21 Plus Size New York Winter Outfits For Stylish NYC Women

Plus size New York winter outfits? It’s a whole vibe… and I’ve cracked the code for staying warm while looking absolutely fire.

Let me tell you about my first real NYC winter. I thought I was prepared. I wasn’t. The wind off the Hudson? Brutal.

But here’s what I learned: cold weather fashion doesn’t mean hiding under shapeless layers or sacrificing your aesthetic.

I’ve spent years figuring out this puzzle. How do you nail that effortless street style when it’s freezing?

How do you stay cozy without looking like you’re drowning in fabric? And most importantly… how do you feel yourself while bundling up against that infamous New York City chill?

These 21 outfits changed everything for me. They’re casual yet chic. Practical but never boring.

Whether you’re grabbing coffee in Brooklyn or navigating Midtown crowds, these looks work. I’m talking real outfits for real women with real curves navigating real cold.

Think structured coats that celebrate your shape. Layering that actually makes sense. Boots you can walk in for more than two blocks.

Must-See: Plus Size Winter Birthday Outfits.

21 Plus Size New York Winter Outfits

Ready to transform your winter wardrobe? Don’t forget to check out the styling tips section at the end… that’s where the real magic happens.

1. Plus Size Camel Teddy Coat with Black Turtleneck Winter Outfit

Picture this: a luxurious oversized teddy coat in rich camel paired with a sleek black ribbed turtleneck tucked into high-waisted dark wash jeans.

The texture contrast is everything here. Add black leather Chelsea boots with a chunky sole for navigating icy sidewalks. Layer a burgundy wool scarf for that pop of color against neutral tones.

This outfit screams uptown sophistication while keeping you insulated from those brutal subway platform winds.

2. Plus Size Quilted Puffer Jacket with Leather Leggings Winter Outfit

A cropped quilted puffer in olive green creates the perfect silhouette when paired with high-waisted faux leather leggings.

Underneath, wear a cream cable knit sweater that peeks out just enough. Combat boots with a lug sole complete this street-ready look. This combination handles the cold without adding bulk where you don’t want it.

The structured puffer hits right at your natural waist, creating definition while the leggings elongate your legs perfectly.

3. Plus Size Longline Plaid Coat with Turtleneck Dress Winter Outfit

A statement grey and black plaid coat that falls below the knee transforms a simple black turtleneck sweater dress into pure NYC elegance.

The coat’s tailored structure provides warmth without overwhelming your frame. Pair with opaque fleece-lined tights and knee-high suede boots in charcoal. Add a leather crossbody bag and cashmere gloves.

This outfit transitions seamlessly from weekend brunch in the West Village to evening cocktails in Tribeca with effortless polish.

4. Plus Size Shearling Aviator Jacket with Midi Skirt Winter Outfit

A cognac brown shearling aviator jacket brings major texture when styled over a fitted black mock neck and a burgundy knit midi skirt.

The aviator’s cropped length balances beautifully with the longer skirt. Finish with black ankle boots featuring a block heel and warm wool socks peeking over the top.

This mix of tough and feminine captures that downtown Manhattan energy while keeping you cozy through February’s coldest days.

5. Plus Size Wool Blend Trench Coat with Jeans Winter Outfit

A classic navy wool blend trench with a belted waist creates stunning definition over a striped Breton top and straight leg jeans in medium wash.

The structured shoulders add polish while the belt cinches everything perfectly. Style with white leather sneakers and a navy beanie for casual weekend exploring. Carry a tan tote bag for practicality.

This outfit proves you can look put-together without trying too hard while walking through Central Park or shopping in SoHo.

6. Plus Size Faux Fur Collar Coat with Monochrome Look Winter Outfit

An all-black ensemble gets elevated with a charcoal wool coat featuring a detachable faux fur collar. Layer a black crewneck sweater over black ponte pants with a subtle bootcut.

The monochrome palette elongates your entire silhouette beautifully. Black pointed-toe booties with a kitten heel add sophistication without sacrificing comfort on cobblestone streets.

This sleek approach to winter dressing embodies that quintessential New York minimalism while keeping everything practical and warm.

7. Plus Size Parka with Hoodie Layering Winter Outfit

A forest green parka with a fitted waist and faux fur-trimmed hood pairs perfectly with layered basics underneath.

