HOW TO WEAR WESTERN & COWBOY BOOTS

Cowboy boots have been having a moment; and it’s not just a phase. From ankle booties to knee-high statement makers, western-inspired styles are continuing their journey from fall into winter and beyond. Whether you’re headed to a game-day event, a holiday party, or just the grocery store, these boots elevate any outfit. If you’ve been waiting for a sign to try a pair for yourself, consider this your green light. Cowboy boots can be intimidating if they don’t necessarily fit into your everyday style, but they are a fun way to try something new. And no one said you gotta take it to the max, you can keep a cowboy boot minimalistic if that is more your vibe. Lasso in a neutral shade and cowboy boots might become a part of your everyday rotation.

Featuring a person wearing the Coconuts by Matisse Legend Cowboy Boot.

Everyday Ways to Wear Western Boots

There are so many different styles of women’s cowboy boots like ankle, mid-calf, and knee-high. These are boots that have year-round appeal and can be worn with anything in your closet. Now, let’s dive into some of the ways you can give your looks a western twist. Let’s start with the basics: denim. Wide-leg jeans or flare jeans can be worn over boots with square or pointed toe details, and straight-leg styles can be tucked in. Want to keep it low key? Toss on a graphic tee and a jacket or a blazer. Is your personal style a little bolder? Try a printed button-up or a cozy knit with a little fringe to really lean into the western aesthetic. You can always do a denim-on-denim look for an extra-casual vibe.

Western Boots & a Skirt = A Power Combo

If you’re looking for something a little more dressed up, a sweater dress or a skirt, tights, and a tall western boot can really be what you need. Heading out for girls’ night or date night? Then you should try pairing your western boots with a slip dress or mini skirt. This will give your elegant outfit a little flair and have everyone feeling inspired to try a similar look out. A mini skirt will let your boots steal the spotlight and elongate your legs, while a midi skirt can create a little flowy drama for your nighttime attire.

Extra perk: Cowboy boots make any photo opportunity even better!

Featuring a person wearing the Fry & Co. Miranda 600456 .

Work Attire Can be Fun, Too

Yes, you can wear cowboy boots to work. Tailored trousers over tall boots can bring a polished and playful look.All your tailored trousers to fall over your tall boots for a polished-meets-playful look. Add a blazer or a crisp button-down and you’re good to go from meetings to happy hour. Bonus points if your boots have a pointed toe or stacked heel—those little details go a long way. If your office is a little more formal, you can always opt for a more refined western boot than a typical cowboy boot. Something like the Crown Vintage Izzie Western bootie, the Dolce Vita Raylin Western boot, or the Circus by Sam Edelman Yolanda Western boot would pair perfectly with a wide-leg pant or maxi dress.

Dressed Up with Everywhere to Go!

This one’s a fan favorite. Pair tall boots with a shorter dress to let them shine or go for ankle booties with a longer hemline. Printed dresses with neutral boots? Perfection. If you are looking for a little something extra, try a boot with sparkle, fringe, or beaded details which will add a fun twist that plays perfectly with Western boots. If you are loving the boots that have studs or metal finishes, these will pair beautifully and bring a boho vibe to your look. Think flowy dresses, ruffles, and lace to create a perfect contrast with your new favorite boots. It’s giving main-character energy in a rom-com and we love it!

Ready to Ride Off in Style?

Now that you’re all inspired, it’s time to find your perfect pair. DSW’s western and cowboy boots come in a variety of calf options as well as all the heel heights you could want. Whether you’re into classic leather, suede, or something with rhinestones, there’s a boot waiting to be your new go-to. So, what are you waiting for?

Need help picking the right pair? Check out the Boot Buying Guide for tips on finding the perfect fit, sizing, and more. So go ahead, step into the season with boots that were made for more than just walking. You’ve got places to be, and your boots should be just as bold as you are. Looking for some more inspiration? Check out our lookbook for all must-own styles of the season. Need it today? Check us out on DoorDash or buy online and pick up at a DSW store near you!