Cowboy boots are one of those trends quite literally suited to everyone. No longer reserved for rodeos or festivals they’re a fashion staple that keeps coming back in fresh, stylish ways. And with cowboycore already a huge trend for 2025, a pair of classic western boots is a worthwhile investment.
If you’re wondering what to wear with cowboy boots, then good news because the truth is they are super versatile and can be worn in all manner of occasions. From pairing cowboy boots with dresses to styling them with jeans or shorts, this guide covers how to wear western boots for everyday.
Below are four ways in which you can style this western trend as well as some picks of the best boots to shop now…
What to Wear With Cowboy Boots
With a midi or maxi skirt
When styling cowboy boots you may be more inclined to wear them with your legs out to show them off. But pairing them instead with a midi or maxi skirt offers a chic alternative that is ideal if you’re not necessarily after the Western aesthetic. What’s great about cowboy boots is that they are perfect all year round and this styling option works so well in the spring and autumn months when you may need a little extra coverage. For a night out, pair your cowboys with a sleek pencil skirt and crop top for a sexier look.
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Cowboy boots with denim shorts
Now if you are ready to embrace the true Western aesthetic there is no better pairing for cowboy boots than denim. A classic look is of course a pair of denim shorts and a graphic tee which makes a perfect outfit for a festival or concert – or even a casual brunch with friends.
Cowboy boots with dresses
For the summer months, there is truly no better way to style cowboy boots than with a cute mini dress. The shorter hemline means you can get away with wearing knee-high boots for an extra-feminine look. Pairing cowboys with a mini dress is also a great styling option for a night out or dinner if you’re looking for alternative footwear to heels.
With colour
If you have a pair of western boots in a neutral shade such as black or white then why not try adding a fun pop of colour to your look through your clothing? After all, as much as we love cowboy boots, they don’t always have to be the statement piece. White cowboy boots especially pair very well with pink (which is already a huge colour trend for this season), whilst black and blue go hand in hand.
Shop top picks for cowboy boots:
Pull & Bear Contrast Boots
ASOS Black Western Boots
Ariat Heritage Western Boot