Winter weather got you down? Don’t worry. Once the magic around the holiday season settles, we are all in need of a little style inspiration to take us through the dark and dreary winter days ahead. With this in mind, we went straight to curating the best winter outfits for women, pulled directly from the street-style set to help guide you through it all.
The best winter outfits for women hit on a few of the key winter trends of the season, like the English countryside mood spotted at Chloé or the modern minimalism found at Khaite and Toteme. You’ll also see how to style several of the key winter essentials that you probably already own in your closet (or want to shop anyway), from must-have outerwear to cozy knitwear, and warm, wool separates.
So whether you are fully committed to the barn jacket trend or are wondering how to incorporate leather into your own wardrobe, these 9 winter outfit ideas will give you all the creative tools necessary to make your winter wardrobe truly great.
1. Military Mix
This winter, try taking uniform dressing to the next level. We suggest working with military-inspired separates in an earth-toned palette. Start with a belted, wool coat in an olive tone, add a khaki button-down, and then pair with tonal wool trousers. As far as accessories go, comfortable leather Chelsea boots will do just the trick.
Buck Mason Mainstay Cotton Shirt
The Row Gordon Wide-Leg Pants
Cos Square-Toe Chelsea Boots
2. Winter Color Blocking
To break up the winter blues during these colder months, a little color blocking in muted shades can breathe new life into your wardrobe. Consider a cool asymmetrical, striped blazer, like Sacai’s, that feels fresh and modern and will act as a focal point in your look to style all of your favorite basics around. Layer an easy, slim-cut knit in forest green, add a pair of black wool trousers, and heeled boots— you’ll be out the door in a flash.
Sacai High-Neck Combo Chalk-Stripe Blazer Jacket
Éterne Francis Cashmere Pullover Sweater
Maria McManus Straight-Leg Stretch Wool Trousers
3. Minimalist Basics
Why stray far from the classics? This look proves minimalist dressing can have a big impact with a few modern twists. A leather midi skirt in creamy white will make a splash, especially when paired with a cashmere crewneck in contrasting black. Bold, patent knee-high boots add an unexpected element, adding texture into this outfit. A chunky, gold hoop and simple clutch finish things off in a contemporary way.
Everlane The Classic Crew in Cashmere
Toteme Double Leather Skirt
Gianvito Rossi Patent Square-Toe Knee Boots
Lie Studio The Georgia Wide Belt
4. Mocha Mousse Twist
We haven’t been able to stop talking about our love for all things chocolate brown this season and now Pantone’s 2025 color of the year is “Mocha Mousse,” indicating the dark-hued shade is not going anywhere. While mixing black and brown was once considered a fashion faux pas, it is no longer; this look shows how to do it just right. Keep your underpinnings monochromatic in coco brown and add an elegant black coat on top. Adidas’ popular Taekwondo sneaker gives it a fun, yet practical street-style twist.
Skims Fits Everybody Turtleneck Top
A.L.C. Hirsh Straight-Leg Pants
5. Country Goes City
Yes, the trending barn jacket can be city-appropriate too, with a few simple styling tweaks. A waxed jacket, whether that be classic or remixed in design, should not just be reserved for weekends upstate. When you style it with a cozy, cashmere sweater, plaid wool trousers, and a commuter-friendly heeled boot (that is actually walkable!), sartorial success can be found. It’s a fun way to mix up your everyday office look without straying too far from the classics.
Alex Mill Chiltern Street Jacket
Dries Van Noten Prati Check Wool Pants
6. Leather Weather
Leather jackets and coats need no introduction, but they should be major players in your winter wardrobe. As demonstrated here, a leather trench coat goes a long way when styled in an unconventional, yet elegant way. Trade the usual T-shirt and jeans for a crisp, white button-down and coordinate with a leather skirt. The cherry on top of this black and white combo is a pair of bold, patent red pumps that will really steal the spotlight. We can’t stop thinking about how good this looks.
The Frankie Shop Faux-Leather Trench Coat
Cos Relaxed Double-Cuff Shirt
Vince Mid-Rise Flared Leather Skirt
Reformation Mallori Closed Toe Heel
7. Jeans Queen
It doesn’t take much to make a denim outfit shine, especially if you have the right styling hacks in your back pocket. When in doubt, do as the street-style set do—throw a sweater around your neck. It takes the whole “oversized blazer, baggy jeans, and dad sneakers” combination to new heights by adding some texture (and extra warmth!). Stylish sunnies and a chic, designer clutch bag are the perfect accoutrements to balance out the menswear feel.
Brunello Cucinelli Wool and Mohair Sweater with Monili
& Other Stories Wide Jeans
8. Uptown Remixed
This winter, try reworking some of your go-to essentials with a little edge. A gray blazer is a winter wardrobe must-have and we suggest styling it with leather trousers, instead of your usual wool pair, as seen here on Lauren Santo Domingo. Add a pair of pointy flats for an uptown-meets-downtown twist to cold-weather dressing and a colorful print scarf on top for an elegant touch.
Favorite Daughter The City Blazer
Elizabetta Uffizi Wool Scarf
Frame Relaxed Leather Trousers
Manolo Blahnik Gala Pointed-Toe Flats
9. Modern Prep
Any true fashionista knows that borrowing from the preppy handbook is never a bad idea, especially in the winter. A ’70s-inspired, shearling jacket makes for a stylish centerpiece, especially layered on top of a cable-knit sweater and paired with plaid trouser pants. Add modern accessories like a contemporary handbag and suede boots.
Polo Ralph Lauren Julianna Cable Stitch Sweater
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Chloé Houndstooth Wool-Blend Wide-Leg Pants
Veronica Beard Delilah Cap Toe Chelsea Boot
Kristina Rutkowski is a New York-based writer and editor with over 15 years in the fashion industry. Previously the Senior Fashion Market Editor at InStyle magazine, she covered all things trend and shopping related. She has also worked in the fashion departments at both Self and Glamour. Her byline has appeared on HarpersBazaar.com, Vogue.com, WSJ.com, VanityFair.com, WWD.com, TheZoeReport.com and more. Find her on Instagram at .
