The 40 Best Designer Cowboy Boots to Shop at Every Price – Who What Wear

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.