18 Gorgeous Plus Size Winter Dress Outfits Perfect for Any Occasion

Winter dresses and I have a very soft spot for each other, mostly because they let me stay warm without sacrificing an ounce of style.

I love the way a good dress can make even the chilliest day feel a little more glamorous.

Some people reach for heavy layers the second the temperature drops, but I always find myself looking for outfits that feel cozy and pretty at the same time.

No matter your style, there is something magical about a winter dress that fits well and flatters in all the right places.

I put together these gorgeous plus size winter dress outfits because I wanted a collection that feels fun and practical and ready for any moment the season throws at us.

If you’re into pieces that feel chic without trying too hard, you are in the right place.

Cozy Black Sweater Dress With a Warm Puffer Coat

This outfit pairs a simple black knit sweater dress with a long caramel puffer coat that brings instant warmth and style to a chilly day. The dress has that soft structured texture that hugs without clinging while the coat adds volume in the best possible way. Black ankle boots and a structured black handbag keep everything sleek and polished. The dark sunglasses and bold red lip give the whole look a confident city vibe that feels effortless and put together.

I love how this outfit feels both practical and chic at the same time. The long puffer coat creates such a beautiful contrast against the fitted sweater dress and it adds movement when you walk which always feels stylish. The monochrome black base makes the silhouette look clean and flattering while the caramel coat brings just the right amount of warm color. It is one of those winter looks that makes me feel cozy but still totally ready for any occasion.

Chic Green Knit Dress With a Cozy Puffer Layer

This outfit pairs a fitted emerald green ribbed knit dress with a classic black puffer jacket that brings all the cozy winter energy. The dress hugs the body in a really soft, flattering way while the rich green tone gives it that instant wow factor without trying too hard. The puffer adds warmth and structure, and the little black crossbody bag ties everything together. Black ankle boots finish the look with a simple but stylish touch, keeping the whole outfit sleek from top to bottom.

I love how this outfit feels equal parts polished and practical. The knit dress creates such a smooth silhouette, and the darker jacket balances it with just the right amount of casual comfort. It is one of those looks that makes me feel put together even on chilly days when I am tempted to pick the warmest thing instead of the cutest thing. This one gives both and that is why it works so well.

Bold Floral Wrap Dress With a Rich Winter Coat

This outfit pairs a beautiful black wrap dress covered in vibrant red and blue florals with a long, deep burgundy coat that instantly adds warmth and elegance. The flowy fabric of the dress keeps the look feminine and soft while the structured coat brings that polished winter vibe we all love. Black ankle boots ground the outfit and make it perfect for city strolls or casual dates. The brown crossbody bag pulls everything together with a touch of practicality without taking attention away from the bold print.

I love how this outfit mixes confidence with comfort. The wrap dress creates such a flattering shape at the waist and the long burgundy coat adds a sophisticated layer that feels perfect for chilly days. The colors look gorgeous together and the whole look feels effortlessly put together without trying too hard. It is the kind of outfit that makes you feel pretty the second you step outside.

Navy Wrap Dress With a Classic Trench

This outfit feels like the perfect mix of polished city style and easy winter comfort. She is wearing a deep navy wrap dress with a ribbed knit texture that hugs beautifully without feeling tight. The soft tie at the waist adds a gentle shape that looks natural and effortless. Layered over it is a timeless beige trench coat that opens as she walks, giving the whole look a fun, confident energy. The brown crossbody bag adds warmth and balance while the black ankle boots ground everything with a chic winter touch. The whole look feels modern, wearable, and very walk-through-the-city fabulous.

I love how this outfit makes getting dressed for winter feel so simple and stylish. The wrap dress creates a flattering line that feels feminine without trying too hard, and the trench gives that instant classic vibe that makes any outfit look intentional. The colors work beautifully together and the accessories keep it practical for real life. It is the kind of look I reach for when I want to feel put together with almost zero effort, and honestly, it always works.

