20 Best Dresses To Wear With Cowboy Boots For A Western Outfit

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Cowboy boots are such an underrated statement piece! In this article, we will show you the best dresses to wear with cowboy boots to achieve a modern Western look. 

When it comes to country fashion, one of the most popular items to have in your wardrobe is cowboy boots. Whether you’re dressing up for a night at the rodeo or just want some new boots to wear with your favorite jeans, these are definitely an item that every woman interested in Western fashion should have in her closet.

Even though cowboy boots are a staple in any country girl’s wardrobe, they can be tough to dress up. If you’re dressing for a night out with the girls or want to go on that date with your new crush, we’ve got some ideas of what dresses work best. So ditch the usual skinny jeans, denim shorts, and crop top, and pick out the perfect dress to wear with your favorite pair of cowboy boots!

Cowboy boots are statement pieces that add a cute Southern flair to your look. Although this is not usually everyday footwear if you’re living in a state outside the South or the Midwest, wearing a pair of cowboy boots with your favorite sundress is actually a cute, fashion-forward look that will turn heads everywhere you go! And who knows, you might just be the new trendsetter in your town or your city.

Thanks to celebrities and models like Kendall Jenner, Miley Cyrus, and Dua Lipa who have been spotted incorporating cowboy boots into their outfits for the past few years, this fashionable footwear is now widely accepted in many cities. So if you haven’t tried wearing cowboy boots yet, there’s no reason for you not to! 

This article will focus on what dresses work best with cowboy boots and which ones don’t so you can look your best wherever you go!

 

The Best Dresses To Wear With Cowboy Boots

1. Your Favorite Mini Sundress

 

Flowy striped dress

Get this dress on Bohemian Mama

Firstly, if you already have a cute mini sundress with you, then there’s no need to look further! Cowboy boots look super good on sundresses, and both complement each other very well. Pair this dress with tan cowboy boots, and you’ve got a great casual look that’s perfect for any occasion there is!

 

2. Wrap Dresses

 

Floral wrap dress

Get this dress on Hello Molly

Wrap dresses are a great option to wear with Western boots especially during warmer months. This summer staple is flowy, breathable, and it comes in a wide range of different styles. 

 

3. Long Flowy Dresses

 

Long flowy country dress to wear with cowboy boots

Get this dress at Sundance

If you want a flirty look on you, go for a flowy, long dress. This kind of dress still falls under the “country dresses” category, so it’s relatively easier to pair it with the cowboy boots of your choice. 

 

4. Off-Shoulder Dresses

 

Navy off-shoulder dress

Get this dress on Lulus

An off-shoulder dress is a perfect addition to your summer wardrobe! This style is perfect for a date night, going out with your girlfriends or even on a sunny day out at the ranch.

 

5. Plaid Dresses

 

Brown plaid dress for cowboy boots

Get this dress on Bohemian Mama

Western dresses like plaid dresses (or gingham-patterned ones) are perhaps the perfect outfit to wear with a great pair of cowboy boots. If you’re going for a complete Western look, flowy farm-chic maxis are the way to go. Top it all off with a hat, and you’re all set!

 

6. Bodycon Dresses

 

White bodycon dress

Get this dress on Princess Polly

Now, who says you can’t pair bodycon dresses with cowgirl boots? Bodycon dresses are not typically worn in Western wear, but thanks to the ever-changing fashion industry, this is actually a fun contrast with a modern twist. This type of dress will hug you in all the right places, and will show off your beautiful curves.

Match it with some knee-high boots (cowboy style of course), and you’ve got yourself a good bodycon moment. For an chic and aesthetic look, throw on a blazer to complement the whole look!

 

More Dresses To Wear With Cowboy Boots

1.

 

Off-shoulder sweater dress in dark grey

Get this dress on Lulus

 

2.

 

Checkered farm chic dress

Get this dress on Bohemian Mama

 

3.

 

Red gingham dress for cowboy boots

Get this BB Dakota dress at Nordstrom

 

4.

 

Floral wrap dress

Get this dress on Hello Molly

 

5.

 

Floral sundress

Get this dress on Hello Molly

 

6.

 

Black bodycon dress

Get this dress on Princess Polly

 

7.

 

Off shoulder burgundy mini dress

Get this dress on Lulus

 

8.

 

Checkered black bodycon dress

Get this dress on Princess Polly

 

9.

 

Cream satin wrap dress

Get this BB Dakota dress at Nordstrom

 

10.

 

Red mesh dress

Get this dress on Lulus

 

11.

 

Floral high low dress

Get this dress on Hello Molly

 

12.

 

White sweater dress for cowboy boots

Get this BB Dakota dress on Nordstrom

 

13.

 

Burgundy flowy sweater dress

Get this dress on Lulus

 

14.

 

Bodycon dress

Get this dress on Princess Polly

 

Commonly Asked Questions

Can I wear long skirts with cowboy boots?

 Sure, you can! You can wear both short cowboy boots and knee-high ones, although we would recommend sticking to the shorter ones as they are easier to wear under skirts. However, if your long skirt has a thigh-high slit, long cowboy boots will look gorgeous! 

Do you have to be a cowgirl to wear cowboy boots?

 Of course not, this type of footwear is for everyone and anyone who wants to try out the trend!

Can you wear cowboy boots to a wedding?

If it’s a Southern wedding, you can definitely wear cowboy boots. With this said, we would recommend picking out a special pair of boots that look a bit fancier like your average pair, like these light ones with floral embroidery. However, we wouldn’t recommend wearing the boots to any other wedding, unless you’ve specifically asked the bride for her permission!

Can you wear cowboy boots as a bride?

Of course, it’s your wedding!

 

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