I consider myself an anti-trend shopper. Whilst I work in the fashion industry and keep my finger on the pulse of new season trends, I always consider the longevity, and whether it can serve me for more than a couple of seasons before I commit it to my wardrobe. Whilst I've been temped by some of the new boot silhouettes taking over my timeless this season, my heart of hearts knows that it's classic riding boots that will always pull their weight in a capsule wardrobe.
Void of excess embellishment, riding boots extend up to the knee and feature a simple rounded toe and polished leather exterior. Designed with a small heel, these boots were—as the name suggests—originally designed for use by equestrians and are crafted so as to be able to hook around a stirrup, making practical and comfortable, and ideal of daily wear.
Long adopted by the style set, this timeless shoe trend reemerges every winter in style crowds, often styled with a mini skirts and midi skirts, or worn tucked in to leggings and slim-fitting trousers—as initially designed to do.
Rather than cowboy boots and biker boots that seem to distinctly ebb in and out of favour with the years, this enduring favourite utilises a low-key design that makes it an outfit chameleon—styling well with just about everything. A winter wear no-brainer, style with a dress and tights whilst we wait out the rest of autumn, before pairing with fleece-lined leggings or slim-fitting jeans come winter.
Read on to shop our edit of the best riding boots to buy now.
SHOP OUR EDIT OF THE BEST RIDING BOOTS:
The low stack heel makes these comfortable enough to wear daily.
These also come in a dark brown shade.
Style with tights or wear with bare legs.
I always come back to Arket for their chic wardrobe staples.
These are already on their way to selling out.
I always come back to Vagabond for their high quality footwear collection.
These have shot right to the top of my wish list.
Marks & Spencer is one of my favourite places to look for chic, high quality footwear.
Trust me, these won't be in stock for much longer.
Style with a mini skirt or wear these over slim-fitting jeans.
The sharp silhouette gives these an elevated edge.
-
My In-Between-Season Wardrobe Is Getting a Little Boring—5 Legging-and-Boot Outfits I'm Hoping Will Change ThatPlenty of inspo ahead.
-
I've Been a Fashion Expert for 18 Years—Here's What I Rate This MonthRecommendations you won't find anywhere else.
-
Nothing Says "I've Got Great Taste" Quite Like Zara's Latest Drop of Designer-Looking BootsPut your best foot forward.
-
With These 6 Shoes, All of Your Outfits Will Feel Much Trendier for 2025Let's go shoe shopping.
-
Laura Harrier Found the Airport Trouser-and-Shoe Formula That Looks So Much More Elevated Than Trainers and JeansArrive in style.
-
When 3 Editors Recommend the Same Sleek, Trend-Proof Boot, You Definitely Want to ListenMeet your new favourite.
-
Daisy Edgar-Jones and Sydney Sweeney Wore the Anti-Heels Shoe and Trouser Combo That's Trending in London and NYCSo simple, so perfect.
-
5 Winter Basics to Own If You Refuse to Follow TrendsOur forever favourites.