Start with a grey hoodie over a white thermal long-sleeve, then add black jogger-style pants with a tapered leg. Finish with insulated hiking boots in tan and a chunky knit beanie.

This outfit handles those brutal wind chill days when fashion takes a backseat to survival, but you still look intentionally styled for Brooklyn coffee runs.

8. Plus Size Belted Wool Wrap Coat with Sweater and Trousers Winter Outfit

A rich burgundy wool wrap coat with a wide belt creates beautiful curves over a cream chunky knit sweater and charcoal wide-leg trousers.

The wide legs balance proportions while providing room for thermal layers underneath. Add black leather loafers with a platform sole and gold hoop earrings for polish.

A structured handbag in black leather completes this office-ready look that transitions beautifully from Midtown meetings to after-work dinner plans uptown.

9. Plus Size Sherpa-Lined Denim Jacket with Knit Set Winter Outfit

An oversized sherpa-lined denim jacket in medium wash layers over a matching knit set in rust orange… think fitted turtleneck with coordinating jogger pants.

The denim provides wind protection while the sherpa lining traps heat efficiently. Style with white platform sneakers and a crossbody bag.

This casual approach works perfectly for running errands in your neighborhood or meeting friends for weekend lunch. The coordinated knit set underneath feels intentional and pulled together.

10. Plus Size Houndstooth Coat with All-Black Base Winter Outfit

A striking black and white houndstooth coat commands attention over an all-black foundation of turtleneck and skinny jeans.

The bold pattern draws the eye upward while the fitted base keeps everything streamlined. Black suede ankle boots add drama without competing with the coat’s statement print.

Accessorize with black leather gloves and a simple gold necklace. This outfit captures that editorial street style you see strutting through the Meatpacking District on fashion week.

11. Plus Size Longline Cardigan with Thermal Layers Winter Outfit

A chunky ribbed cardigan in oatmeal that hits mid-thigh creates cozy sophistication when belted at the waist over a black thermal henley and dark olive corduroys.

The cardigan’s open front allows for easy layering while the belt defines your waistline beautifully. Finish with tan suede ankle boots and a wool fedora.

This outfit balances warmth with breathability for those days when you’re constantly moving between freezing outdoor temperatures and overheated subway cars.

12. Plus Size Military-Inspired Coat with Casual Essentials Winter Outfit

A structured olive military coat with brass buttons and epaulettes brings authority to a simple white turtleneck and black straight-leg jeans.

The coat’s tailored fit through the shoulders creates beautiful structure. Combat boots in black leather with a shearling cuff keep your feet warm and dry through slushy streets.

Add a plaid scarf in red and green tones. This utilitarian approach to winter dressing feels decidedly NYC… practical, polished, and ready for anything.

13. Plus Size Faux Leather Puffer with Sweater Dress Winter Outfit

A cropped faux leather puffer in black adds edge to a grey ribbed sweater dress that falls just above the knee.

The leather finish provides wind resistance while the puffer’s insulation handles the cold. Layer thick black tights underneath and finish with white chunky sneakers for contrast.

Add silver hoop earrings and a black backpack. This outfit captures that downtown cool-girl aesthetic while remaining completely functional for navigating the city in subzero temperatures.

14. Plus Size Colorful Puffer with Neutral Layers Winter Outfit

A statement puffer jacket in cobalt blue becomes the focal point over neutral layers… think beige turtleneck sweater and cream straight-leg pants.

The bright outer layer lifts your mood during grey winter months while the neutral base keeps everything grounded. White leather high-top sneakers and a tan beanie complete this fresh approach.

This outfit proves winter doesn’t require sticking to boring dark colors while maintaining that sophisticated NYC aesthetic everyone aspires to achieve.

15. Plus Size Bouclé Coat with Velvet Pants Winter Outfit

A textured black bouclé coat with silver buttons creates tactile interest over a burgundy velvet turtleneck and matching burgundy velvet pants.

The rich fabric combination feels luxurious while providing excellent insulation. Black pointed-toe mules with a block heel and pearl drop earrings add elegance.

This outfit works beautifully for holiday parties, theater evenings at Lincoln Center, or fancy dinners in Manhattan. The velvet adds warmth without requiring excessive layering underneath.

