Fall and New York City were practically made for each other—and, as a native New Yorker, I’ll happily take any excuse to dress accordingly. This season and this city are ripe for effortlessly cool fashion choices; it’s the time of year when I reach for the colorful trench or breathable leather jacket, the ridiculously cozy cashmere sweater, the denim that somehow makes every outfit feel more downtown, and a comfortable pair of shoes that still looks chic enough to carry me from a morning in Central Park to an afternoon in SoHo. Then come the fun parts of a fall outfit in New York City, with seasonal trends like fresh, unassuming color combos, animal print peeking out somewhere subtly, a statement it-girl bag, or the wear-with-anything jewelry that makes even the basics feel amped up.
Style in NYC has never really been about following one formula, nor should you when walking in this kaleidoscopic of a city. Whether you’re checking out a new museum exhibition, plotting a night out on Broadway, or simply looking for some fall fashion inspiration, these outfits have you covered for a trip to the Big Apple, mixing timeless New York style with the trends that make it all feel fresh.
Consider this a suitcase of reasons to get dressed up in New York City. No matter what’s on the agenda this season, here’s what to wear in the city that never sleeps.
While there’s no official dress code for Broadway, it’s a special night on the town—and you might want to plan for dinner and a drink beforehand, making it a perfect excuse to look a little spiffy. There’s plenty on Broadway right now, from Wicked and Hamilton to Buena Vista Social Club and MJ The Musical. Just make sure your look is comfortable enough for a couple of hours in your seat.
This long-sleeve dress from Anthropologie is just the right amount of spruce without looking like you’re the main act, especially when paired with these almost-knee-high boots in black cherry—the deep red is very much of the moment, and Dolce Vita makes some of the comfiest boots I know. I’d add this leather jacket in case the theater gets chilly, plus a handbag you won’t mind carrying after the show ends.
