ICYMI, Cowboy Boots Are Back With a Vengeance, and These 40 Pairs Prove It

Best designer cowboy boots


Courtesy of Szymon Brzóska | The Style Stalker

Every fashion editor can tell you that even with our shopping expertise, we too are filled with regrets from time to time. We can regret adopting specific trends (e.g., low-rise waistlines), we can regret purchases (like buying poor-quality pieces), but the biggest regret of all is the things we missed out on buying. Despite all our good purchases, it’s so easy to be haunted by the things we didn’t buy. I’ll never stop thinking about how I didn’t buy Off-White’s For Walking cowboy boots or Fendi’s Zucca cowboy boots. In the moment, it can be hard to discern if a shoe trend is worth your time and if investing in that designer pair of boots is a safe bet. 

But we here at Who What Wear don’t like to beat around the bush. We’re all about telling you which trends are worth your time. And frankly, none is worthier than cowboy boots. As a dominant style for the past two seasons, this signature style is here to stay. But if you’re not sure if you’re ready to invest in Western-inspired boots, keep reading, as we’ve rounded up the best designer cowboy boots at every price point. Saddle up, sweethearts, because this boot style is worth the ride.

Cowboy Boots to Invest In:

Ganni’s boots are a favorite among the fashion set.

Love the slouchy-boot trend as much as Western-inspired pieces? These boots are right up your alley, then.

Isabel Marant’s cowboy boots are a staple for the brand season after season, so they make the perfect pair to invest in.

Remember the grip these Chloé boots had on every It girl? Well, now's your chance to re-adopt the popular style.

Now, these studded boots impress me very much. 

You’ll achieve bohemian vibes thanks to these boots.

I promise these will become a staple in your wardrobe.

You can wear these classic black boots for seasons to come.

I’ve been eyeing these metallic cowboy boots for a hot minute. 

Is it just me, or can you imagine the coolest person you know wearing these boots?

Another moment of silence for the three-tone suede on these boots. 

Shop more Affordable Cowboy Boots: 

I own these cowboy boots, and I’m telling you they’re perfect.

How cute is the cactus on these booties?

Everything about these vanilla-hued cowboy boots is scrumptious. 

The square toe on these boots makes them a more trend-forward twist on this classic boot style. 

Who doesn’t love a black ankle boot? 

Brown cowboy boots will always be a cult classic. 

The cacti on these cowboy ankle boots are just the right amount of edgy. 

These boots will go with everything you already own. 

My most comfortable boots are from Sam Edelman.

Who said your Western-inspired boots couldn’t include a little block heel?

The stitching detail on these Matisse boots is stunning. 

Um, the woven leather on these boots goes hard

Is it even Western-inspired if it doesn't look a little worn-in? 

I’m so giddy about the sage suede on these shoes. 

These boots give a whole new meaning to the term Wild West.