16. Plus Size Cocoon Coat with Fitted Base Winter Outfit

An oversized cocoon-shaped coat in charcoal grey balances beautifully when paired with a fitted black mock neck and black skinny jeans.

The coat’s relaxed silhouette provides freedom of movement while the fitted base prevents looking shapeless. Black leather ankle boots with a pointed toe and a silk scarf in jewel tones complete the look.

This sophisticated approach to proportions shows you understand how to work with your body rather than against it in cold weather.

17. Plus Size Barn Jacket with Layered Neutrals Winter Outfit

A waxed cotton barn jacket in tan layers perfectly over a cream cable knit sweater and brown corduroy pants.

The jacket’s weather-resistant finish handles light snow while maintaining a relaxed silhouette. Brown leather lace-up boots and a cream knit scarf complete this earthy palette.

This outfit channels that upstate New York countryside aesthetic that Brooklynites love adopting for weekend escapes while remaining completely functional for city life and farmer’s market trips.

18. Plus Size Double-Breasted Peacoat with Striped Layers Winter Outfit

A classic navy peacoat with gold buttons creates timeless appeal over a red and white striped long-sleeve shirt and dark indigo jeans.

The double-breasted style cinches at the waist naturally. Red leather ankle boots pick up the stripe color while a navy beret adds Parisian flair to your New York winter.

This nautical-inspired combination works year after year without ever feeling dated, proving that classic styling always wins in the fashion capital.

19. Plus Size Teddy Coat with Leather Accents Winter Outfit

A cream teddy bear coat provides incredible warmth when styled with a black leather pencil skirt and black turtleneck bodysuit.

The contrast between soft and structured creates visual interest while the lighter coat brightens winter’s darker days. Black leather knee-high boots with a low heel elongate your legs.

Add gold jewelry and a black leather shoulder bag. This outfit strikes that perfect balance between uptown polish and downtown edge that defines modern New York style.

20. Plus Size Cape Coat with Slim Bottoms Winter Outfit

A burgundy cape-style coat with arm slits creates dramatic coverage over a fitted grey turtleneck and black tapered pants.

The cape silhouette provides generous warmth without restricting arm movement. Black heeled booties and a structured handbag maintain polish while a gold watch adds subtle luxury.

This unique outerwear choice sets you apart from the standard puffer jacket crowds while proving you understand how to make a statement without sacrificing practicality in freezing temperatures.

21. Plus Size Reversible Puffer with Athleisure Base Winter Outfit

A reversible puffer jacket in black and grey offers versatility over a matching black sweatshirt and black leggings with fleece lining.

The athleisure foundation provides comfort while the structured puffer keeps everything looking intentional rather than lazy. Black running shoes with good traction handle icy sidewalks confidently. Add a crossbody bag and wireless earbuds.

This outfit acknowledges that sometimes New York winter survival requires prioritizing warmth and comfort while still looking completely put together.

22. Plus Size Charcoal Puffer Vest with Athleisure Layers Winter Outfit

A charcoal grey hooded puffer vest creates perfect dimension over a navy pullover hoodie and relaxed black jogger pants with elastic cuffs.

The vest adds core warmth without restricting arm movement. Cream ribbed wool socks peek over tan lace-up boots with chunky soles. A textured knit infinity scarf in charcoal adds neck protection.

This comfortable street style look handles errands and casual outings while maintaining that effortlessly cool NYC aesthetic.

23. Plus Size Burgundy Belted Coat with Turtleneck Sweater Dress Winter Outfit

A stunning burgundy wool coat with structured shoulders and a black leather belt creates sophisticated definition over a matching burgundy ribbed turtleneck sweater dress.

The monochrome burgundy palette feels rich and intentional. Black opaque fleece-lined tights provide warmth beneath the knee-length dress.

Brown leather knee-high boots with lug soles and a tan leather crossbody bag complete this polished look that transitions beautifully from Midtown office meetings to upscale dinner reservations.

23. Plus Size Glossy Puffer with Leather Skirt Winter Outfit

A statement brown patent leather cropped puffer jacket brings high-shine texture over a camel fitted turtleneck bodysuit and black faux leather pencil skirt hitting just below the knee.

The glossy finish adds contemporary edge while providing wind resistance.

