12 Dresses To Wear With Cowboy Boots 2022 (2023)

When it comes to fashion, the options are almost limitless. You may shop for all of your favorite outfits online or in-store from time to time. You may discover some adorable things on a regular basis and some that you might not have considered before. As with shoes, though, if you’re unfamiliar with the sorts of clothing that go best with cowboy boots, there may be an issue.

Cowboy boots may be worn with any style of attire. If you’re feeling edgy, invest in some studded jeans and black leather boots. If you like a more feminine look, go for a short, ruffled skirt or some lovely red or pink boots. You should never be restricted in your dress options just due to your footwear.

12 Dresses To Wear With Cowboy Boots 2022 (1)

Table of Contents

  • Wrangler Denim Dress
  • Country Halter Chiffon Dress
  • Sexy Black Lace Dress
  • Sleeveless Lace Fit Dress
  • Flare Dress
  • Floral Maxi Dress
  • Embroidered Floral Black Dress
    • Black and White Gingham Dress
    • Floral Deep Sleeve Dress
    • High-Waisted Dress
    • Deep-V Lace Skirt Dress
  • Final

Wrangler Denim Dress

When a cowboy boots and a denim dress go together, they make maverick fashion magic. Part of Wrangler’s Heritage collection, the Wrangler Denim Dress is a great go-to for any occasion. You can wear this shirt dress with or without sleeves and make it your own. The Western-inspired denim styling and button details make it perfect for autumn and winter.

If you’re looking to keep warm while still maintaining your fashion sense, these boots are perfect for you! They’re 100% real leather with a superior quality that will last you many years to come.

Whether you’re wearing a jeans and a tee or an outfit like the one above, cowboy boots make your style statement. They give you the look of being comfortable in your own style, but still appear to be stylish at the same time. Pairing them with either formal or casual outfits is possible, so don’t worry if you aren’t able to find something that works for every occasion! Just choose one to see how they will fit into your wardrobe.

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Country Halter Chiffon Dress

If you’re searching for a dress to pair with cowboy boots in the spring, summer, or autumn that has a splash of color without being overpowering, this halter dress is ideal. It’s chiffon and comes in a range of colors that go well with any cowboy boot.

As is the case with this lovely spring green gown. It is chiffon. It has a plunging neckline that accentuates your shoulders and an attractive three-quarter-length sleeve that will keep you cool throughout the summer months. Because the dress fits closely, if you want enough space for tights or leggings, choose your regular size.

You may also choose blue, which looks fantastic with brown cowboy boots. If you like a more bright style, you might go for a crimson gown.

And whether you’re looking for a dress for autumn, summer, or even winter, this green number is a terrific pick. It’s chiffon and comes in a range of hues that go well with brown, black, or gray cowboy boots.

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If you’re seeking the ideal complement to your wardrobe, this may be it.

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Sexy Black Lace Dress

This lace gown is ideal for all of your wild, cowgirl desires! It has a seductive but sophisticated fit and flare design that hugs your curves in all the right places. You’ll like this dress even more since it pairs wonderfully with any of your cowboy boots.

Wear it with knee-high combat boots for a bad girl vibe or with brown ankle-height lace-up boots for a more refined approach. If you’re striving for a sophisticated style, you may also match it with a pair of black heels.

It’s a dress that’s suitable for practically any occasion! Not only is the lace and black color combination seductive and seductive, but you may also wear it to a formal dance. This gown will ensure that your night out is outstanding, regardless of the kind of event you’re attending.

This lace gown is composed entirely of cotton. This fabric has just the right amount of elasticity and fits well.

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Sleeveless Lace Fit Dress

Sleeveless lace fit and flare dress to wear with cowboy boots. A sleeveless dress is a perfect length for all body types. This dress can be paired with a belt to cinch in your waist or worn without one for a slightly looser silhouette. The material is stretchy and simple to wear, while the lace pattern adds interest. The dress can be styled with heels or cowboy boots.

The dress has a stretchy, easy-to-wear material. The faux wrap is perfect for showing off your latest accessory or giving your shoulder an exposed look. A great style with cowboy boots or heels.

