The Boot Outfits That Are All Over NYC

We’re right on the edge of fall and winter, which means that boots are wardrobe essentials at this point. So what are the coolest ways to wear them this season? I always look to NYC fashion insiders to see which shoe silhouettes they’re buying and exactly how they’re styling them. After all, if there is one group among the fashion set who knows how to style boots best, it’s NYC girls.

Here, find inspiration for cool winter boot outfits that you’ll want to wear for the months ahead. From ensembles with jeans that are fit for the office to weekend looks you’ll want to wear on repeat to a way to wear them for a formal event, these are the freshest ways to style your boots right now. Go on to see five outfits that have a fashion-girl stamp of approval and shop pieces to try them for yourself.

A blazer + button-down + black jeans + python boots
NYC winter boot outfits



Who What Wear Fashion Editor Lauren Eggertsen nails the perfect transitional look. The outfit relies on cool tailored basics that really make the python boots pop.

Camel coat + white bag + white boots
NYC winter knee-high boot outfits



For minimal, neutral-lovers you can't go wrong with a camel coat paired with knee-high boots. This outfit will simply never go out of style.

Blazer + sheer dress + knee-high boots
NYC winter boot outfits with dresses



If you have a formal evening event but want to skip the heels, swap in a pair of knee-high boots. They look especially cool underneath a sheer dress as seen in the outfit here.

Blazer + tee + baggy jeans + combat boots
NYC black winter boot outfits



Want to wear head-to-toe black but still keep things interesting? Add some dimension to your look by tucking your pant into a pair of tall combat boots.

Puffer coat + turtleneck + leggings + shearling boots
Cool NYC winter boot outfits



When the temperatures really start to dip, you'll want to layer on a puffer coat. Just add a turtleneck, leggings, and shearling-lined boots.