It’s 2021, And Riding Boots Are As Timely As Ever—10 Outfits To Try

As far as wardrobe classics go, riding boots rank up there with the best. But lately, with its platform relatives and stiletto siblings getting all of the spotlight, it’s easy to overlook its understated ease. Well today, we’re shifting the attention back on this timeless staple, starting with talking about all the ways to wear it. 

Fashion people can cycle through a lot of trends in a matter of months, but riding boots are one of those things that never quite leave; you can always find a pair drifting subtly in the background of wintertime outfit snaps. This also means it’s a staple that will forever be in rotation regardless of which trends come and go. Right now there are so many great reasons to pull out your faithful pair of riding boots, or splurge on a new pair if you haven’t yet. Keep clicking below to check out all of the fresh ways to wear riding boots this season and to get some inspiration of your own.

According to French girls, wearing shorts is a year-round affair. If your legs can withstand the chill, it’s an out-of-the-box complement to riding boots that captures the Parisian spirit.

Leggings and riding boots are a match made in sartorial heaven, so it makes perfect sense that paired with an oversize sweater it’s an effortless go-to ‘fit for when you’re in a rush.

The juxtaposition of black riding boots with a white coat screams crisp and cool.

A roomy sweater and leggings are the key to keeping riding boots casual.

When commuting to the office becomes a normal part of my routine, this look will be in my head rent-free. While a sweater dress is pretty simple, it’s the sophisticated coat, sleek riding boots, and structured bag that takes this to the next level.

Play up proportions with a cropped jacket and paper bag pants for another play on French-girl style.

It’s a fact: printed dresses are always more fun with boots, and that goes tenfold when it comes to patent leather.

Here’s a lesson in how to do elevated casual: style your riding boots with skinny jeans, a wool coat, and a sweater over the shoulders.

Sometimes a one-piece outfit is the best method to giving your riding boots some shine.

We’re back again with the trusty shorts and riding boot combo, albeit this time with the addition of a chic wool coat.

Coming up: Colored Leather Is the Trend on Everyone’s Minds—7 Ways to Get in on It