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Flare Dress

It’s the best of both worlds – a flare dress with cowboy boots, so you can have one of your favorite looks for any occasion. Cowboys boots add an urban flair to a classic flared dress, perfect for work or play. The flare makes this look dressy.

This look would be great for summer weddings, company picnics, or even the rodeo!

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Floral Maxi Dress

Whether you’re looking to wear it with jeans, cut-offs, or shorts, this dress is the perfect solution. And if you happen to live in “cowboy country” as I do, you can wear it with your cowboy boots (or any other boot) and look fabulous! With the sweltering heat of summer on its way out, it’s time for floral maxi dresses.

This maxi dress is perfect for ladies who are short on time. It is so easy to make, and you will be done in no time.

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This maxi dress is made of several layers of fabric. Each layer is cut on the bias, which allows it to lay smoothly over your body.

This maxi dress can be made in any size. It’s easy to adjust for a perfect fit by adding or removing length from the top layer. When you make it, be sure to include enough length in the top layer so that you can have some fun with embellishments or other trim.

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Embroidered Floral Black Dress

No one said you couldn’t wear a Black Floral Embroidered Dress and cowboy boots! Whether it’s a country festival or just a social event, this simple and chic outfit will be sure to put you in the spotlight. Pair this dress with your favorite pair of cowboy boots and accessories.

When going to any party, especially a Western-themed one, you have to be sure to carry the right kind of bag. Go for a simple white purse that won’t attract too much attention. However, if you want it to draw some attention, opt for an all-white purse or clutch that has been monogrammed.

To complete the outfit, throw on Western-style boots and other accessories such as a belt buckle and cowgirl hat.

The significant aspect of this garment is that it can be worn with either cowboy boots or heels. Having said that, if your feet are sensitive to the sensation of cowboy boots, you may always wear a pair of western-style heels.

This outfit looks best when worn at daytime events rather than night-time parties because it doesn’t go well with black cocktail dresses.

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Black and White Gingham Dress

Travelers to the Western USA are always looking for an easy way to appreciate this region’s culture. And while it may seem like you need a wardrobe full of cowboy boots, hats, and denim jackets to do so, all you need is this black and white gingham dress. By wearing this dress, you’ll be decked out in the look that embodies traveling through the Southwest in style.

Black and white gingham dresses are always an excellent way to showcase your western style. If you want to dress up this look, pair it with cowgirl boots or go all out with cowboy boots. Or throw on this dress with some flats and carry a hat, adding extra layers of western flair! This dress is perfect for showing off your western style without trying too hard, making it easier for you to show the authentic Western spirit that visitors to the Southwest are looking for.

But what do you wear with this black and white gingham dress? Two words: cowboy boots.

Cowboy boots require some pretty specific types of clothes to go along with them.

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And while this dress is perfect for showing off your western side, choosing cowboy boots to pair with it will ensure that you aren’t overdressed.

You’ve come to the right place if you’re searching for a terrific pair of cowboy boots. You have a lot of possibilities. However, if you want something straightforward and easy to wear, stick to black or brown leather cowboy boots. These boots are very adaptable and can be worn with either slacks or dresses, making them the ideal complement to any outfit.

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Floral Deep Sleeve Dress

If you’re hunting for the perfect outfit, don’t miss this floral deep sleeve dress that has been created to wear with cowboy boots. This outfit is perfect for the springtime when the weather gets warmer, and it’s time to break out your favorite pair of cowboy boots! The dress features a rustic style pattern in dark green mustards for a look that is both stylish and sexy.

A round neckline and short sleeves characterize this dress, which exposes the shoulders for a look that is perfect for warm weather. The high collar and deep scoop of this dress create a modest look while still accentuating your curves and leaving plenty to the imagination.

The fabric of this dress is soft and comfortable while still maintaining a stylish finish. The skirt of this dress flares out into an A-line hemline with ruffle detailing throughout.

The front of this dress has a subtle yet beautiful print that catches the eye and offers plenty to get your attention. This deep sleeve dress is perfect for wearing with your favorite pair of distressed boots.

The back of this deep sleeve dress features a deep V-neckline, while the elastic ruffles on the back of the skirt flutter and allow for additional styling options to add interest and flair.

