Cowgirl boots are an classic, known for their distinctive Western style that adds a rugged and adventurous touch, to any ensemble. They go beyond the denim and boots look and can be effortlessly paired with various outfits, like dresses, skirts and more as long as you nail the styling.
This comprehensive guide presents 14 adaptable outfit suggestions to pair with cowgirl boots empowering you to sport those boots no matter the event. We’re sharing ensembles that you’ll be eager to incorporate into your wardrobe right away. Lets saddle up partner. It’s time to step out in style!
1. Classic Denim
When creating looks, with cowgirl boots starting with denim is a choice. Pairing your Western style shoes, with blue jeans is always a good idea. Some classic denim combinations include;
- Skinny Jeans Tucked Into Boots: To achieve an polished look try pairing a set of dark indigo or black fit jeans with knee high boots. This will create the illusion of legs. Complement various body shapes. Simply pair them with a top or a lightweight jacket.
- Denim Overall Dress with Boots:A denim overall dress paired with cowgirl boots offers a twist, on the double denim look. Layer a t shirt or a henley underneath, for an stylish appearance.
- Chambray Shirt Dress with Boots:Wearing a chambray shirt dress with ankle or midi cowgirl boots gives off a laid back vibe keeping you cool and put together. Simply cinch it at the waist with a leather belt, for a look.
2. Dresses & Skirts
Embrace your side confidently by pairing a dress or skirt, with cowgirl boots. The combination of girly styles adds a fun and playful contrast. Here are some flirty yet practical outfit ideas to try out;
Floral Midi Dress with Boots
A bright, blooming floral midi dress feels fresh yet sophisticated when grounded by a pair of Western booties or knee-high boots in distressed leather or suede. This boho-inspired getup works for everything from brunch dates to outdoor concerts or garden parties.
Denim Mini Skirt with Tucked Boots
To form a modern interpretation of the Canadian tuxedo, tuck your cowgirl boots into a denim mini skirt. Whether you go for a classic five-pocket jean skirt or a flirtier button-front denim skirt, this Daisy Duke look stays sultry yet has a cool-girl edge. Simply add a fitted tank or baby tee up top.
Eyelet Lace Dress with Booties
Girly girls, this one’s for you: slip into a romantic eyelet lace dress or eyelet embroidered frock, then counterbalance the sugary femininity with edgy cowgirl booties. It’s darling with just a hint of attitude – a modern way to wear your Sunday best.
3. Elevated Casual Looks
Cowgirl boots also make for distinctive off-duty ensembles for errand days, brunching, or weekend hangs. These low-key yet clever pairings strike the perfect balance between laidback and put-together:
- Kimono Top & Skinny Jeans with Boots: Luxe kimono jackets and flowy tops bring an effortlessly boho vibe to basic skinny jeans and cowgirl boots. Add layered necklaces and a crossbody bag for that “cool girl” finesse.
- T-Shirt Dress with Ankle Boots: Wearing a t shirt dress, with cowgirl ankle boots gives off a vibe. Add a jacket or oversized cardigan for some style points.
- Culotte Jumpsuit with Western Boots:Culottes feature a legged style that pairs nicely with durable cowgirl boots for a contemporary yet grounded jumpsuit ensemble. Choose a culotte length to show off those boots more.
4. Layered Looks for Cool Weather
When the weather turns chilly make sure to layer up with these outfits that pair, with cowgirl boots:
- Sweater Dress Over Skinny Jeans & BootsMake sure to stay warm by wearing a sweater dress or knitted jumper on top of your jeans paired with riding boots. Complete the look, with a wool beanie, for added coziness while still maintaining an appearance.
- Floral Skirt with Tights & Knee-High Boots:Adding patterns can really brighten up your winter wardrobe. Pair a knee length printed skirt with tights and knee high cowgirl boots for a look thats perfect, for the season.
- Faux Fur Vest Layered Over Dress & Booties: To create a winter ensemble with a touch of charm try wearing a cozy faux fur vest over a long sleeve dress or jumpsuit paired with pointed cowgirl boots. The combination of fabrics creates an fashionable appearance.
5. Glam Night Out Looks
Cowboy boots are also a choice to add some flair to your evening outfit. These fashionable and attention grabbing boots are bound to attract attention at the nightclub, bar or, during your outing;
- Leather Leggings with Ankle Boots: Sleek leather leggings highlight every curve – and look ultra-sultry when styled with pointed-toe cowgirl ankle booties. Just add an oversized blazer or slinky bodysuit for a rockstar-approved night-out ensemble.
- Slip Dress Over Turtleneck with Knee Boots: Play with soft and hard textures by layering a silky bias-cut slip dress over a fitted turtleneck sweater, then pull on some rugged knee-high cowboy boots. It’s an unexpectedly stylish combo.
- Sequin Mini Skirt with Thigh-High Boots: For a real showstopping look, team a sparkly sequined mini with skyscraper thigh-high cowgirl boots. Keep the top simple with a slinky cami or cropped tank so all eyes are on those dazzling stems.
“Being well dressed and well educated are always an idea ” said Oscar Wilde.