Warm Chocolate Knit Dress With a Caramel Coat

This look is such a cozy winter dream with its rich mix of warm neutrals. The outfit centers around a soft chocolate brown knit dress that falls effortlessly and feels like the fashion equivalent of a hug. Layered on top is a long caramel wool coat that adds instant polish while still keeping things snuggly for cold weather strolls. The chunky brown pom pom beanie brings in that cute winter personality, and the black tights and ankle boots ground everything with a sleek finish. The whole vibe feels chic yet approachable, like something you would wear on a crisp morning coffee run or a relaxed weekend date.

I love how this outfit works because the colors blend so beautifully. The chocolate and caramel tones create this warm harmony that looks good on everyone. The knit dress gives shape without feeling clingy, and the coat adds structure in the most flattering way. I also adore how the beanie makes the whole look feel playful without losing its sophistication. This is one of those outfits that makes you feel put together even on days when you just want to be cozy.

Bold Red Wrap Dress With a Luxe Faux Fur Coat

This outfit is such a winter showstopper. The gorgeous red wrap dress brings all the glamour with its soft fabric, flattering V neckline, and waist tie that creates that perfect hourglass shape without even trying. The deep grey faux fur coat drapes over the shoulders like a warm little cloud and adds instant richness to the look. Paired with sleek black over the knee boots, the whole vibe feels confident, festive, and absolutely ready for anything from date night to a holiday dinner out in the snow.

I love how this look balances warmth and drama at the same time. The red dress brings a pop of color that feels joyful in the colder months, while the faux fur coat makes everything feel upscale in the best possible way. The wrap silhouette is one of my favorite winter dress shapes because it highlights curves so effortlessly. Plus, the tall boots keep your legs warm without sacrificing style. It just feels like the kind of outfit that makes you walk a little taller and smile a little brighter.

Casual Navy Dress with a Cozy Puffer Layer

This outfit is all about easy winter comfort with a cute everyday twist. The look brings together a soft navy knit dress with a simple flowing shape that moves beautifully while still keeping things warm. On top is a classic black puffer jacket that adds that snug winter feel without looking bulky. A grey beanie and matching grey socks give the outfit a sweet, laid back touch while the brown lace up boots keep it practical for city walking. The whole vibe feels relaxed, warm, and very wearable for real life winter days.

I love how this outfit feels stylish in the most effortless way. The navy dress adds a touch of softness while the puffer makes it feel instantly winter ready. The combination creates a flattering balance that highlights shape without feeling tight or fussy. It is the kind of look I reach for when I want to feel cute but still stay warm enough to actually enjoy being outside in cold weather. It feels practical and pretty at the same time which is always a win in my book.

Burgundy Sweater Dress With a Polished Gray Coat

This outfit brings together the dreamiest mix of cozy and classy. The rich burgundy sweater dress has that soft ribbed texture that feels warm without looking bulky. The relaxed turtleneck adds a touch of comfort while still keeping things chic. Layered over it is a long gray coat that instantly sharpens the whole vibe, giving the look a polished city feel. Black ankle boots and a structured black crossbody bag round everything out with sleek, modern charm. It is the kind of outfit that looks effortless yet incredibly put together.

I love this look because it feels stylish without trying too hard. The burgundy dress gives such a gorgeous pop of color against the neutral coat and it flatters in that magical way only sweater dresses can. The long coat adds elegance that makes me feel instantly more confident and those ankle boots give a little height while still being comfortable enough for a winter stroll. It is cozy, flattering and versatile which is exactly what I want in a winter dress outfit.

Cozy Cable Knit Dress With a Pop of Tartan Charm

This outfit is winter happiness wrapped in the softest textures. The long ivory cable knit dress creates the warmest base and feels like wearing your favorite blanket out into the world. The chunky knit texture adds that classic winter vibe while still looking polished. Paired with a gorgeous oversized tartan scarf in deep green and rich red tones, the whole look gains a festive spark without trying too hard. The tall brown boots keep everything sleek and practical for snowy walks and tie the outfit together with a little rustic charm. The whole look feels relaxed, cozy, and effortlessly pretty.