This dress was created with a beautiful print to enjoy while wearing cowboy boots.

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High-Waisted Dress

Everyone knows that cowboy boots are the ultimate winter must-have. But not many people know what to wear with their new tall leather boots. The solution is easy: cowboy boots go beautifully with high-waisted dresses!

Besides the stylish nature of high-waisted dresses, they can also be worn to keep warm in very cold temperatures. They often have heavier fabrics than other clothing pieces, which will help your legs stay warmer than usual for this time of year.

When choosing your high-waisted dress, you should pay attention to the length. After all, you don’t want it to be too short or too lengthy; you’re going to pair it with cowboy boots! Additionally, the length of your dress will be determined by whether you want to wear tights beneath.

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This is an example of a high-waisted dress that will look gorgeous with your new cowboy boots. The fabric used to make it is thick yet very soft to touch. It’s also stretchy enough to allow you to move without feeling like it’s strangling you. It has a very flattering shape, too. The waist of the dress is narrow enough to fit comfortably on the hips, while the entire piece fits you like a glove.

This style of dress also looks amazing with your tall leather boots. The length hits your knees, but not quite long enough to make you look like you’re wearing tights underneath.

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Deep-V Lace Skirt Dress

You’ll love this Deep-V Lace Skirt Dress to wear with cowboy boots!

It’s made of a stretchy fabric and has an asymmetrical hemline that will give you the perfect amount of coverage. This dress is also elastic and will fit most sizes.

It’s the perfect outfit for a casual or even more formal event.

The inspiration for this skirt came from the many lace skirts I see on Pinterest. This skirt is made of a light, comfortable stretchy fabric. It would be great to wear during an evening dinner and dancing, but it can also be worn as a day dress and for special occasions.

This dress may be worn at any time of year and with a variety of various shoe and accessory designs to create the appearance you choose.

12 Dresses To Wear With Cowboy Boots 2022 (12)


Western attire encompasses a great deal more than blue jeans and Daisy Dukes. Cowgirls may dress as femininely as any other lady, and we can do so while wearing our boots! These dresses are ideal for any occasion and look incredible when paired with your favorite pair of cowboy boots.

Therefore, the next time you’re looking for an outfit for a barn dance, wedding, or celebration, peruse our selection of stunning western dresses that combine well with boots.

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What kind of dresses can I wear with cowboy boots? ›

Best Dresses to Wear With Cowboy Boots
  • Little Black Dresses. There is nothing more iconic than a little black dress. ...
  • Floral Dresses. Florals are a summer staple. ...
  • Off-the-Shoulder Dresses. ...
  • Bright Colored Dresses. ...
  • Special Occasion/Wedding Guest Dresses. ...
  • Maxi Dresses. ...
  • Midi Dresses. ...
  • Mini Dresses.
18 May 2022

Are cowboy boots fashionable 2022? ›

Are cowboy boots in style for 2022? You betcha! Cowboy boots have been wavering onto and off of our shopping list for the past few years, but they're definitely back for another spin in the spotlight in 2022. Best of all, there isn't just one style that is reigning supreme.

What dresses look best with boots? ›

With heeled boots wear tailored dresses for a more elegant look. With tan boots wear linen midi dresses for a trendy summer look. With combat boots wear short tea-dresses and floral dresses for an in-style look. With chunky boots wear floral mini dresses for a cool '90s grunge look.

Do dresses and cowboy boots go together? ›

Long dresses with cowboy boots are such a great combination! Especially if you're pairing a tired, flowy or embroidered western dress to wear cowboy boots with. Pick classic cowboy or short western style boots with a maxi dress that is less roomy with little legroom.

What should you not wear with cowboy boots? ›

What Not to Wear With Cowboy Boots
  • Avoid: Prarie Dresses and Overalls. Embrace: Animal Print. ...
  • Avoid: Athleisure. Embrace: Polished Pieces. ...
  • Avoid: Piled-On Accessories. Embrace: Simple Outfit Formulas. ...
  • Avoid: Sequins and Fringe. Embrace: Classic and Pretty Pieces.
6 Sept 2021

Is it OK to wear boots with a dress? ›

Short boots, like ankle boots and Chelsea boots are perfect for wearing with dresses through every season, whether it be winter or summer. Ankle boots are perhaps the most popular style for wearing with dresses as their short silhouette will elongate the appearance of your leg.

