How To Style Cowboy Boots In A Cute And Feminine Way

If you spend your Friday nights line dancing or maybe you just love Kelsea Ballerini, then a pair of cowboy boots will soon be a closet necessity. The western aesthetic has crossed over to many other styles, and you’ll likely see the cowboy boot increasing its presence on your social media feeds in the coming months.

By Alyssa Vandermeulen3 min read
Untitled design (31)

Cowboy boots are a fun addition to any outfit, especially if you frequently attend country music events. While cowboy boots are cute and trendy at the moment, they will also become a well-worn pair of shoes in your closet in no time. When it comes to styling them, there are tons of different aesthetics and outfit looks to match your personal style. And no, I'm not talking about the hot pink Bachelorette look! 

There are many different styles and colors to choose from when shopping for a pair of cowboy boots. Are you more likely to wear a short or tall boot? Suede or faux leather? Brown or black? You can’t go wrong with a pair of black western boots, and these ones from Free People are so timeless. 

Free People Leni Tall Western Boots, $298

Free People Leni Tall Western Boots

Steve Madden Lasso Cowboy Boot, $249

Steve Madden Lasso Cowboy Boot

If you’d get more use out of a cute brown western boot, these ones from Macy’s will look great with dresses, especially for the summer and fall! 

SUN + STONE Bernarrd Western Boots, $100

SUN + STONE Bernarrd Western Boots

Another affordable option is the UO Fallon Suede boot, which is a shorter boot with cute detailing. 

UO Fallon Suede Cowboy Boot, $99

UO Fallon Suede Cowboy Boot

These dark-washed boots from Free People are the perfect in-between of gray and brown, and have that subtle vintage look we’d spend weeks looking for in the thrift store. 

Free People Finn Tall Western Boots, $358

Free People Finn Tall Western Boots

Steve Madden Wynter Boot, $189

Wynter Boot Steve Madden

For a trendier look, a white or cream boot looks great with just about anything! The Dagget Western Boot from Free People is absolute perfection, and they’re available in a ton of other colors as well! 

Free People Dagget Western Boots, $270

Free People Dagget Western Boots

Red Dress Sula Off White Leather Boots, $240

Red Dress Boots

If you’d like a little drama on your boots, check out these embroidered ones from Free People as well.

Free People Roundhouse Stitch Boots, $350

Free People Roundhouse Stitch Boots

And finally, every girl needs a pair of cowboy boots with a little bling. 

Free People Jaxon Studded Western Boots, $300

Free People Jaxon Studded Western Boots

Ready to plan your next western-inspired outfit? Here are a few cute and feminine ways to style cowboy boots!

With a Minidress

Short dresses are an easy way to channel femininity with your cowboy boots! The goal is to look like Sophia from The Longest Ride, and maybe you’ll catch the attention of a cowboy too. Floral patterns, soft pastels, sweet silhouettes – these are perfect options for dancing or singing along to your favorite country artist. 

A personal favorite is a pair of black cowboy boots and a black minidress. Classic and a little spicy, this look is easy to put together and looks adorable! 

And don’t be afraid of a little color, especially with a pair of white western boots! This look is so chic and fun, and the overall shine of the dress adds a special touch to the outfit. Try adding different fabrics and silhouettes to your dress collection for easy outfit options. 

With Denim Cutoffs

Cowboy boots and denim shorts are a perfect match! There are so many ways to style denim and cowboy boots, and you can wear almost any top. A cute country graphic tee, a tank top, a sweater – so many options depending on where you’re going and what you’ll be doing. Add a hat and some fun jewelry, and you’re ready to go! Yeehaw!


With a Miniskirt

If you’re heading to Nashville anytime soon, you’ll need boots and a miniskirt. This look is a little edgier, which is super fun for a girl’s night out! Whether you lean towards a darker skirt or love the bright white look, this outfit combo is a must-wear for your next country event.

A soft, faded graphic tee can make this outfit special! It’s the perfect amount of effortless and put-together, and it allows your personality to shine through your look. 

If you’d rather stay on-brand, a denim miniskirt is a great alternative to a pair of cutoffs. Add a sweet, feminine blouse with puff sleeves and eyelet details for a cute, country look! 

With a Touch of Sparkle

If you’re looking for a fun way to dress up your western look, consider a sparkly top or mini dress! A touch of shimmer brings out the girlier side of the cowgirl aesthetic, and would be so fun for a girl’s night out. And if a full sparkly outfit is outside your comfort zone, start by adding a touch of glitter to your eye makeup or choose a pair of boots with a little shimmer! 

Denim on Denim

Brittany Aldean has made the headlines recently, and her style is simply amazing. Her denim-on-denim look is a great way to set your style apart when attending a country music event. Her chosen shade of blue is consistent throughout the look, but the different silhouettes and details contrast each other slightly, which makes the outfit cohesive and noticeable!

Neutral Colors

If your aesthetic consists of only earth tones, add some cowboy boots for an added western touch. Soft, neutral hues are so sweet and feminine, and easily create an insta-worthy look that blends well with the natural background!

Closing Thoughts

There are so many ways to embrace a western-inspired aesthetic without sacrificing your feminine style. How will you wear your cowboy boots this season?

Don’t miss anything! Sign up for our weekly newsletter and get curated content weekly!