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 or making purchases, but the biggest regret of all is the things we missed out on buying. We've all been haunted by the things we didn’t buy. I'll never stop thinking about how I failed to buy Fendi’s Zucca Cowboy Boots from its F/W 18 collection. I've been kicking myself every day over that decision, even more so now that we've seen western-inspired shoes come back into style with a vengeance. Alas, the lesson has been learned the hard way. I won't pass up on another pair of designer cowboy boots, and I'd argue that you shouldn't either.
Hear me out: Cowboy boots have never been cooler. Not only have we seen this footwear resurface in recent runway collections (see Schiaparelli's S/S 24 couture show), but they've also gained cultural momentum again. With the likely forthcoming country tour for Beyoncé's newest album, Cowboy Carter, these boots will be bigger than ever before. Thereby making investing in a pair of designer versions as practical as buying a pair of Levi's jeans. But if you’re not sure if you’re ready to invest in Western-inspired boots, keep reading, as I’ve rounded up the best designer cowboy boots along with a few affordable options. Saddle up, sweethearts, because this boot style is worth the ride.
Designer Cowboy Boots to Invest In
Is it just me, or can you imagine the coolest person you know wearing these boots?
I promise these will become a staple in your wardrobe.
The "for walking" stitching on these boots is sending me.
Ugh, Khaite kills me every time.
Ganni's cowboy boots are beloved among the fashion crowd.
Saint Laurent can do no wrong.
Not your run-of-the-mill cowboy boots.
A moment of silence for the powder-blue stitching and floral embellishment these boots.
Saddle up.
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 for the perfect pair to invest in.
Minimalists, apply here.
These give a whole new meaning to the term "don't tread on me."
These will add edge to any ensemble.
Barbie, WYA?
You can style these with jeans, skirts, shorts, and dresses.
Now here's a pair of classic black cowboy boots, but way cooler.
Is it even Western-inspired if it doesn't look a little worn-in?
You can wear these suede boots with just about anything.
You’ll shine like a star in these boots.
Consider this proof that cowboy boots can be for the girls.
Snakeskin boots? Yee-haw.
I'm a sucker for sleek suede booties.
Everything about these chocolate-brown cowboy boots is scrumptious.
Remember the grip these Chloé boots had on every It girl? Well, now's your chance to re-adopt the popular style.
Shop Cowboy Boots Under $350
Three words: distressed cowboy boots.
How cute are the cutouts on these booties?
Dark-brown suede cowboy boots are perfect for the fall.
The square toes on these boots make them a more trend-forward twist on a classic style.
Cap-toe cowboy boots will always be a cult classic.
Sometimes the best staples are the simplest.
These boots give a whole new meaning to the term Wild West.
Dua Lipa regularly wears boots from this brand.
Who doesn’t love black ankle boots? But if you don't, these also come in six other colors.
Beyoncé would approve.
Black cowboy boots are never a bad idea.
Now, these floral boots impress me very much.
My most comfortable boots are from Sam Edelman.
Oh, she's classic.
Um, the stitching on these boots goes hard.
This color!
Stunning. No notes.
These boots are too cool.
These are smokin’ hot.
You can't beat this price point.
This post was originally published at an earlier date and has since been updated.
-
Move Over, Jeans—The Chicest People I Know Are Wearing This Expensive-Looking Pant Trend With BootsSpotted on Naomi Watts.
-
My Mom's 63, I'm 29, and We Both Love Zara and Madewell—Here Are 33 Pieces We're Both Eyeing RNThey're ageless, timeless, and modern.
-
These Are the Surprising Shoe Trends Gen Z Is Styling With Everyday Outfits for the Rest of 2025Niche, weird, and unconventional.
-
Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
-
Listen, Being Cool in 2025 Requires Just Two Things: Loose Jeans and This “Weird” Viral Flat-Shoe TrendThey're strange, but so chic.
-
These Easy Outfit Formulas Make Even Fall's Most Polarizing Boot Trend Look CoolSee the inspiration inside.
-
Sophisticated Women in Paris, New York, and London Will Be Wearing These Luxury Items All WinterOnly speaking facts.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on RepeatCount these inspo pics as proof.