I love how this outfit balances comfort with style in the best way. The long knit dress feels so flattering because it skims instead of clings, and the scarf draws attention upward toward the face while adding such fun color. Tall boots always make me feel instantly put together too. This is the kind of winter look that keeps you warm without sacrificing a cute silhouette, and honestly, it just makes cold weather feel a little more magical.

Elegant Black Sweater Dress With Luxe Faux Fur Wrap

This outfit brings together a classic black turtleneck sweater dress with a plush grey faux fur wrap that instantly makes the whole look feel special. The dress has that cozy knit texture we all crave in winter, while the wrap adds a soft, glamorous layer that feels rich without being over the top. Paired with black tights and sleek black booties, the outfit keeps everything streamlined and polished. The overall vibe is warm and chic with just a hint of old Hollywood charm, perfect for a city stroll or a festive night out.

I love how this look balances comfort and sophistication in the easiest way. The monochrome base creates such a flattering silhouette and the faux fur wrap brings in a beautiful touch of texture that feels fancy without trying too hard. It feels like one of those outfits that makes you stand a little taller simply because it’s so effortlessly stunning.

Cozy Sweater Dress With Over The Knee Boots

This look is all about warm winter comfort with a stylish twist. The outfit features a charcoal knit sweater dress with a relaxed, softly structured fit that feels instantly snuggly. Paired with it is a chunky cream infinity scarf that adds texture and brightness. She finishes everything with black tights and rich brown over the knee boots that bring a little drama in the best way. The tan leather tote adds a practical touch and keeps the whole outfit grounded in an everyday city chic vibe.

I love how this outfit feels effortless while still looking put together. The mix of cozy textures makes it perfect for cold weather and the darker dress paired with lighter accessories creates such a pretty balance. Over the knee boots always make me feel a little taller and a lot more confident, and the sweater dress gives that comfortable, relaxed silhouette that still feels flattering. It is the kind of winter look I reach for when I want to stay warm without giving up on feeling cute.

Elegant Green Fit and Flare Dress With a Cozy Black Jacket

This outfit features a gorgeous deep green fit and flare winter dress that moves beautifully with every step. The fabric looks soft yet structured enough to hold its shape, giving the whole look a polished feel. It is paired with a classic black wool jacket that adds warmth without hiding the flattering silhouette. Black tights and sleek ankle boots keep everything cohesive and city chic. The simple necklace adds just a touch of shimmer, keeping the look feminine and effortless while the soft curls and fresh makeup finish everything with a cheerful vibe.

I love how this outfit manages to feel put together without trying too hard. The fit and flare shape always makes me feel instantly confident because it highlights the waist and gives such pretty movement. The green color is bold but still winter friendly and honestly it gives that little mood boost we all need on colder days. Pairing it with a short black jacket keeps the proportions flattering and makes the whole look perfect for casual afternoons or dressed up plans. It is one of those outfits that feels both comfortable and chic which is exactly what I reach for all winter.

Elegant Berry Dress With a Classic Black Coat

This look brings together a rich berry winter dress with soft draping that moves beautifully as you walk. The fabric has a cozy weight that feels warm without looking bulky, and the deep magenta color instantly brightens a snowy backdrop. Paired with a long black coat that adds structure and contrast, the whole outfit feels timeless and polished. Black tights and sleek ankle boots finish the look with a clean, streamlined vibe that works in both casual and dressed-up winter moments.

I love how this outfit feels put together without trying too hard. The berry dress adds a pop of color that flatters so many skin tones, and the draped silhouette makes everything feel comfortable yet elegant. The coat pulls the outfit together in that effortlessly chic way that always earns compliments. It is the kind of winter look that makes you feel warm, confident, and ready for anything from brunch to an evening out.

