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.

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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.

(Video) How to Style Western Trend & Styling Western Boots for Fall!

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.

(Video) Styling Cowboy Boots For Summer 2022!! (FOR THE WIDER CALFED GIRLS) Size 14/16 Summer Outfit Ideas!

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.

(Video) Cowboy Boots Outfits in 2022 | Chic, Sexy, Tomboy, Girly, Edgy

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.

(Video) My favorite men's jeans for cowboy boots in 2021! From $15 to $80!

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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How to wear cowboy boot 2022? ›

Here, how to wear cowboy boots in 2022!
  3. white button up + patterned skirt + black boots. ...
  4. blazer + midi dress + ...

Will cowboy boots be in style 2022? ›

Cowboy boots in 2022. Cowboy boots have been around for aeons and, from what we can tell, will be for the foreseeable. Fashion houses and celebrities are embracing the trend which can only mean one thing, they're here to stay.

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 kind of dresses look good 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.

How do you dress nice 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.

Why don't you tuck jeans into cowboy boots? ›

When wearing cowboy boots to a formal occasion, convention dictates that your cowboy boots should be worn inside your pant legs. The reason you don't want jeans tucked into cowboy boots for a formal occasion is the fabric on the legs of your pants will bunch, wrinkle, and crease just above the shaft of your boots.

Are boots popular in 2022? ›

Yes, classic knee-high boots are back, whether you prefer flat riding boots or '90s square-toe heels. Even knee-high moto boots are having a moment. The best way to wear them right now (so that you don't look too retro) is with skirts or dresses that hit above the knee rather than tucked in leggings or skinny jeans.

What boots are in for winter 2022? ›

For the season ahead, use a boot update to complement the fall 2022 fashion trends and bring your favorite fall outfit ideas bang up-to date.
  • Biker boots. Gabriela Hearst, Coach, Miu Miu. ...
  • Over the knee boots. ...
  • Wedge boots. ...
  • Platform boots. ...
  • Embellished Boots. ...
  • Metallic Boots. ...
  • Colorful Boots. ...
  • Western Boots.
15 Oct 2022

What boots are in for fall 2022? ›

The Cutest Boots to Wear for Fall
  • Classic Black Booties. Kaye Leather Booties Vince. ...
  • Chelsea Boots. Yale Chelsea Boot Marc Fisher. ...
  • Ankle Boots. The Downtown Boot Margaux. ...
  • Riding Boots. Penny Boot Sam Edelman. ...
  • Over-the-Knee Boots. ...
  • Waterproof Boots. ...
  • Waterproof Heeled Boots. ...
  • Cowboy Boots.
13 Oct 2022

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 you wear a long dress with boots? ›

Wearing long dresses and boots

For a smarter look, go for a dress with a longer length, preferably down to your ankle, and wear either heeled ankle boots or knee-high boots. By layering delicate hemlines and ditsy floral prints you can create an easy and elegant look.

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.

How do you pair a dress with a boot? ›

Choose a short dress with over-the-knee boots.

You can wear a tight, fitted dress, or a loose, short dress. Suede boots look good with a casual dress. Leather or pleather boots look better for a dress that is meant to be worn on a night out. Wear a short, flowing lace dress with a pair of brown over-the-knee boots.

How do you dress well with boots? ›

How to Wear Boots
  1. Choose the right style of boots to suit your desired look.
  2. For a casual look, pair relaxed boots, such as work boots with jeans and a t-shirt.
  3. To create a smart outfit, select sophisticated boots, such as Chelsea boots, and partner them with trousers, a button-up shirt, and a blazer.
11 Sept 2022

What kind of boots do you wear with a dress in the winter? ›

Knee-high and tall boots are the perfect match for short wintry dresses and skirts. As it is considered a winter fashion staple (and maybe even the most popular one), this boot style not only keeps your legs warm but also makes you appear taller.

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 cowboy boots with a midi dress? ›

Show off your sassier side by finishing off with a pair of cowboy boots. For a goofproof semi-casual option, you can't go wrong with this pairing of a midi dress and a black coat. A pair of cowboy boots effortlessly boosts the style factor of your look.

What kind of pants do you wear with cowboy boots? ›

As a general rule of thumb, we recommend wearing medium to dark-wash jeans over your boots (not tucked in). The jeans should be fairly form-fitting in the upper legs but have enough space in the lower leg to accommodate the boot, without showing an outline.

What toe is in Style 2022? ›

Eyeing: Wide-Round-Toe Shoes

"For 2022, I'm loving a toe-shape trend more than anything. It's a wide, round toe that feels so fresh after years of square toes. The best part is you can try the trend with almost any kind of shoes, whether it's mules (like I'm wearing) or a pair of heels.

