How to Style Cowboy Boots
Cowboy boots aren't just for the ranch anymore. Whether you're heading to a rodeo, a weekend brunch, or a night out, a great pair of western boots can pull your...
Cowboy boots aren't just for the ranch anymore. Whether you're heading to a rodeo, a weekend brunch, or a night out, a great pair of western boots can pull your whole look together. After more than 65 years of helping customers find the perfect pair, we've picked up a thing or two about how to wear them well.
Here are 10 ways to style cowboy boots for men and women — no matter the occasion.
For Women
1. Cowboy Boots + Sundress
This is one of the easiest and most popular combinations in western fashion. A flowy sundress paired with mid-calf cowboy boots creates a look that works for outdoor concerts, farmers markets, or a Saturday afternoon at Cowtown Rodeo. Stick with a neutral-toned boot like brown or tan to keep things balanced, or go bold with a pair of Los Altos boots featuring embroidery or inlays for a statement look.
2. Tall Boots + Jeans Tucked In
For a classic western silhouette, tuck your skinny or slim-fit jeans into a pair of tall cowboy boots. This works especially well with a fitted western shirt or a simple blouse. Brands like Ariat and Tecovas make tall-shaft boots that look incredible with this styling.
3. Ankle Booties + Fall Layers
Western ankle boots (sometimes called "shortie" boots) pair beautifully with leggings, oversized sweaters, and denim jackets. This is a great way to ease into the cowboy boot trend if you're new to it. Look for styles with subtle western details like a stacked heel or light stitching.
4. Statement Boots + All Black
Let your boots do the talking. An all-black outfit — black jeans, black top — with a colorful or intricately designed pair of cowboy boots is a head-turner for date night or a night out. Lane, Tecovas, and Twisted X make some gorgeous options.
5. Boots + Denim Skirt
A denim skirt and cowboy boots is a timeless western combination. Dress it up with a nice belt and western jewelry, or keep it casual with a graphic tee. Either way, it's an outfit that feels effortlessly put together.
For Men
6. Classic Western: Boots + Wranglers + Button-Down
You can't beat the original. A pair of well-fitting Wrangler jeans over your favorite cowboy boots, topped with a western button-down or pearl snap shirt, is the gold standard. This look works for everything from a day at the rodeo to a casual dinner out.
7. Dress It Up: Boots + Dark Jeans + Sport Coat
Cowboy boots clean up nicely. Pair dark-wash jeans with a fitted sport coat or blazer and let a polished pair of boots — think R.Watson or Dan Post Boots — anchor the outfit. Perfect for weddings, events, or any occasion where you want to look sharp without a suit.
8. Work-Ready: Square Toe Boots + Everyday Denim
Square toe boots have become the go-to for everyday wear. They're comfortable, they look great with relaxed-fit jeans, and they transition seamlessly from work to weekend. Ariat and Tecovas make some of the best options for all-day comfort.
9. Casual Weekend: Boots + Flannel + Vest
Layer a flannel shirt under a vest with your favorite pair of ropers or round-toe boots. Add a cowboy hat and you've got a look that's perfect for fall festivals, bonfires, or a trip to the flea market at Cowtown.
10. Exotic Boots as a Statement Piece
If you really want to turn heads, invest in a pair of exotic leather boots — ostrich, caiman, or lizard. These boots become the centerpiece of any outfit, so keep everything else simple. Dark jeans, a clean button-down, and let the boots speak for themselves.
Tips for Choosing the Right Boot
No matter how you style them, the most important thing is finding a boot that fits well and feels great. Here are a few quick tips:
- Toe shape matters: Pointed and snip toes look dressier; square and round toes are more casual and comfortable for all-day wear.
- Shaft height: Taller shafts give a more traditional western look, while shorter shafts are easier to style with different outfits.
- Break-in period: Quality leather boots need a little break-in time. Wear them around the house for a few days before a big event.
- Invest in care: A good leather conditioner and boot trees will keep your boots looking great for years.
Find Your Perfect Pair
At Cowtown Cowboy Outfitters, we carry cowboy boots from the best brands in western wear — including Ariat, Tecovas, Dan Post, Laredo, and many more. Whether you're looking for your first pair or adding to your collection, our team can help you find the perfect fit and style.
All boots ship free with code freeship from our online store, or visit us in person at 761 US-40 in Woodstown, NJ — right across from the famous Cowtown Rodeo. We're open Monday through Saturday 9am–8pm and Sunday 11am–5pm.
