When temperature drops significantly, I often think back to when I officially lived part-time in NYC for three years. That season became my favorite, because the city had this unique way of mixing comfort, coziness, fashion, and much effort into everyday life. As a third resident, I got a good grasp of how to stay warm, dry, fashionable without overthinking what to wear, repeat, dressed for a dinner or show.
Being born and raised a Chicagoan, I know Chicago winters are on average harsher, so my recommendations come from both places. Whether you’re planning travel to New York City or just need to refresh your own cold weather essentials, here’s a local’s perspective: keep a fool-proof packing list. Purchase pieces that make small talk easy—like coats that blend comfort with style—and soon you’ll find that even in Los Angeles, where I sometimes travel, these tips work great. For my longtime readers wondering what to wear, you’re already covered with these top essentials.
What to Wear in New York City in Winter

Thermal Base Layers
When winter hits New York City, my best advice is to start from the base layers. From head to toe, I always rely on Heattech gear by Uniqlo because each year, almost like clockwork, the stock begins to sell quickly around November. A pair of leggings under jeans or a light sweater over tops feels fashionably right while still keeping that extra warmth without adding too much bulk.
I’ve learned the key to staying warm is smart layering. Thin thermal essentials like tops, pants, or ski gear work perfectly for sensitive cold days, giving extra warmth without heavy clothing. When packing, I always stock a few sets of leggings and tops so I never run out of options to stay warm in style.