Oliver James Montgomery-The Best Cowboy Boots You’ll Want to Wrangle Ahead of Festival Season

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While it's technically still winter, we can't help but start to think about festival season already (a girl can dream, am I right?). It's right around the corner (at least we hope), so it's time to start thinking about those fits besties. And a certain shoe that's become the new "it" girl when it comes to festivals, are cowboy boots. After all, if you're driving out to the middle of the desert, it only makes sense to wear these Western-style chic booties. So, if you're on the hunt for the ultimate cowboy boot to wear to your next festival, we've got you covered with all the best picks you 100% need in your closet.  Whether you're going for a classic black leather bootie or a knee-high style that turns heads, we've curated a collection from beloved brands like Ganni, Jeffrey Campbell, and so much more that you won't be able to resist adding to your cart ASAP.

Just remember, when it comes to selecting cowboy boots, prioritizing quality, comfort, and style is paramount. Opting for high-quality materials like genuine leather and impeccable craftsmanship guarantees longevity in your investment. Comfort, which is equally essential, ensures you can dance the night away at outdoor concerts. We also recommended looking for boots with supportive soles and a heel height that strikes the perfect balance between comfort and style, ensuring you're ready to roam the festival grounds with ease and flair. Keep scrolling for the best cowboy boots that'll complete your Western chic look in an instant.

Featuring a classic cowboy silhouette in sleek black leather with a lower heel, the Cassidy boots effortlessly blend city-chic flair with Western charm. Pair them with wardrobe staples like a crisp white button-down and mid-rise jeans, or make a statement with a sequined dress or skirt.

Fuse bohemian vibes with cowboy energy in these FP booties. Featuring a distressed leather finish and metallic detailing, they exude a worn-in look that would pair perfectly with denim. 

Ganni's sought-after boots feature striking contrasting embroidery on camel leather, epitomizing understated elegance. With a pointed toe and mid-height heel, they blend comfort and style seamlessly, perfect for any occasion—just remember to break them in before extended wear.

Crafted from genuine leather with dramatically pointed toes and classic Western stitching, these Jeffrey Campbell boots are the ultimate statement piece, elevated by its metallic blue colorway and a chunky, stacked heel of just the right height for all-day wear.

Freda Salvador's Loretta boots offer a modern twist on the classic Western style, boasting a minimalist design in neutral beige with a sleek black heel. Handcrafted in Portugal, these booties showcase meticulous attention to detail, evident in their subtle stitching (which we're obsessed with).

Elevate your look with these stunning embellished boots, adorned with vibrant jewels and 3D accents for a pop of color and personality. Featuring a chunky heel and rounded toe, they're perfect for modern nights out and festival adventures.

Featuring intricate stitching and a classic Western silhouette with a distressed touch, these Dirty Laundry boots are the epitome of rugged charm. With their low heels and comfortable fit, they're ready for all-day wear—especially if you're out roaming festival grounds.

Crafted from premium leather that ages gracefully, these boots boast a sleek silhouette, pointed toe, and Western-inspired stitching. Their easy slip-on design and comfortable fit ensure practicality for daily wear, while their timeless style guarantees you'll wear them for many years to come.

Enhance your wardrobe with these versatile neutral boots, offering a modern twist on traditional brown hues. From festival-ready fits to everyday casual fits, they effortlessly complement any outfit. But we recommend pairing them with jeans shorts or baggy low-rise denim for an on-trend ensemble.

On the hunt for more cute shoes? Zappos' 25th birthday sale is full of irresistible shoe deals from all your favorite brands.

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