Black leather Chelsea boots with platform soles and a black crossbody belt bag complete this bold street style look that commands attention walking through SoHo or the Lower East Side.

24. Plus Size Classic Trench Coat with Wide-Leg Trousers Winter Outfit

A timeless camel trench coat with notched lapels and buckled cuffs creates elegant structure over a cream ribbed turtleneck sweater tucked into charcoal grey wide-leg trousers.

The trench’s knee-length cut provides coverage while the wide-leg pants balance proportions beautifully. Tan leather loafers and matching tan leather gloves coordinate seamlessly.

A burgundy wool beret adds a sophisticated pop of color and Parisian-inspired charm to this polished ensemble perfect for gallery openings or upscale brunching.

Must-See: Plus Size Winter Disney Outfits.

10 Step Styling Tips For Plus Size New York Winter Outfits

Step 1: Master the Art of Strategic Layering Without Adding Bulk

Listen, I used to think layering meant just throwing on everything I owned until I couldn’t move my arms. Wrong approach. The secret is choosing the right fabrics in the right order.

Start with a thin thermal base layer that sits close to your skin… this traps heat without adding visible bulk. Then add your middle layer, which should be something with texture like a fitted sweater or turtleneck.

Your outer layer is where you make your statement with a structured coat. Here’s what changed everything for me: avoid puffy mid-layers. They create that marshmallow effect we’re trying to avoid.

Instead, look for flat-knit sweaters or ribbed fabrics that provide warmth through density rather than air pockets. When you layer smart, you stay warm without looking like you’re wearing your entire closet at once.

Step 2: Invest in Coats That Define Your Waist

Can we talk about shapeless coats for a second? They’re everywhere. And they do us zero favors. The difference between looking frumpy and fabulous often comes down to coat structure.

I learned this the hard way after spending too many winters swimming in oversized parkas. Now I prioritize coats with built-in belts, princess seams, or tailored waists. Even a simple tie belt can transform your silhouette completely.

When a coat nips in at your natural waist, it creates an hourglass shape that celebrates your curves instead of hiding them. Don’t be afraid of structure… it’s actually your friend in winter styling.

A well-fitted coat might cost more upfront, but you’ll wear it constantly because it makes you feel incredible every single time you put it on.

Step 3: Choose Footwear That Balances Proportion and Practicality

New York sidewalks in winter are no joke. You need boots that can handle slush, ice, and miles of walking. But here’s the thing… your footwear also affects your entire outfit’s proportions.

I’ve found that boots with a bit of height, whether it’s a block heel or a platform sole, elongate your legs and balance out heavier winter coats. Ankle boots work beautifully with cropped or straight-leg pants.

Knee-high boots look amazing with skirts and dresses when paired with thick tights. The key is making sure your boots have good traction.

I don’t care how cute those smooth-soled booties are if they turn you into a skating rink casualty. Look for lug soles or textured bottoms. And honestly? Waterproofing spray is your best friend this season.

Step 4: Embrace Monochrome Dressing for Effortless Elongation

This trick is so simple it almost feels like cheating. When you dress in one color family from head to toe, you create an unbroken vertical line that makes you look taller and leaner.

I’m not saying you need to wear all black every day, though that’s definitely a New York staple. Try all navy, all grey, all burgundy… whatever speaks to you.

The magic happens because there’s no visual break cutting your body in half. You can play with different textures within the same color family to keep things interesting.

Maybe a charcoal sweater with black pants and grey boots. Or cream layers with tan outerwear. The beauty of this approach is that it simplifies getting dressed on freezing mornings when your brain isn’t fully functional yet. Everything coordinates automatically.

Step 5: Prioritize Quality Undergarments and Base Layers

Nobody talks about this enough, but what you wear underneath affects everything on top.

I’m talking about proper thermal underwear, seamless shapewear if that’s your preference, and bras that actually support you in bulky winter clothes. When your foundation is right, your outer layers drape better and you feel more confident.

I spent years dealing with shapewear that rolled down or bunched up under pants until I finally invested in higher-quality pieces designed for cold weather.

Look for moisture-wicking fabrics that keep you from getting sweaty on the subway, then freezing when you step outside.

Silk or merino wool base layers are worth every penny because they’re thin, warm, and breathable.

