The Only 2 Boot Trends NYC Girls Are Buying for Fall

I have a pretty strong obsession with boots. Even though I live in L.A. where it’s sunny most of the year and boots are by no means a requirement by weather standards, they’re a year-round staple in my wardrobe. In the winter, that’s a given when I’m wearing leather hiking boots and tall suede versions, but I don’t abandon boots when summer rolls around either. This past summer, I slipped into my favorite ankle boots with everything from jeans to high-waisted trousers. You might say I’m something of a boot obsessee.

Though I wear boots with abandon any time of the year, fall is typically when I invest in new styles to add to my growing collection. This season, in particular, is full of seriously great boots styles. Right now I already have cowboy boots and faux-croc styles in my shopping cart, but before investing in something new, I was curious to tap the fashion set to find out what they’ll be purchasing now.

My findings were interesting. Though I opened up their picks to any boot style for the season ahead, two standout trends came out on top. Each person landed on either cowboy boots or tall boot styles, so I expect to see those two silhouettes everywhere in the next few months. Ahead fashion’s most stylish NYC insiders are sharing their edit of the best fall boots for next season.

Cowboy Boots

This fall, prepare for all things Western. Most notably, cowboy boots, which were seen on runways everywhere from Isabel Marant to Fendi to Tibi. While the trend has been around for a few seasons now, the silhouettes are more polished this time around.

“This fall I’ll be wearing western boots with everything! My favorite way to style them is with a maxi skirt or a dress belted with boots. Casual but chic!” — Caroline Maguire, fashion director, Shopbop

“I’m so excited about the Western boot trend for fall, that despite already owning multiple pairs, I know I’ll be adding at least oneprobably three—new ones to my wardrobe soon.” — Nicole Akhtarzad, market editor, Who What Wear


Alyssa Vingan

“I couldn’t wait until fall came around to hop on the Western boots bandwagon, and I was lucky enough to come across this high-shine pair by Helmut Lang in the spring. They certainly exude cowboy vibes with their pointed toe and block heel, but they’re sleek enough to wear with just about anything around the city without looking costumey or like I’m dressing for a theme. I typically pull them on with some casual denim (as I did above), but I have also paired them with a floral dress, trousers, and a high-waisted skirt. There’s a reason that all-American cowboy boots never really go out of style.” — Alyssa Vingan, editor in chief,

“From the moment I saw these cowboy boots on the Fendi runway, I knew I had to have them. The cutout heel is a fun take on this classic style. I look forward to styling them with everything from jeans and a T-shirt to flowing dresses.” — Chrissy Rutherford, senior digital fashion editor, Harper’s Bazaar

“Cowboy boots are a definite trend for fall, but instead of splurging big money on a trend that might not stick around, invest in a boot that may have just a touch of Western flair to them. I love this Chloé take on it because they have that cowboy shape but can be worn every autumn because of their color and pattern. It is a funky take on the staple fall boot. I am going to style them with black high-waisted pants, a turtleneck, and a leather jacket.” — Christie Taylor, fashion influencer, NYC Bambi

Tall Boots

If you fall under the “more is more” mentality, this is the boot style for you. Fall proved that slouchy knee boots or super-tall styles embellished with croc or designer logos are the paths to take when you want to make a statement.

“Being a New Yorker who’s constantly hitting the pavement, I can be found on the hunt for a chic kitten heel come fall. The moment I saw the Attico’s lizard-embossed over-the-knee boots, I knew I’d found the pair for me. They’re the perfect combination of sexy and cool. I’ll be wearing mine with mini bags, thin turtlenecks, and midi skirts that feature a high slit to show that perfect amount of leg.” — Taylor Hicks, assistant manager of social media, Bergdorf Goodman.

“I’m looking forward to wearing monogram-pattern boots come fall. They look great over jeans and also go surprisingly well with a variety of skirt and dress options. Better yet, they make for an especially easy outfit when paired with an all-black look!” — Michelle Salem, brand manager, Opening Ceremony

“This season I am all about the slouchy boot below the knee or above the knee, it doesn’t matter. I love how The Row and Ferragamo style the slouchy pant tucked into the slouchy boot. I think this will be my go-to uniform this fall and a nice refresh for a new fall boot.” — Adrienne Faurote, fashion editor, Marie Claire