What heel is in Style 2022? ›

Kitten Heels

A surprisingly tricky trend to try, kitten heels offer a bit of a retro feel to office and party-ready ensembles for the shoe trends 2022. A look that we have seen peeking through since the spring season, this look can feel a little dated, particularly thanks to its throw-back '80s connotations.

What is the shoe trend for spring 2022? ›

While chunky sandals and furry slides—both nods toward lockdown fashion—won't be going anywhere thanks to Hermès, MaxMara, Fendi, and Loewe, party-ready heels that are decked in embellishments and other adornments are back in the mix.

Is there a trick to putting on cowboy boots? ›

Heat the boots using a hairdryer, put them on, and walk around until they have cooled back. Do this 5 – 10 times, at least. Wear thick or multiple socks before putting on the boots. The extra layer helps push more forcefully against the boots and loosens them up faster.

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.

What kind of socks do you wear with cowboy boots? ›

Socks made from cotton, wool, or a blend of natural fibers are breathable and comfortable, making them ideal for pairing with cowboy boots. If you're like most people, you probably think that any type of sock will do with cowboy boots. You would be wrong.

Are chunky boots in for 2022? ›

Chunky Boots Will Be Fall 2022's Biggest Boot Trend | Who What Wear.

What is the most popular shoes in 2022? ›

These are our picks for the Best Sneakers of 2022.
  • Air Jordan 3 “Fire Red” ...
  • adidas Samba OG “White/Black” ...
  • Tom Sachs x Nike General Purpose Shoe. ...
  • Air Jordan 1 High OG “Lost & Found” ...
  • Joe Freshgoods x New Balance 9060 “Inside Voices - Penny Cookie Pink” ...
  • Teddy Santis x New Balance 990 “Made in USA”

Can I wear ankle boots with a dress? ›

Ankle boots can also look incredibly stylish when worn with a dress or a skirt, no matter the length. Whether you're rocking a maxi skirt on the weekend or sporting a midi dress to work, there is an ankle boot that will work with your outfit.

What is the color for winter 2022? ›

Key colors winter 2022, the most fashionable colours of winter 2022 are pastel yellow, lilac, silver, brown and blue.

Are boots and leggings in Style 2022? ›

The biggest style trends out of fashion for 2022 are the dress with chunky sneakers, skirts with chunky sneakers, tunic tops with leggings and boots.

Are tall boots over jeans still in style 2022? ›

Are over-the-knee boots still in style for 2022? According to Instagram, influencers and the stores still selling them, they definitely are! Thigh-high boots used to give a lot of people Julia Roberts Pretty Woman vibes…but that's sooooo not the case anymore.

What color is in for fall 2022? ›

The color trends range from bright colors like illuminating yellow and bright red to neutral hues like beige and gray. The must-have nuance will be green in the bright and lush “lawn” variant and in the more sober and refined “olive” shade.

Are ankle boots in style 2022? ›

Cut-out ankle boots look great with bare ankles, another 2022 trend. All you have to do is to leave some naked space between your pants and boots! So switch up your classic ankle boots for a pair of cut-out ones like Verdura's fishnet ankle boot or the classic Arche Dato for a cool all-year-round look.

Do you wear long or short socks with cowboy boots? ›

Tall Socks Are Best for Boots

Ideally, you'll match cowboy boots that have a long shaft with tall socks that go all the way over your calf muscle. It's not a fashion choice, but one for comfort—especially when compression is required.

Can you wear a skirt with cowboy boots? ›

Cowboy boots tend to feel like a standout piece (at least in the city and suburbs), but they don't have to be the focal point of your outfit. Pair them with a boldly patterned mini or midi skirt and a classic white blouse and suddenly they're as easy to wear as any other black knee-high styles in your arsenal.

Is it okay to wear cowboy boots with skinny jeans? ›

Cowboy Boots and Skinny Jeans

From high fashion boots to daily wear, you can find boots with intricate stitching, bright colors, and beautiful inlay designs. This is why skinny jeans have become such a popular item to wear with cowboy boots.

Can you wear cowboy boots with an evening gown? ›

Yes, you can wear boots to a semi formal event. Just make sure they are not too casual or too dressy. Casual attire looks great with boots of any style and silhouette, but formal attire adds a touch of modernity. When you wear cowboy boots with a semiformal dress, you make a cute and casual appearance.

Do boots and dresses go together? ›

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.

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

Yes, ankle boots are a stylish option to wear to a wedding with casual dresses and black dresses alike. Unlike knee-length boots or more heavy-duty snow boots, some ankle boots are formal enough for most ceremonies. If you're headed to a fall or spring wedding, a pair of Timberlands will keep your feet warm and dry.

What do you wear to dress like a cowboy? ›

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.


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