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10 Fashion-Forward Western Dresses to Wear with Boots

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Written by Mandy I.

What kind of dress can I wear with cowboy boots?

Cowboy boots are a timeless classic that always stays in style. They are the ideal accessory to complete any look, from jeans and a t-shirt to denim cut-offs. But if you’re looking for something extra special, why not take your personal style up a notch by pairing cowboy boots with a dress?

Whether you are headed to a hoedown at your neighbor’s barn or off to a fancy wedding, we have the perfect outfit for you. The best part? All of these dresses look amazing with a great pair of cowboy boots:

Without further adieu, here is our ultimate guide to boot-friendly western dresses for every occasion!

Best Overall Western Dress

Few things scream “western,” like denim and a pair of cowboy boots. But when it’s time to ditch those blue jeans in favor of something a little more feminine, this denim dress from Wrangler can’t be beaten.

Click to see this dress on Amazon

Why we love it:

  • Made by the good ol’ fashioned brand endorsed by George Strait–you can expect high quality.
  • This adorable dress is cinched at the waist, which means it is super flattering. Unlike other jean dresses, which don’t have much shape, this one will accentuate those feminine curves.
  • The simple style makes this dress very versatile. 

Add some warmth and coziness in the fall by pairing this dress with a pair of tights and a scarf, or dress it up with a lace pullover. Oh, and don’t forget the cowboy boots!

See customer reviews on Amazon 

Perfect Pairings: 

Best Formal Western Dress

What is the best thing about a wedding or party in the country? It’s perfectly acceptable to wear your boots! This is why this gorgeous dress is our pick for the best formal western dress.

The length is perfect for showing off your favorite pair of cowboy boots and it comes in various colors. The sweet chiffon skirt speaks of warm summer days on the ranch. So dreamy!

Click to see this dress on Amazon

Why we love it:

  • With its simple design, this dress is great for a variety of occasions and can be paired with any boot.
  • It comes in a variety of different colors.
  • This dress is the perfect length for showing off your boots.

See customer reviews on Amazon

Perfect Pairings: 

Best Western Dress for a Party

Did someone say little black dress? This gorgeous, lacy little number is perfect for parties because it is easy to dress up with some nice jewelry or dress down with a jean jacket.

black dress

Click to see it at Amazon

Why we love it:

  • The design makes it versatile, while the flared arms and lace give off country-western vibes.
  • Black is versatile and perfect for every occasion.
  • Hemmed to the perfect length, this dress is ideal for your next hoedown.

See customer reviews on Amazon

Perfect Pairings: 

Comfortable Cowboy Boots

Best Lace Dress with Boots

Does this dress remind you of a perfect spring day frolicking through the wildflowers? It is everything a lace dress should be: feminine, flattering, and reminiscent of the good old days.

That’s why we chose it as the best lace dress to wear with your cowboy boots.

Click to see this dress on Amazon

Why we love it:

  • Like many dresses on our list, the simple design means that you can dress it up or down depending on the occasion.
  • Various colors to choose from mean that every skin tone, season, and event is represented.
  • This elegant design is the perfect balance between modest and subtly sexy.

See customer reviews on Amazon

Perfect Pairings: 

Best Western Dress for Weddings

Figuring out what to wear to a wedding is always a little tricky. This beautiful dress is an absolutely perfect option for a western wedding.

Plus, it has a ton of pattern options so that it goes perfectly with whatever hat or boot combo you already have.

Click to see this dress on Amazon

Why we love it:

  • The design is simple and modest with a splash of color, making it ideal for a wedding.
  • The slight slit up the leg will show off those cowboy boots while you get down on the dance floor. Plus, this dress is made of soft materials with some stretch so you can dress up without sacrificing your comfort. 
  • There are several color and pattern options to choose from.

See customer reviews on Amazon

Perfect Pairings: 

Best Short Western Dress

A great short dress is the perfect thing to pair with your favorite pair of boots. This embroidered dress is fun and flirty and goes with anything. Take this beauty for a spin at your local county or state fair, and you’ll be sure to turn heads!

Click to see this dress at Amazon

Why we love it:

  • The embroidery detail reminds us of a great western shirt, except way cuter!
  • This dress is super flirty, and the spaghetti straps make it just a little sexy.
  • Made from lightweight materials, it’s perfect for summertime.

See customer reviews on Amazon

Perfect Pairings: 

Best Country Girl Dress

Maybe it’s because I read a little too much Little House on the Prairie as a kid, but when I think country girl, I think gingham. This lovely gingham dress is perfect for a summer picnic or a night at the rodeo.

gingham dress

Click to see it at Amazon

Why we love it:

  • Gingham is old-fashioned, gorgeous fabric that goes with everything.
  • This dress is the perfect length. It’s not so long that it seems overly formal, but still short enough that you can see those cowboy boots.
  • The tired skirt adds to the charming country feel of this dress.

See customer reviews on Amazon

Perfect Pairings: 

Best Plus Size Dress to Wear with Cowboy Boots

Sometimes it can be hard to find plus-sized clothing that isn’t a little bit frumpy. Well, there is absolutely nothing frumpy about this dress. It is sweet and feminine and comes in a bunch of gorgeous summer prints.

boho chiffon plus size dress

Click to see it at Amazon

Why we love it:

  • The loosely gathered waist and scoop neckline are designed to accentuate curves in all the right places.
  • This dress comes in many different patterns and colors, so you can have one for every occasion.
  • Perfect design for semi-formal and laid-back occasions. 