Classic Navy Wrap Dress With a Warm Camel Coat

This outfit pairs a beautifully draped navy wrap dress with a long camel coat that feels instantly polished and winter ready. The wrap dress brings that soft, flattering movement we all love while the deep navy color adds a touch of elegance that works for day or evening. The camel coat gives the whole look a cozy, luxe vibe with its smooth fabric and structured silhouette. Brown ankle boots and a matching leather bag tie everything together in the prettiest neutral palette, creating an outfit that feels both effortless and put together. The overall mood is confident, warm, and stylish in that everyday chic way.

I love how this look feels so wearable while still giving that quiet wow factor. The wrap dress creates a naturally defined waist that feels flattering without trying too hard, and the camel coat adds instant sophistication without feeling heavy. The color mix is one of my favorites because it always looks expensive. This is the kind of winter outfit that makes me feel ready for anything while keeping things soft, feminine, and comfortable.

Burgundy Wrap Dress With a Cozy Black Puffer

This look pairs a rich burgundy wrap dress with a flattering V neckline and a sleek belted waist that creates the prettiest hourglass shape. The dress has that soft, flowy fabric that moves effortlessly with every step. On top sits a warm black puffer jacket that gives the outfit a comfy winter twist without hiding the silhouette. The black ankle boots pull everything together and keep things polished while still totally walkable for cold city sidewalks.

I love this outfit because it blends comfort and confidence so naturally. The wrap style always feels friendly to curves and the belted waist adds that little boost of definition we all adore. The burgundy color looks luxurious without trying too hard and the puffer creates that cozy but chic vibe I always reach for when it’s freezing but I still want to look put together. It’s the kind of look I could wear all day and still feel amazing in.

Velvet Wrap Dress That Feels Festive And Effortless

This gorgeous look features a rich burgundy wrap dress made from soft velvet that instantly feels warm and luxurious. The wrap style creates a flattering V neckline while the side tie gives that little cinched moment we all adore. The skirt has a gentle tulip shape that moves beautifully and feels so feminine. Paired with sleek black ankle boots, the whole outfit feels cozy yet dressed up, perfect for holiday gatherings or a winter night out. The warm indoor glow in the background just adds to that festive vibe.

I love how this outfit strikes that magical balance between comfortable and stunning. The velvet catches the light in the prettiest way and the wrap detail highlights curves without ever feeling tight. It gives me that instant confidence boost, the kind where you walk into a room and know you look amazing without trying too hard. It is one of those winter dresses that simply works for almost any occasion and makes you feel like the best version of yourself.

Cozy Paisley Dress With Chunky Cardigan Layers

This outfit brings together the sweetest mix of comfort and personality with a rich paisley dress in warm shades of burgundy, mustard, and deep green. The fabric looks soft and flowy, giving the print room to shine without feeling loud. Layered over it is a chunky knit cardigan in a soft oatmeal tone that instantly adds that cozy winter charm. The look is finished with tall brown leather boots and a simple crossbody bag that ties all the earthy tones together in such an effortless way.

I love how this outfit feels stylish without trying too hard. The cardigan softens the bold pattern and makes the whole look feel warm and wearable for everyday moments. The dress skims the body in a flattering way and the tall boots give everything a more polished finish. It is the kind of winter outfit that makes you feel put together while still staying super comfortable, which is honestly my favorite kind of fashion win.

Grey Belted Coat With a Sleek Black Winter Dress

This look is all about polished simplicity. The outfit pairs a long tailored grey coat with a soft tie belt that cinches the waist in the most flattering way. Underneath, a smooth black turtleneck dress creates a clean column of color that feels modern and elegant. The textures are cozy yet refined, and the whole look comes together with black tights and classic black boots that keep everything streamlined. The warm golden lights in the background only make the outfit feel even more winter magical.

I love how effortlessly chic this combo feels. The long coat shapes the waist without feeling tight, and the black dress underneath gives that sleek base that always makes me feel put together with zero effort. It is the kind of outfit that works for coffee dates or evening plans, and it flatters beautifully because everything falls in such a smooth, elongating line. It is simple, classy, and the kind of winter outfit I reach for when I want to look like I really tried even if I didn’t.