How do you wear 2022 boots? ›

How to Wear Boots With The Hottest Jean Trends of 2022 - YouTube

What boots are in for winter 2022? ›

While cowboy boots are undoubtedly one of 2022's most-worn styles, it was knee-high boots and over the knee boots that we saw stomping the pavements of every iconic city last year. They remain a go-to this season too though, you'll be pleased to know, thanks to the likes of Gianvito Rossi, Kurt Geiger and more.

What boots are in for fall 2022? ›

20 Trendy Boots for Fall 2022
  • METALLIC LEATHER ANKLE BOOTS, Zara. Price: $149. ...
  • BARKSDALE Leather Boot, La Canadienne. Price: $575. ...
  • Tylah Sock boot, Aldo. Price: $140. ...
  • Otto Mini Western Boot, Reformation. ...
  • Force Lugged Chelsea Boot, Fendi. ...
  • Alto Hybrid platform boots, Tretorn. ...
  • Firenze Boots, Cougar. ...
  • Alina block-heel boot, Vagabond.
14 Oct 2022

Can I wear brown cowboy boots with black dress? ›

But if you have brown boots in your closet begging to be worn, this is an outfit formula to try. Wear brown boots with a black dress. I feel like this is best done with a more casual outfit. This dress (old, from CAbi) is a jersey material, and the style is on the casual side as well, although it can go both ways.

Can you wear short cowboy boots with a dress? ›

Thank you for supporting Shoe-Tease.com! Readers have often asked if they can wear boots with a short dress and the answer is yes – absolutely! Boots are some of the best shoes to wear with dresses for fall, winter and cooler summer days.

How can I wear cowboy boots without looking country? ›

If you're wondering how to wear cowboy boots without looking country, this is the way. Wearing a light-washed, high-waisted pair of jeans with cowboy boots will get you some extra brownie points from the fashion police! Just throw on a crisp white shirt or a printed tee and walk out in style.

Can you wear boots with an evening dress? ›

Obviously we're not talking about heavy-duty boots. But boots, especially in suede, can go from day to evening and look stunning, as long as they don't have clunky hardware or big industrial zippers. A heel makes boots dressier but is not essential.

Can I wear boots with a maxi dress? ›

Whether opting for a knee-length or ankle cut style, boots are an excellent way to style your maxi dress in colder seasons. Pair your maxi dress with tights and black or brown boots for a chic, fashionable look that will enhance your ensemble. In winter, black boots are an excellent choice for most maxi styles.

Can I wear boots with a midi dress? ›

Midi dresses are another winner when wearing dresses with boots. There are few boots that won't go with this versatile style of dress. This mid-shin length dress looks great with just about any boot, but it's best to go for ankle-length boots or go all the way thigh-high.

What do cowboy boots say about a woman? ›

What do cowboy boots say about a woman? A woman who chooses to wear cowboy boots is bold. Just as the boots themselves are unique and hard to miss, anyone who chooses to wear cowboy boots is confident in themselves and doesn't mind standing out.

Can I wear leggings with cowboy boots? ›

Leggings are good for wearing with cowboy boots because they're comfortable and form-fitting. Your boots will fit easily over any style of legging, whether you choose a mid-rise or high-rise pair.

Can cowboy boots go with everything? ›

One of the best parts about wearing cowboy boots is that it's an outfit that goes with everything. If you're looking to wear a dress, you can simply pair them with another item of clothing and that's it!

Can I wear boots with a dress to a wedding? ›

Boots are often considered “formal” when worn with a dressy outfit. However, they can be worn to an outdoor wedding ceremony as long as the pair you choose are polished and in good condition.

Are ankle boots Still in Style 2022? ›

From subtle versions like the Sempre Di ruched ankle boot to more traditional ones like the Felmini cowboy boot, western-inspired ankle boots are a perfect long-term investment. They're never out of style and you can wear them with pretty much everything!

