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.
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.
Shop the look:
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.
Shop the look:
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.
Shop the look:
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.
Shop the look:
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.
Shop the look:
Next, discover the winter shoe trends to invest in now, according to a celebrity stylist.
Kristen Nichols is the Associate Director, Special Projects at Who What Wear where she oversees luxury, runway content, and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. Kristen has worked with brands including Prada, Chanel, and Tiffany & Co., and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Kristen began her career at Rodarte, where she worked on styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.
-
These 30 Incredibly Chic Picks From the Nordstrom Winter Sale Scream Cool Girl
Time to up your fashion game.
By Jennifer Camp Forbes
-
We're Fashion Editors—Everything We Saw, Wore, Did, and Ate During NYFW
Let's dive in.
By Anna LaPlaca
-
Brace Yourself: 2025's Most Divisive Shoe Trend Has Arrived
You'll either love it or hate it.
By Anna LaPlaca
-
This Sweater Will Never Go Out of Style—Here's How French Women Are Wearing It Now
Effortless and chic? Oui!
By Jennifer Camp Forbes
-
I Know You're Stylish If You Tuck Your Jeans Into Boots Like These 5 Chic Women
Don't be scared.
By Nikki Chwatt
-
J.Lo Just Ditched Her Skinny Jeans to Wear This 2025 Denim Trend With $170 Uggs
Casual yet chic.
By Nikki Chwatt
-
New Yorkers Will Wear This Celeb-Concocted Ankle-Boot Outfit for the Next 3 Months
Sydney Sweeney just modeled it for us.
By Allyson Payer
-
Jenna Lyons's World: Her Go-To Red Lipstick, Her Latest Eyewear Collab, and the J.Crew Pieces She Still Wears Today
A true fashion icon.
By Judith Jones