Trust me, when you’re not constantly adjusting yourself, you carry yourself differently. You look more polished because you feel more comfortable.

Step 6: Shop Brands That Actually Understand Plus Size Proportions

Let me save you some frustration and disappointment. Not all brands that offer extended sizes actually design for plus size bodies. There’s a huge difference between scaling up a straight-size pattern and actually creating garments with our proportions in mind.

For New York winter outfits specifically, I’ve had great success with brands like Universal Standard, Eloquii, and Torrid for trendy pieces. Good American makes excellent coated and leather pants that hold up in cold weather.

For outerwear, try Lane Bryant, Nordstrom’s plus section, and ASOS Curve—they all carry coats with proper arm length and shoulder placement. Old Navy has surprisingly good affordable basics for layering.

Don’t sleep on retailers like Macy’s and Bloomingdale’s either; they’ve expanded their plus offerings significantly.

My advice? Order multiple sizes when possible and don’t settle for “good enough” just because shopping feels exhausting sometimes.

Step 7: Accessorize to Add Personality While Staying Warm

Accessories are where you inject your personal style into winter outfits without compromising warmth. A statement scarf in a bold print or rich color transforms even the most basic coat and jeans combination.

I collect scarves obsessively because they’re an easy way to refresh outfits I’ve worn a hundred times. Beanies and berets keep your head warm while adding that NYC cool-girl vibe.

Don’t forget about gloves… leather ones look sophisticated, but make sure you can still use your phone. Touchscreen-compatible gloves exist and they’re a game changer. Bags matter too.

A structured leather tote or crossbody keeps your hands free for coffee while looking intentional. The right accessories pull your whole look together and show you put thought into your outfit despite the challenging weather conditions outside.

Step 8: Pay Attention to Pant Rise and Coat Length Relationships

This might sound technical, but stick with me because it matters. The point where your coat hem ends in relation to your pant rise creates visual proportions that either work beautifully or look completely off.

I learned this after wondering why certain outfit combinations felt wrong even though I liked each piece individually.

Here’s the guideline I follow now: if you’re wearing high-waisted pants, a cropped coat that hits at your natural waist or just below creates a balanced silhouette. If you prefer mid-rise or low-rise pants, longer coats that fall mid-thigh or below work better.

The worst combination? A coat that ends right at the widest part of your hips with low-rise pants. It visually cuts you in half in an unflattering way. Play around with these relationships and notice how different they make you feel.

Step 9: Don’t Underestimate the Power of Proper Coat Sizing

I need you to hear this because it took me years to accept it myself. Sometimes you need to size up in coats, and that’s completely okay.

A coat that’s too tight in the shoulders or can’t button comfortably over your sweaters isn’t doing its job.

You should be able to layer underneath without feeling restricted or having the coat pull across your back and chest. At the same time, going too big creates sloppiness and doesn’t provide the structure that makes you look polished.

The right fit means you can move your arms freely, sit down comfortably, and layer a chunky sweater underneath without straining buttons.

When trying coats, wear the types of outfits you’ll actually layer beneath them. Button or zip them up completely and move around. Raise your arms. Sit down. If anything feels tight or restrictive, keep looking.

Step 10: Create a Capsule of Mix-and-Match Winter Essentials

New York winters are long. You need outfits that work hard without boring you to tears.

I’ve found that building a small capsule of versatile pieces in a cohesive color palette makes getting dressed so much easier.

Start with two or three coats in different styles… maybe a puffer for brutal cold days, a wool coat for dressier occasions, and a casual jacket for milder weather.

Add several sweaters in complementary colors, a few pairs of pants in different cuts, and boots in neutral shades.

When everything coordinates, you can mix pieces in countless combinations without thinking too hard. This approach also prevents that panicked feeling of having a closet full of clothes but nothing to wear.

Quality over quantity wins every time in winter fashion because you’ll actually wear these pieces repeatedly rather than letting them collect dust.

Final Thoughts

Here’s what I want you to remember about plus size new york winter outfits: you deserve to feel confident walking down fifth avenue in february.

You don’t have to choose between warmth and style anymore. These outfits prove that our curves belong in this city, taking up space, looking absolutely stunning while doing it.

Winter fashion isn’t about hiding… it’s about celebrating yourself even when it’s freezing outside. Now go conquer those snowy streets.