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20 Best Dresses To Wear With Cowboy Boots

You may have your favorite pair of cowboy boots hidden in your closet simply because you don’t know what to wear with them. 

You might even pair it with a cowboy hat but you don’t feel like it’s the perfect outfit. Cowboy boots are a great option for statement pieces to spice it up a bit. 

Luckily for you, we picked out the best dresses for the country girl inside of you! 


Here listed are the best dresses to wear with cowboy boots.

20 Dresses To Wear With Cowboy Boots

1. Deep V Neck Ruffle Long Sleeve Dress

Seriously, this is the perfect dress to pair with cowgirl boots.

The long sleeves add movement to your outfit and are a perfect pair for the country girl in your heart.

The best part about it… the compliments you’ll get on this. The look is so versatile, add a cute western wear belt and you’re ready to go! 

There are many different ways to spice up the dress without cowboy boots as well.

2. Halter Deep V Neck Short Dress

If you’re looking for the perfect dress for the warmer months this is the one. 

Going to the beach? This is the best thing to wear in your family photos. This mini dress will turn heads for sure.

This summer staple dress is playful, flirty and will definitely give you a confidence booster. 

Don’t sacrifice your comfort for fashion when you can have both with this flowy dress!

3. Solid Sweetheart Neck Ruffle Hem Swing Dress

You’ll feel like an absolute country doll in this sweetheart necked dress

With the comfortable material, you’ll be able to run any errand while looking your best. Sometimes the right simple dress is the way to go. 

The casual rugged styles are perfect for any season. Add a coat during the colder months to keep you warm. Consider this flowy dress a staple in your closet from now on.

4. Eyelet Dress

This white embroidered dress is a dream. 

This boho style dress has the perfect v-neck for any necklace you desire to wear. 

The eyelet cutouts add the cutest detail to make it a stylish look. Match it with a brimmed hat and western boots and you’re ready to go. 

Don’t know where to wear it? Wear it anywhere you please. This dress will be appropriate for any occasion.

5. Mini Skater Dress

If you’re looking for a more street style look this white dress is for you. 

Make a fashion statement and pair them with these tall boots

A white-on-white look with white a tall boot is a new trend. Strut down the sidewalk as if it’s your runway. 

You’ll feel like a supermodel with the whole outfit!

6. Sleeveless Spaghetti Strap Satin Dress

The perfect little black dress is right in front of your eyes. 

Date night is calling your name in this. This silk fabric makes you feel sophisticated and classy. 

With the perfect western boot, you have it made. Perfect for a professional look and every other event. 

Feel like Kendall Jenner in this but on a budget. It’s a match made in heaven. It is also similar to Reformation’s slip dresses but cheaper!

A long dress is the new way to go. There shouldn’t be any more convincing because you would rock this perfect dress.

7. Front Cut Out Sleeveless Knot Back Dress

Moving on from the neutral tones, let’s play around with some bright colors! 

This dress is fun and playful and already perfect for your next vacation. If you want to spice up with the perfect pop of color and have fun with new colors, I highly recommend this dress

Sunday’s brunch will be the perfect occasion to wear this dress to match your mimosa. 
Its fun back detail is the cherry on top to this dress.

8. Tie Back Ruffle Flare Flowy Short Dress

The perfect blush color dress is in front of your eyes. Its flowy ruffle detail adds a fun look to it. 

This outfit will be in style for years. It won’t be in the back of your closet and you’ll remember it. 

This is another dress with a fun back detail. Simple design yet gorgeous. It’s simplicity at its best. 

Pair it with these one-of-a-kind boots. The accent pink color pairs perfectly with this simple dress.

9. Long Sleeve Ruffle V Neck Swing Dress

Ditch the denim shorts because your inner country girl is begging for this dress

You’ll feel like a charming southern belle in this front-knot dress. Feel like a goddess in the wind while wearing this easy outfit. 

This multi-layered dress flutters gently across your body while showing off those long legs.

10. Casual V Neck Short Dress

This simple black dress is a fan favorite. You’re able to wear this to different occasions which makes it a perfect versatile outfit.

It gives off a classic style look that would be great to pair with gold jewelry. The solid color makes it easy to pair it with anything you can think of. 

With the twist tie on the side, it adds a cute accent that allows you to show off your figure while keeping it classy.

11. Bohemian Long Maxi Dress

If you’re looking for a long maxi dress to wear with cowboy boots this one is perfect for you! 

These tan cowboy boots will create a good look.

The dress creates a boho look which creates a western style. Your summer wardrobe will be thanking you for this. 
You’ll see all the stylish women wear this all summer long.