6. Flowy Florals & Cowboy Chic
Soft, romantic florals blend gracefully with rugged Western-inspired boots and accessories. One of our favorite dress to wear with cowgirl boots ideas is pairing a breezy, floral maxi dress or midi dress with ankle booties or knee-high boots. Add a fringed jacket or kimono for extra prairie punch.
7. Swirls Meet Western Whirls
Another flowy look we love for spring and summer? Twirl-worthy skirts and dresses with swirling paisley, medallion or global-inspired prints, grounded by distressed cowgirl boots or booties. Go full-on bohemian queen mode by adding layered jewelry, a saddle bag or fringed crossbody, and maybe even a floppy hat.
8. Peplum Perfection with a Western Kick
Flirty peplum tops and dresses instantly dress up any casual outfit. Incorporate some Western flair by pairing a peplum blouse or frock with cropped cowgirl booties. It’s such a sleek yet fashion-forward look – perfect for date nights, weddings, grad parties and more.
9. Red Blooms and Silver Boots
Make a bold statement by contrasting a brilliant red or magenta floral dress with shimmery silver cowgirl boots. The metallic boots ground the bright florals for an eye-catching ensemble that still reads modern and fresh. Finish with understated accessories like studs and a leather jacket.
10. Polka Dots & Cowboy Thoughts
Polka dots feel so retro-chic and playfully feminine.Channel the style with a red and white polka dot dress or skirt paired with vibrant cherry red cowgirl boots for a nostalgic 1950s Western flair. Elevate the ensemble by accessorizing with a tied headscarf retro cat eye sunglasses and a stylish denim jacket to give it a twist.
11. Rustic Ruffles
To create a prairie themed outfit combine cowgirl boots with a frilly dress, in a small floral pattern or delicate lace material. Seek out dresses featuring a neckline, sleeves and layered or frilly accents to embody that quaint old fashioned vibe. Complete the look, with a brimmed hat. Tasseled purse.
Read this blog: Blouse vs. Shirt: What’s the Difference and How to Wear?
12. Boho Western Elegance
Achieve a bohemian style by pairing cowgirl boots with a luxurious printed maxi dress or caftan, in deep jewel tones or fall shades. Elevate the retro ’70s feel with necklaces stacked bracelets and perhaps a floppy felt hat. These breezy and colorful outfits are perfect, for music festivals or relaxing resort vacations.
13. Polka Dots & Cowboy Boots
We’ve already talked about how adorable polka dots can be when paired with cowboy boots. This combination is just too charming not to mention ! Pairing an white polka dot sundress, with tan cowboy boots gives off a retro yet contemporary vibe. Throw on a jacket. You’re all set for a casual picnic or backyard barbecue.
14. Denim & Blooms
To give a twist to the Canadian tuxedo style try pairing a denim dress or skirt, with cowgirl boots. Add a touch of color with a floral print top or jacket. A button front denim dress with a hem pairs nicely with booties. You can add some edge to a denim midi skirt by styling it with knee high boots. Complete the look, by throwing on a blouse or kimono for that finishing touch.
Dresses to Wear with Cowboy Boots for a Wedding
Cowgirl boots make for such a fun, unexpected bridal look for a rustic or country wedding! Some gorgeous dress options include:
- A lace or embroidered fit-and-flare dress with knee-high boots
- A flowy chiffon dress with chunky cowgirl booties
- A short ruffled dress with distressed Western boots
- A slinky slip dress with white cowgirl boots
For wedding guests, a printed maxi dress or shirtdress pairs beautifully with ankle cowgirl boots. Just be sure to avoid anything too casual or overly distressed if it’s a fancier affair.
Accessorize Your Cowgirl Boot Outfits
To really nail that Western-inspired vibe when wearing cowgirl boots, consider adding:
- A wide-brim floppy or fedora hat
- Oversized belt buckles
- Turquoise jewelry
- Concho belts or accessories
- Fringed jackets, bags, shawls or ponchos
- Bolo ties or neckerchiefs
- Tooled leather bags and accessories
Styling Tips for Cowgirl Boots
A few final tips for wearing cowgirl boots with dresses and skirts:
- Go for pointed or round toes rather than super-square for a more feminine look
- Try lower heels for day/casual and higher heels for night
- Add heel grips to prevent your feet from slipping
- Wear tall socks or scrunch your pants to avoid chafing
- Use a boot jack or shoehorn to easily pull them on
- Use boot shapers when not wearing to help retain shape
- Stuff with acid-free paper to help dry boots faster if damp
Conclusion
Cowboy boots offer flexibility. Can be paired with various outfits, for any event. Whether you’re going for a laid back appearance or a glitzy evening ensemble these boots bring a flair to your overall look. Through combining clothing items trying out patterns and materials and accessorizing, with care you can put together striking outfits that showcase your individual fashion sense.
Heading to a country concert attending a wedding or simply going about your tasks? You’ll find the outfit waiting for you. Embrace the cowgirl vibe. Let your boots guide your style choices. Explore these 14 outfit suggestions to spark creativity and reinvent how you wear your cowgirl boots. Step out confidently. Let your footwear make a statement!
