16 Shockingly Cute Dresses to Wear With Cowboy Boots
If you aren't sold on the Western combo, you're about to be!
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In the age of the Cowboy Carter release and country concerts becoming more mainstream, cowboy boots are no longer just for line dancing and wrangling cattle. The durable shoes have become an unofficial Cool Girl item (ahem, even more so now that Bella Hadid has fully embraced her I’m-dating-an-actual-cowboy era) and despite the fact that they used to be strictly worn with jeans, there actually are infinite ways to style them. Take, for example, the elite sundress + cowboy boots combo we plan to wear all summer long. Chefs kiss! The perfect balance of cool and rugged!
There’s more where that came from, too—here’s a sneak peek at some of the absolute best dresses to wear with cowboy boots…
Our picks for the best dresses to wear with cowboy boots in 2024
The range, the variety! Cowboy boots are guaranteed to add a little country spin to any dress. If you’re going to a wedding where boots are the dress code (jealous of you!), I’d suggest wearing a midi dress, whereas if you’re tailgating or hitting up a festival, a linen mini or button-front sundress would be perfect. Also, don’t sleep on shorter cowboy boots—the lower profile is ideal for ~air flow~ in the hotter months.
So whether you grew up saying “hook 'em!” or are just now hopping on the Western aesthetic, here are 16 dresses to wear with cowboy boots for every temp and occasion (plus, some of our favorite boots at the very end, because we know you're in the market). Yeehaw!
Go for a long, limeade-green dress with a pair of neon cowboy boots peeking out from underneath for a combo that's anything but traditional!
There's nothing more classic than cowboy boots and denim! This little button-front dress would look 10/10 with a pair of brown leather boots and a hat.
Pop a slip underneath (or not!) and wear this bad boy out to dinner all year long. For accessories, think sleek white boots and a matching bag.
Presenting the perfect summer barbecue/tailgate/game day dress! The drop waist silhouette has been trending hard, and who can say no to that gorgeous French blue print?!
This little mini (inspired by the iconic Charlotte York of Sex and the City, obviously!) styled with some cowboy boots?! Take my money!
This is a weekend brunch dress if I've ever seen one. Plus, cowboy boots can get a liiiiitle sticky around your legs in the summer so a breathable fabric like linen will balance things out!
Take this TikTok-viral corset silhouette (the kids are calling it a milkmaid dress, FYI) and add a little yeehaw spin to it with a pair of cowboy boots!
This pink and orange sundress is sooo East Coast Summer—anyone else suddenly craving a lobster roll and an aperol spritz?
Hi Birthday Barbie! Sparkly cowboy boots will be wayyyy more comfortable (and way more on theme) than stilettos for a night of dancing.
Headed on a Euro getaway this summer? Don't forget to pack this funky little mini dress and a pair of matching sunnies!
They don't call it Disco Cowgirl for nothing—top off this glitzy silver mini with a pair of matching cowboy boots for a bachelorette or birthday party.
If you're headed to a semi-nice gathering (like a casual wedding or baby shower), you can't go wrong with a floral maxi dress. How cute is the ruched bodice?
Okay, so, not technically a dress, but this little denim romper was too good not to include. If you're hitting up a country music concert this year, a romper is the perfect throw-on-and-go item.
These cowboy boots are, if you'll excuse the obvious pun, totally out of this world. They'll look A+ with mini skirts or dresses.
These white denim boots are a little roughed up (see: the burnout detailing) for that authentic, I-wear-these-for-horseback-riding vibe. Plus, the pointed toe and stacked heel feels surprisingly elegant!
Promise that you'll never get more compliments on a single piece of clothing as you will on these shoes. The unique contrast detailing makes 'em stand out from the rest!
Hannah is the Shopping Editor at Cosmopolitan, covering all things from chic home decor to trendy fashion finds, TikTok products that are actually worth your $$$, and the perfect gift to buy for your boyfriend's mom. She previously wrote for Seventeen and CR Fashion Book. Follow her on Instagram for hot takes on red carpet fashion and pictures of her office outfits that nobody asked for.
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