Saddle Up, Because These Are The 12 Best Cowboy Boots To Gift This Holiday Season

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If there is one type of footwear to gift to yourself — or a loved one — this holiday season, it should be cowboy boots. Not only are they the trendiest type of kicks on the market, but they’re also stylish, supportive, and durable, making them the kind of present that will actually last from one year to the next (and won’t be returned).
At a Glance: The Best Cowboy Boots of 2024
- Best Overall: Tecovas The Annie Boots
- Affordable Choice: Ariat Heritage R Toe Western Boot
- Metallic Funk: London Rag Ponsies Boot
- Worthy Investment: Lucchese The Randall Boot
- Sleek and Simple: Vodvob Western Boot
In the past, cowboy boots could often be seen as slightly intimidating. I get it. There were times when I, too, thought they were mostly suited for burly, plaid-wearing cattle farmers. But now, thanks to the likes of Beyoncé and Dua Lipa and all of the chic concert-goers I met at the Mt. Joy show this past summer, I can confidently declare they’re for everyone. There are classic leather boots, boots with diamond embellishments (so you can become your own “Rhinestone Cowboy”), and boots that don’t even look like cowboy boots at all. The options are endless. To help you find the perfect pair to purchase this December, we’ve compiled a list of the best cowboy boots to buy online below. Shop them all now.
Tecovas The Annie Boots
The Annie Boots singlehandedly changed my view on Western gear. And trust me — as someone who grew up as a “Yankee Doodle Dandy,” I was a skeptic. Not only can they elevate any outfit (my ideal pairing is with a long denim skirt, black bodysuit, and buckle belt), but they can also be worn just about anywhere. Rock them to work, your next Noah Kahan concert, or even a Saturday night out, and you’ll look chic and fashion-forward. One of my favorite aspects of the Annie Boots is their improvement over time. I find that with each little crease and wrinkle, they only look more stylish and full of character. Grab them in white, red, green, or any of the fifteen other colors, and you’ll find it’s an investment worthy of making.
Tecovas The Cartwright Boots
If my previous love letter to the Tecovas Annie Boots is any indication of how I feel about the brand, the same can be said for their Cartwright Boots. Timeless, hardworking, and available in eight different colors, their staple round toe will keep your feet comfortable without feeling squished, and the one-and-a-half-inch heel adds just the right amount of lift without making it look like you’re wearing height inserts (not that we would judge).
Ariat Heritage R Toe Western Boots
You’re going to fall “Head Over Boots” for this pair by Ariat. Based out of California, the brand has over three decades of experience creating quality Western products that stand the test of time. Take these Heritage Boots, for instance. Featuring a cushioned insole, a cool intricate stitch pattern, and 100% leather, they’re the type of footwear you’ll have for years to come. Which is good news, because cowboy boots never go out of style.
Ariat Bench Made Stilwell Cowboy Boots
Maybe your partner is a real Cowboy working on a ranch in Montana, or maybe they’re a mid-20s dude who likes to strut through SoHo; either way, these Stilwell Cowboy Boots will make the perfect gift for them. Made with top-quality leather, they’re handcrafted by expert boot makers in Mexico, have odor-resistant properties, and will feel just as good on as they look off.
London Rag Poesies Boots
Gift these metallic Western boots from London Rag alongside their favorite singer’s show tickets (ahem, may I suggest the upcoming Post Malone tour), and you just won the holiday season. See how easy that was. With a pointed toe, comfortable fit, and chic detailing, these boots will help them stand out from the rest of the concert crowd.
Crown Vintage Jarelle Western Boots
If you’re not fully ready to hop on the saddle with the cowboy boot trend, then these mid-length kicks are perfect for you. Inspired by the stitching used on traditional Western boots, they’re versatile enough to wear with jeans and your favorite concert tee but look enough like Chelsea boots to wear with a suit or sports coat.
Lucchese Presley Exotic Boots
If there’s one name you should know when it comes to cowboy boots, it’s Lucchese. This Texas-based company has been creating high-quality boots and shoes since 1883 (so quite literally, the Wild West) and has been known to be worn by everyone from Johnny Cash to Chris Stapleton. While the price is a little higher than other options (okay, fine, a lot higher), they’re worth every damn penny thanks to their unique designs, world-class materials, and handmade artisan touch.
Lucchese The Randall Boots
I can guarantee you’ll never see another pair of boots like these. Influenced by the people and places of Texas, the Randall Boots are elegant, surprising, and honestly, just cool as hell. They’re for the type of guy who wants to channel his inner “Cowboy Casanova.”
Roper Riley Round Boots
For just under $60, these bright pink Riley Boots are the ideal holiday gift for yourself. Wear them to your local down the street or to the Polo Fields at Coachella; either way, the embroidered design and cushioned insole will keep you chic and comfortable wherever you roam.
Vodvob Western Boots
There are certain times when you should really spend the money and invest in a quality pair of cowboy boots — we’re looking at you ranch hands and rodeo-style enthusiasts. But there are other times when you just want a pair to wear to your next Zach Bryan concert without worrying about them getting scuffed (or saturated in beer). That’s where these Vodvob Western Boots come in. For under $65, they’re supportive, comfortable, and won’t break the bank.
Frye Shelby Studded Boots
Frye is to cowboy boots like Chuck Taylor’s are to sneakers — you can’t really think of one without the other. Founded in 1863, Frye is the oldest continually operated shoe company in the United States, and their high-quality footwear proves that some things get better with time. These Shelby Boots are made with over 3,800 studs and are complete with leather lining and a supportive footbed. Forget gifting jewelry this holiday season because these boots will shine just as bright.
Frye Bruce Pull On Boots
Trust me when I say anyone can wear cowboy boots. But if you’re nervous about trying them for yourself or gifting them to a loved one, these Bruce Pull-On Boots are the perfect place to start. Available in four different colors (two of which are currently on sale), this option has the characteristics of all of the best cowboy boots on the market without being too in your face. The thick block heel is subtle enough to mistake for any type of modern boot, but the intricate side detailing gives it that Western flair you’re seeking. In other words, they’re the ideal in-between.