Cowboy boots are a chic way to amp up your style and look amazing with a flowy dress.

12. Backless Mini Midi Dress

This beautiful dress is the kind of dress that is perfect for a western wedding. 

This dress will easily match any color cowboy boots

A great pair of boots for this look would be black cowboy boots! It is a modern twist on western wear.

Pair it with a great pair of cowboy boots and make it into one of your classic pairings. Many different styles come with this dress

The lace detailing on the dress makes it a great look to wear for special occasions. Match it with some jewelry and you look perfect!

13. Bodycon Sleeveless V Neck Pencil Slim Dress

Next time ditch the skinny jeans and go for a more dramatic look with this dress

This look will make you feel powerful. With its front wrap, it’ll make you look slim. 

Paired with a leather jacket and a pair of black cowboy boots will make one of your best outfits. Similar to street style, you’ll feel important in this bold look. 

Go out of your comfort zone and try new styles. This one will hit the jackpot. You will not regret this simple black dress

14. Wild Fable Women’s Classic Dress

This Wild Fable dress is definitely a versatile one. 

You want to purchase a dress that you know you’ll wear for years and will always be on-trend.

Instead of wearing blue jeans, wear this comfy dress. It’ll match any color cowboy boots you own and add a cute accent animal print hat for an interesting pop. 

This boxy dress is one to own. It’s a staple for your closet. Don’t know what to wear? This dress is perfect for a casual look.

15. Button Down Mini Shirt Dress

You may not think that this dress matches cowboy boots but rethink it for a second.

Pair it with these tall white cowboy boots and also a black corset around the waist. You’ll immediately feel like a city girl.

This white button dress caters to multiple styles and even can be layered with a sweater vest with the same white boots

Feel like a boss in this outfit. You’ll feel like one of those fashion girls in this.

16. Free People Women’s Adella Slip Dress

This Free People dress is one of the classic western dresses.

Perfect to match with cowboy boots. The flowy aspect of this dress makes you feel like a princess. 

The lacing detailed top is gorgeous and adds on a southern charm. The ruffled hem and lace trim is a great pair.

The trim adds a little bit of romance and delicacy to it.

17. Casual Boho Dress

Flowy farm-chic maxis are a look for those who want to go for a different look. The long flowy split allows for a sweet evening look.

The fluttering hem is flattering with brown cowboy boots. You’ll feel like a western goddess in this dress. It’s the ultimate western look.

Buy yourself some chic new boots because you deserve to look amazing in this dress.

18. Button Down Denim Short Dress

A western look isn’t complete without denim dresses

Either go for a dark wash or a light wash. Any denim is perfect with cowboy boots.

It’s the perfect combo and also includes pockets which is always a plus. The buttons are an adorable addition and overall an amazing dress for everyday wear.

19. Off The Shoulder Ruched Mini A Line Dress

A shoulder dress is something everyone needs. 

What’s more to love about this dress? It’s classy and elegant while also being stylish.

The cold shoulder gives a romantic look to it. This dress gives me the perfect beach vibe and is simply graceful.

20. Smocked Ruffle Dress

If you’re going for patterns this floral dress would be a great addition. 

The perfect elastic waistband, tie front, and boho swing, ties everything together. This is a dress made for all and is so flattering on the body. 

With cowboy boots, it’ll add a southern charm to it and will even look great with a cowboy hat.

When choosing the right dress it’s important to have accurate information on the event or occasion you are attending. In doing so you can find the perfect dress!

Also noting your personal tastes and personal information can help you choose the right dress and boots.

Check out this adorable Calvin Klein Women’s Sleeveless Maxi Dress that’s versatile and can be worn to any event. Plus itty bitty minis dresses and v-cut waist dresses would go great with cowboy boots as well. 

The linen reformation number comes from a revolutionary brand that women’s clothing brand known for selling summer dresses, tops, and high-quality jeans. The number of linen is the quality that is used to create these fabrics.

Heavy Cowboy Boots

If you are wanting a boot that is durable and sustainable for whatever the event may be I suggest heavy cowboy boots. They can also be worn as work boots.

If you’ve been keeping track in recent weeks cowboy boots and dresses are the new “it” outfit. As many people love to go to country concerts, county fairs, and rodeos this outfit combo is the ultimate look!

In fact, Miley Cyrus was one of the few people to start this trend. In her movie, The Climb, she wore many pairs of boots, dresses, skirts, and shorts.

That’s the scoop on the best dresses to wear with cowboy boots. Hopefully, you got great inspiration from this post, and remember to go outside of your fashion comfort zone!

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