See customer reviews on Amazon

Perfect Pairings: 

Best Women’s Country Skirt

Dresses are great, but a skirt is like the secret weapon in your wardrobe. A great skirt can be dressed up for the most formal occasions or dressed down for that evening at home. This alluring skirt is the perfect choice for every country-inspired ensemble.

country skirt

Click to see it at Amazon

Why we love it:

  • The gingham print and sweet, flowing design are perfect for every western inspired outfit.
  • This skirt comes in a variety of color options, which means every outfit and season is covered.
  • We are obsessed with this skirt’s button details and A-line cut.

See customer reviews on Amazon

Perfect Pairings: 

Best Western Dress for a Honeymoon

This dress is sultry, romantic, and everything that you want your honeymoon to be. Featuring a short hem and plunging neckline, the sheer skirt adds a touch of class.

Click to see this dress on Amazon

Why we love it:

  • This dress is actually a romper with a sheer skirt overlay, which means you get all the style without sacrificing comfort.
  • The cut and style of this dress were made for long walks on the beach.
  • This dress is sheer, which makes it ideal for tropical getaways.

See customer reviews on Amazon

Perfect Pairings: 

Best Accessories for Dresses + Cowboy Boots

The perfect cowboy boots and dress combination comes down to finding the right accessories. Here are some ideas for dressing up your look:

  • Statement jewelry – nothing says “stand out” like a bold necklace or pair of earrings. Choose something that stands out in contrast to the rest of your outfit.
  • Belt – choose a statement belt that makes a bold color, texture, or print stand out.
  • Hat – finish off your look with a classic cowboy hat to complete the ensemble.
  • Tote bag – pick one with an eye-catching pattern or detail. This will add just enough interest to keep your look unique and stylish.
  • Scarf – adding a lightweight scarf to your look is an easy way to keep things interesting and add some color.

Click the links to check out our favorite accessories!

Remember, with cowboy boots and dress combinations, have fun with it! Don’t be afraid to experiment with different accessories and colors to find the perfect combination for you. So go ahead and show off your unique style! With the right look, you’ll be sure to turn heads.

Frequently Asked Questions

How should I dress for a western party?

If you’ve got a western party on the calendar, the dress code likely is fairly casual. After all, western wear is all about comfort and functionality.

So, when choosing the perfect dress for that western party, make sure you find something comfortable. More importantly, make sure that the dress is suitable for dancing! And, of course, don’t forget your cowboy boots and hat.

How do you dress like a cowgirl?

Being a cowgirl is all about having confidence in who you are and how you live your life, which absolutely translates to how a cowgirl dresses.

If you feel confident and comfortable in a short lace dress and cowboy boots covered in rhinestones, then wear that. If you’re more of a laid-back, flowing dress and simple boots kind of gal, that’s great too. Whatever western style makes you feel confident, that should be the outfit you go for.

How can I dress like a cowgirl for cheap?

If you don’t have horses that need to be ridden and cows that need tending, you don’t need to spend hundreds of dollars on boots or clothing. In the 21st century, there is an endless supply of decent quality western-style clothing and footwear available.

We’ve tried to feature the most stylish, affordable options for the cowgirl in us all.

What’s the best western dress for a farewell party?

At a farewell party, you want to make sure that you aren’t drawing attention to yourself. After all, the party is not about you.

That being said, something that is modest and just toes the line between formal and casual is a pretty safe bet. As for boots, make sure you choose something a little more dressy. And please ensure those boots are manure-free before leaving the house.

How should a country man dress?

Like the man, the myth, the legend, George Strait. Plain and simple. Okay, in all seriousness, a great pair of jeans, clean boots, and a dress shirt are really all a country boy needs to look perfect. And, of course, a killer cowboy hat!

What colors look good with cowboy boots?

Why not start with jeans? This classic combination works with any color and style of cowboy boot. You can choose light wash, dark wash, or even distressed.

Cowboy boots come in a wide range of colors, from black and white to hot pink and everything in between. If your boots are a fun color, choose something more subdued, like a white skirt, to show them off.

Got a pair that’s plain brown? Dress them up with something purple or blue.

With cowboy boots, there’s no color that doesn’t work. And if you find one, get a new pair of custom cowboy boots to match.

Can I wear cowboy boots with a maxi dress?

Definitely! This easy, breezy combo makes for the perfect western look and works for any event. Cowboy boots that are shorter or fit tighter around the calves may work better (to prevent the dress from getting stuck in them).

If you want to show off your boots (and your legs), consider a maxi dress with side slits. Either way, this combo will leave you feeling classic and cool. And did we mention comfortable?

Have Fun With This Boot Scootin’ Lineup of Dresses

Western wear is so much more than blue jeans and Daisy Dukes.

Cowgirls can dress as femininely as any other woman, and we can wear our boots while we do it! These dresses are perfect for every occasion and look amazing with your favorite cowboy boots.

So, the next time you need an outfit for that barn dance, wedding, or party, check out this list of gorgeous western dresses that pair perfectly with boots.

Happy Trails!

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About the author

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Mandy I.

Horses have been part of my life... my whole life! I grew up on a dude/cattle ranch in Montana, so I'm used to long days in a Western saddle. I also blog about motherhood and how to balance horse life and family life.