Sweater weather has barely begun, but in true NYC fashion, locals are already stepping out in full force, sporting some of winter’s biggest trends before the season even officially begins. Walking around the city, I’ve noticed that New Yorkers are always a step ahead, mixing classic winter staples with bold, forward-thinking pieces that hint at what’s going to be everywhere in just a few weeks. Whether it’s at a West Village café or a shop in SoHo, these early adopters are setting the tone for what’s about to hit the mainstream.
What exactly are they wearing? Think unexpected layers, statement coats, and cozy textures styled in ways that make winter dressing look effortlessly cool. From polished, oversize scarves to sleek knee-high boots and the latest in tonal dressing, there’s no shortage of inspiration on the streets right now. Here’s a breakdown of the winter trends I’ve already spotted in NYC—plus a few pieces to consider if you’re ready to get ahead of the season.
Pillbox Hats
The pillbox hat is back, offering a chic and timeless silhouette that instantly elevates any outfit. It’s the perfect accessory for adding a dash of vintage flair to both casual and formal looks.
Loro Piana
Jasmine Rabbit Hair Felt Pillbox Hat
Gigi Burris
Lauren Melousine Cocktail
Toteme
Shearling Pillbox Hat
Nana Jacqueline
Janelle Hat
Barn Jackets
Barn jackets are a stylish nod to rustic outerwear, combining function with fashion in the most effortless way. Whether layered over a cozy sweater or paired with jeans, this piece adds a touch of heritage style to your wardrobe.
J.Crew
Short Barn Jacket
Zara
Contrasting Collar Crop Jacket
Everlane
The Barn Jacket
H&M
Cotton Utility Jacket
Skinny Pants
Skinny pants are making their way back into the spotlight, offering a sleek fit that works seamlessly with both oversize and fitted tops. This silhouette is versatile enough to take you from work to the weekend effortlessly.
SER.O.YA
Jinn High Waisted Skinny Pant
Helsa
Stretch Twill Notch Pants
Endless Rose
Slim Fit Pants
Bardot
Corset Pant
T-Bar Shoes
T-bar shoes are having a moment, bringing back retro charm with their elegant yet edgy appeal. Perfect for adding a little structure to a flowing dress or keeping it chic with tailored pants, these shoes are a must-have this season.
Reformation
Thea T-Strap Flat Sandal
Manolo Blahnik
Slingback Pumps
Zara
Heeled Faux Patent Leather Strappy Shoes
Prada
Modellerie Pointed Toe Kitten Heel Pump
Sézane
Marcie Mary Janes
Cape Coats
Cape coats are sweeping in with their dramatic yet sophisticated vibe, offering warmth and style without sacrificing one for the other. Whether worn with a dress or jeans, they add an effortlessly regal touch to any outfit.
ZARA
Short Cape
COS
Wool-Blend Cape
ZARA
Wool Blend Brooch Cape
Chloé
Cropped Lacquered Cotton Capelet
Leopard-Print Outerwear
Leopard-print outerwear is here to stay, turning heads with its bold pattern that adds a fierce edge to any look. This statement piece easily transitions from day to night, making it a perfect addition to both casual and evening outfits.
Mango
Reversible Leopard-Print Jacket
Gap
Double-Breasted Leopard Trench Coat
By Anthropologie
Long Printed Tie-Front Coat
Barbour x Ganni
Cotton Jacket
Oversize Totes
Oversize totes are the go-to bag this season, providing ample space without compromising on style. Whether you’re heading to the office or on a weekend getaway, they’re both practical and chic, adding a sleek finish to any outfit.
Madewell
Oversized Soft Grain Shopper Tote
Madewell
The Shopper Tote
Freja
Paloma Tote Espresso
FP Collection
Slouchy Carryall
