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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?” Now you can stop hemming and hawing… about your hem!

Cowboy boots are great for so much more than just riding. They add that extra hint of country charm to every outfit. Plus, they’re pretty practical since they are (typically) waterproof and shouldn’t hurt your feet when it’s time to boot, scoot, and boogie. Boots are the perfect items to pair with a fabulous western dress, but how do you know which dress to choose?

Whether you are headed to a hoedown at your neighbors 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 beat.

Click to see this dress on Amazon

Why we love it:

  • From the good ol’ fashioned brand endorsed by George Strait, so you know the quality is high.
  • This adorable dress is cinched at the waist, which means it is super flattering. Unlike other jean dresses which don’t have much shape to them, this one will accentuate those feminine curves.
  • This dress is simple, which means that it is very versatile. Add some coziness to it in the fall with a pair of cute 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 still acceptable to wear your boots. Which 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 a variety of 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 all different occasions and can be paired with any kind of boot.
  • It comes in a ton 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 from Rod’s is perfect for parties because it is easy to dress up with some nice jewelry or dress down with a jean jacket.

Click to see this dress at Amazon

Why we love it:

  • Simple design makes it super versatile, while the flared arms and sweet lace scream country.
  • Black is perfect for every occasion and boot.
  • 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 not just 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 a lot of the dresses on our list, the simple design means that you can dress it up or down depending on the occasion.
  • A variety of colors to choose from means that every skin-tone, season, and occasion.
  • This sweet design is the perfect balance between modest and subtly sexy.

See customer reviews on Amazon

Perfect Pairings: 

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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 sweet, simple, and modest which makes 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 super comfortable materials so you can show off all your dance moves.
  • There are a ton of 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 that make it 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.

Click to see this dress on Amazon

Why we love it:

  • Gingham is just such an old fashioned, gorgeous fabric that goes with everything.
  • This dress is the perfect length. Not so long that it seems overly formal, but still short enough that you can see those cowboy boots.
  • The ruffled skirt adds to the charming, country feel of this dress.

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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 floral prints.

Click to see this dress on Amazon

Why we love it:

  • The tie belt at the waist and wrap at the neckline are designed to accentuate curves in all the right places.
  • This dress comes in a ton of different patterns and colors, which means you can have one for every occasion.
  • Perfect design for semi-formal and laid back occasions. 

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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 every country-inspired ensemble.

Click to see this dress on 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 are covered.
  • We are obsessed with the sweet button details and A-line cut of this skirt.

See customer reviews on Amazon

Perfect Pairings: 

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Best Western Dress for a Honeymoon

This dress is sultry, romantic, and everything that you want your honeymoon to be. With the super short hem and plunging neckline, this dress will have hearts racing.

And yet, it remains every bit as classy as you are with a sheer skirt to preserve some modesty.

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: 

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 be fairly casual. After all, western wear is all about comfort and functionality. So, when you’re trying to choose the perfect dress for that western party, make sure you find something comfortable. More importantly, make sure that dress is good for dancing, because there will probably be 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, a 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 actually have horses that need ridden and cows that need tending, there’s no need to spend hundreds of dollars on boots or clothing. In the 21st century, there are an endless supply of decent quality western style clothing and footware available. Which is why in this list we’ve included mostly affordable options for the cowgirl in us all.

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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 that is a little more dressy. And please, make sure those boots are manure-free before you leave 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!

Have Fun With This Boot Scootin’ Lineup of Dresses

Western wear is so much more than blue jeans and Daisy Dukes. Cowgirls can dress every bit as feminine as any other woman, and we can wear our boots while we do it! These dresses are perfect for every occasion and will look amazing with you favorite pair of 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.