings all the sparkle when the city lights hit. Paired with medium wash skinny jeans that keep the whole look grounded and wearable, the outfit balances shine with everyday ease. Black ankle boots pull everything together, while a small embellished clutch and statement earrings make it feel party ready without needing anything extra.

I love this look because it feels effortlessly chic while still being super comfortable. The sequins do all the talking so I don’t have to fuss with heavy layers or complicated pieces. The faux fur jacket makes me feel warm and glamorous at the same time and the jeans keep it from feeling too formal. It is the kind of outfit I reach for when I want to look polished but still walk around feeling like myself.

Cozy Red Puffer With Winter Neutrals

This look pairs a bold red puffer jacket with a soft white cable knit sweater, creating that perfect snowy day contrast everyone secretly hopes for when winter hits. The black leggings keep everything sleek and simple while the black ankle boots add a little polish without trying too hard. The white beanie ties back to the sweater and gives the whole outfit that cute bundled up vibe that feels both practical and stylish. The colors are bright, cozy, and totally made for a walk through fresh snow.

I love this outfit because it feels so easy yet so put together. The red puffer instantly brightens a cold winter morning and the fitted leggings balance out the volume on top in a super flattering way. The cozy textures make it feel warm without looking bulky and the whole look has that comfy confident energy I’m always chasing in winter. It’s the kind of outfit I reach for when I want to stay warm but still look like I planned my day right.

Velvet Wrap Dress With Subtle Sparkle

This outfit features a rich burgundy velvet wrap dress with three quarter sleeves and a soft V neckline. The fabric has that luxe sheen that only velvet gives and the wrap style creates a lovely curve hugging shape without feeling tight. She pairs it with sparkly pointed heels and long statement earrings that catch the warm holiday lights in the room. The whole look feels festive and elegant while still being comfortable enough to move around and enjoy the night.

I love how this outfit feels chic without trying too hard. The wrap shape creates such a natural highlight at the waist and the velvet makes everything look a little more dressed up. I always reach for pieces like this when I want to feel confident and cozy at the same time. It has that effortless holiday glamour that works for dinners parties and everything in between.

Cozy Winter Street Style With A Puffer And Scarf

This look is all about staying warm without losing the cute factor. The outfit pairs a black puffer jacket with a soft grey knit scarf that drapes beautifully for that relaxed winter vibe. She wears black pants with a comfy fit that still looks polished and finishes the outfit with sturdy winter boots that feel perfect for snowy sidewalks. The whole look feels practical but still put together, with soft textures and a clean color palette that always works in cold weather.

I love how this outfit feels effortless but still chic. The long scarf adds so much softness near the face and the dark base layers create a sleek line that feels flattering without trying too hard. I also like how the boots make the outfit feel ready for real winter days. It is the kind of look I reach for when I want to stay warm but still feel confident and stylish while walking around town.

Polished Winter Neutrals That Always Look Chic

This look pairs a soft cream ribbed sweater with sleek black faux leather pants and a long grey wool coat draped effortlessly over the shoulders. The mix of textures makes the whole outfit feel rich without trying too hard. The black ankle boots keep everything clean and streamlined while the subtle gold hoops add just a touch of shine. It has that confident winter city vibe that works for casual days out and dressier plans.

I love outfits like this because the balance just works. The leather pants give me that edgy feeling while the cozy knit keeps things warm and soft. The long coat adds instant polish and ties everything together in a way that feels easy and intentional. It is the kind of winter look that flatters without feeling fussy and it always makes me feel put together even when the sidewalks are covered in slush.

Velvet Wrap Top With Wide Leg Pants

This look pairs a rich purple velvet wrap top with soft draping and a flattering V neckline together with sleek black wide leg trousers. The fabric of the top catches the light in the prettiest way and the fluid shape of the pants gives the whole outfit an easy polished vibe. The black heels finish it off with a simple touch that keeps everything chic without trying too hard.

I love how the wrap style creates shape without feeling tight and the wide leg trousers balance everything so well. The bold purple feels festive without being over the top and the outfit has that perfect mix of comfortable and glamorous that I always reach for during winter events. It is one of those looks that lets me relax, enjoy the moment, and still feel stylish in every photo.

Metallic Pleated Skirt With Soft Winter Layers

This outfit brings together the prettiest mix of shine and softness. The metallic pleated midi skirt moves beautifully with every step and adds that subtle holiday sparkle without feeling over the top. The creamy knit sweater balances the shimmer with a warm and cozy feel. The oversized scarf draped around the shoulders gives everything a soft winter glow. The tall brown boots ground the look with a classic touch and tie the whole palette together in the dreamiest neutral way.

I love how chic this feels without trying too hard. The pleats create such a flattering shape and the metallic tone catches the light in the best way. The scarf adds polish while still keeping things practical on cold days. The whole outfit feels elegant but comfortable which is honestly my favorite kind of holiday style.