Can I wear cowboy boots to a wedding? ›

Cowboy boots can be an outstanding addition to a wedding look and perfectly fine to wear on such a special day. If you are looking to make a statement as you walk down the aisle, or you're attending a western-themed wedding, then cowboy boots make a great choice.

Can I wear cowboy boots to a semi formal wedding? ›

You may think your boots only go with casual outfits. Boots of all silhouettes and styles certainly work well with laid-back clothing, but this versatile footwear has its place among semiformal attire, as well.

Can you wear cowboy boots with a summer dress? ›

Summer Dresses With Cowboy Boots

During the summer, wearing a brightly colored boot, or floral patterned boot, is an easy way to vamp up a simple or modest dress. Women's summer cowboy boots are definitely best when tossed on with a flowy dress.

What do you wear to a cowgirl party? ›

Western wear usually involves a cowboy or cowgirl look involving jeans, chaps, cowboy hat and boots. Girls can wear the same, but may opt for a prairie look which may include a prairie skirt with lace up boots and a flouncy, ruffled top.

Can I wear boots with a dress to a wedding? ›

Boots are often considered “formal” when worn with a dressy outfit. However, they can be worn to an outdoor wedding ceremony as long as the pair you choose are polished and in good condition.

Can cowboy boots be dressy? ›

Cowboy boots technically aren't formal wear, but you can still wear them with a suit. Choose smooth full grain leathers that are simple and clean, and get boots with a leather sole. While they're not black-tie formal, they'll be great for wedding or business meeting formality.

What colors should you not wear to a wedding? ›

Here are the colours that are off limits for wedding guest attire.
  • Any shade of white. OK, this is probably pretty obvious, but you really can't wear white to a wedding. ...
  • Gold (and other metallics) ...
  • Light pastels. ...
  • Neon. ...
  • The colour the bridesmaids are wearing.
16 Aug 2019

How do you dress fancy with cowboy boots? ›

To wear your cowboy boots for a night out on the town, pair them with a dark pair of jeans, a solid colored shirt, and a bomber or Harrington jacket. Try a blazer for a smart-casual look, or give yourself an edge with a T-shirt and leather jacket.

Can you wear boots with an evening dress? ›

Obviously we're not talking about heavy-duty boots. But boots, especially in suede, can go from day to evening and look stunning, as long as they don't have clunky hardware or big industrial zippers. A heel makes boots dressier but is not essential.

What makes a dress western? ›

Western wear typically incorporates one or more of the following, Western shirts with pearl snap fasteners and vaquero design accents, blue jeans, cowboy hat, a leather belt, and cowboy boots.

What do cowboy boots say about a woman? ›

What do cowboy boots say about a woman? A woman who chooses to wear cowboy boots is bold. Just as the boots themselves are unique and hard to miss, anyone who chooses to wear cowboy boots is confident in themselves and doesn't mind standing out.

Can you wear short cowboy boots with a dress? ›

Thank you for supporting Shoe-Tease.com! Readers have often asked if they can wear boots with a short dress and the answer is yes – absolutely! Boots are some of the best shoes to wear with dresses for fall, winter and cooler summer days.

How do you dress like a cowboy in summer? ›

To dress like a cowboy, wear a long-sleeved button-down, durable jeans, leather boots, and a cowboy hat. Keep in mind that cowboy boots usually take a little time to break in. If you want to spruce up your look, try adding a belt with a large belt buckle.

How do I look like a country girl? ›

Most importantly, country girls like looking casual and comfy, and they don't wear really tight clothing.
  1. Choose plaid shirts. ...
  2. Wear plain colored shirts, or shirts with minimal designs. ...
  3. Another country thing is clothing from brands such as Cavender's, Sheplers, Wrangler, Cabelas, Rowdy Bell Co and more.

How do you look a country? ›

Looking country is all about wearing rugged, durable clothing with key accessories, like cowboy boots and a hat. For a masculine country look, throw on some dark-colored jeans and corduroys with a long-sleeve button-down. Plaid, embroidered, and checkered button-downs are the most common country styles.

How do you look Western? ›

Denim or plaid, snap pockets, fringe and embroidery are just a few Western top staples. If you're going for classic cowboy (think: Roy Rogers), go for a Western dress shirt with detailed embroidery or Western yokes.


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