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It feels easier than ever to get into a stylistic rut in the winter. The gray colors of the day and harsh temps make reaching for the same cozy sweaters and fur-lined boots a simple choice. But every February, when fashion week descends upon New York City, there’s also a plethora of inspiration for better winter weather dressing.
Showgoers for New York Fashion Week's Fall/Winter 2026 runways and presentations, as always, leaned into innovative stylistic choices. Rather than following fashion’s rules, attendees set trends by breaking them, whether that was mixing prints or high-low items. Some brought back retro style staples, like pillbox hats, while others leaned into trendy outerwear and the latest designer it-bags
Below, nine standout outfits we spotted on the streets during New York Fashion Week that are worth pinning. Try these out yourself with the matching shopping picks in order to create a look that’s playful and polished as ever.
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A Medley Moment
Shopping picks: top, sunglasses, bottoms, boots
Fashion is full of rules, especially around restraint. If that’s not working for you, go the completely opposite way. Instead of building an outfit based on obvious harmony, whether that’s matching colors or prints, make your look a total pastiche of patterns and tones. Cheetah pants and a plaid top? That's one way to get a little playful. After all, “fashion should be a form of escapism, and not a form of imprisonment,” as the late Lee Alexander McQueen is credited for saying.
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Pops of Red
Shopping picks: jacket, jeans, scarf, sweater
If you reach for all-black outfits almost year round (like myself) but have an itch to make things a little more colorful, start small. Going for a pop of red is almost a universal style tip, as there's a shade to compliment everyone's undertone and features. To achieve this look, start with your all-black base, and swap in a bright rouge knit piece with a scarf of a similar texture. Layer on an edgy piece of outerwear, like a moto jacket or puffer coat, to zhuzh it up even more.
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Just Like Jackie
Shopping picks: hat, trousers, coat, top
Channel a bit of Jackie Kennedy’s fashion-favorite style with a piece emblematic of her looks: a pillbox hat. The retro headwear is an ideal piece for pulling together an outfit with a truly polished air. Make it even more luxe with expensive-looking materials like faux fur, gold accessories, and the trending trouser du jour.
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The Chic Chore
Shopping picks: jacket, jeans, flats, bag
Chore jackets are a workwear staple, as they're usually made with a durable material that withstands weather and pockets to carry tools. But a fashion chore jacket takes those same codes and spruces them up with prints and color. Try the look with a brightly hued version of the jacket (or, look to the classics in neutrals) and rock it with jeans (another workwear-born style staple) and ballet flats.
Low-Rise Leisure
Shopping picks: jeans, jacket, sunglasses, purse, (backup bomber)
Sometimes you can build an outfit based on the denim. It’s a good thing, then, that mid- and low-rise jeans are coming back in a big way, after years of high-rise bottoms being all the rage. To style yours with attitude, choose a statement top that's, ideally, cropped. Bonus points if you flash the midriff for a little more flair. Then, smartly cuff the bottoms, depending on your height.
Print-cess
Shopping picks: jacket, cardigan, scarf, trousers
Animal prints have never gone out of style, per se, but they've especially been in the spotlight in recent years. Bambi, cheetah, and cow have all taken over designer and high street collections alike. Put your own spin on the look by choosing a central animal print piece, like a jacket, and then framing it with pops of color. Finish your look with what feels comfy, like stretchy jeans and your go-to boots for walking.
In the Mood for Love
Shopping picks: wool coat, dress, boots, purse
For those who are in a Valentine's Day sort of mood year-round, embrace the romantic palette and go for an outfit that's all pink. Spice it up with different textures throughout the fit. For example, the softness of a wool coat will offer a chic contrast to the erratic and sparkly nature of pailettes. Wear your quirkiest shoes and bag; it’s all about having fun.
Dandy Dress-Up
Shopping picks: white blouse, trousers, studs, heels
Dress with a hint of dandy in suiting pieces and clear attention to detail. Go for perfectly tailored trousers that hug the waist but flow out from the hips. An optic white and structured top with unique details, like double breasted buttons or cufflinks, is the best blouse option. In the beauty department, slicked back and sculptural hair with a neat makeup look will top off the look.
The Trendy Trench
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Shopping picks: trench coat, belt, boots, gloves
Trench coats will likely never go out of style, which is why tweaking yours can make a world of difference. Take your classic trench---or if you've got one with a leather collar or quirky buttons, great---and spruce it up with a leather belt. To top it off, try tucking your gloves or a scarf into that leather belt. For a more Gen Z spin, hook some charms on instead.
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