July 18, 2025, 2:14 pm | Read time: 3 minutes
Cowboy boots are more casual than ankle boots, bolder than combat boots, and above all: real eye-catchers! How can you wear these trendy boots even in late summer? STYLEBOOK has five styling tips ready.
“These Boots Are Made for Walkin’,” you might want to hum when you look at cowboy boots, which have been back in style for some time now–and are also highly popular among stars and fashion influencers. At the numerous festivals this year, this footwear is simply indispensable. What should you keep in mind to avoid looking too much like a cowboy in these boots, and how best to combine them?
Overview
Please don’t: Combine cowboy boots with plaid shirts and hats
If you don’t want to look like you’re at a costume party or just escaped from a country band, steer clear of red plaid shirts, denim shorts, and cowboy hats with this trend. Instead, style clashes are in demand. Fine materials with rugged leather, elegant cuts with the rather cool boots. Cowboy boots look especially nice when the leather has developed a slight patina. You can often find well-preserved (sometimes even unworn) models with this old-school charm in secondhand shops.
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With a dress, cowboy boots look playful
If you already like the style clash of rugged boots (such as chunky combat boots) and a breezy summer dress, you’ll surely enjoy cowboy boots with a summer dress. Note: The boot should reach no higher than the knee and have relatively flat heels; anything else can quickly look too overdone. Whether a playful floral dress or a minimalist slip dress, you can experiment with your dress choice to your heart’s content. Cowboy boots lend even the most romantic dress a certain casualness that sandals and ballet flats lack.
The bold pair the boots with an oversized shirt
Cowboy boots look even cooler with an oversized shirt and short biker shorts. Here, the boots can be a bit longer, with a heel height between one and two inches. Vintage shirts, slightly faded and playfully referencing the “Wild West,” make particularly stylish partners.
With jeans, cowboy boots become casual …
If it gets cooler on late summer evenings, the boots can, of course, be wonderfully styled with denim. Loosely fitting mom jeans look especially cool when slightly rolled up. The cowboy boots themselves are the eye-catcher here: Whether colorful patterns, crocodile look, metallic shimmer, or heels… the most extravagant models go with jeans!
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… and office-ready with an elegant two-piece
If you want something a bit more chic, pointed cowboy boots with a bit of a heel in cream and beige tones or matte black are a good choice. More conservative clothing items like tweed jackets, twinsets, and blazers get a touch of edge. The boots look especially nice in summer with two-piece outfits like airy pantsuits or pencil skirts and oversized blazers.
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Cowboy boots with a maxi dress
A cool, summery look is cowboy boots with a boho maxi dress. The outfit is perfect not only for a carefree festival day but also for strolling around town, at your favorite café, or really anytime. However, make sure to stick to the boho style, whether in colors or materials.