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70+ Best Dresses To Wear With Cowboy Boots [2024] For A Modern Western Chic Style

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Are you looking for the best dresses to wear with cowboy boots? Check this post for the best dress styles to pair with cowboy boots for a western chic cowgirl style, perfect for Nashville, night out, country concert, photoshoot, weddings, parties, and more!

The Western chic style has been making waves in the fashion industry for quite some time now, and there’s no denying its appeal.

With cowboy boots being a staple of this trend, finding the perfect dress to pair them with can be a daunting task.

That’s why we’ve scoured the internet to bring you our comprehensive list of the 70+ best dresses to wear with cowboy boots.

From bohemian-inspired maxi dresses to flirty mini dresses, we’ve got you covered for every occasion.

Whether you’re heading out for a night on the town or attending a country-themed wedding, these dress options will have you feeling confident and stylish in your cowboy boots.

dresses to wear with cowboy boots outfit ideas collage

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This post is all about dresses to wear with cowboy boots.

 

Best Dresses To Wear With Cowboy Boots

 

Boxy Dress With Cowboy Boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Boxy dresses are one of the most versatile dress styles that can be paired with cowboy boots for a Western look.

These dresses feature a square or rectangular shape with minimal shaping around the waist, giving them a relaxed and comfortable feel.

Boxy dresses come in different lengths, from mini to midi and maxi lengths, making it easy to find one that suits your body type.

One way to style a boxy dress with cowboy boots is by adding a belt around the waistline.

This helps create more definition at the waist while still maintaining the relaxed silhouette of the dress. You can choose a belt that matches your cowboy boots for an added touch of Western flair.

Another great way to wear a boxy dress with cowboy boots is by layering it with denim jackets or vests.

This adds extra texture and dimension to your outfit while keeping you warm in cooler weather conditions.

A statement necklace or earrings also help elevate this look, making it perfect for casual outings or even date nights.

 

Country Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Country dresses are a great way to add a touch of Western charm to your wardrobe.

These dresses come in various styles and lengths, from knee-length to maxi, and can be worn for many occasions.

One popular type of country dress is the prairie dress, which features ruffles, lace details, and flowy skirts.

Whether you prefer a more vintage-inspired look or something modern and chic, there’s sure to be a country dress that fits your style.

With so many options available, it’s easy to incorporate this classic Western trend into your everyday wardrobe.

 

Western Dress

dresses to wear with cowboy boots

Western dress is a style of clothing that originated from the American West.

It is known for its unique and distinctive features, such as cowboy boots, denim jeans, plaid shirts, and leather jackets.

Western fashion has evolved over time to include modern trends while still keeping the traditional look intact.

One popular trend in Western dress is pairing dresses with cowboy boots.

This style creates a chic yet rugged look that is perfect for any occasion.

There are various types of dresses that can be worn with cowboy boots, including maxi dresses, midi dresses, and even mini dresses.

When choosing a dress to pair with cowboy boots, it’s important to consider the color and design of both pieces.

Neutral shades like beige or brown work well with darker-colored boots while brighter hues like red or green complement lighter-colored boots.

Accessorizing with Western-inspired jewelry like turquoise necklaces or silver bracelets can add the finishing touch to complete the whole Western chic vibe.

 

Cute Summer Dresses

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Cute summer dresses are an essential part of any woman’s wardrobe.

They are easy to wear, comfortable and stylish while keeping you cool in the hot weather.

If you’re looking for a western chic style, cowboy boots can be paired with summer dresses for a unique and trendy look.

With so many options available, it can be challenging to choose the right dress that will complement your boots.

One option is a floral sundress with a flowy silhouette – perfect for those warm days when you want to look effortlessly chic.

Pair this dress with ankle-length cowboy boots, and you’re ready for a day out on the town or even at the rodeo.

 

Denim Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

The denim dress is a timeless classic that can be dressed up or down depending on the occasion.

Whether you’re heading to a Western-themed event or simply looking for a comfortable and stylish outfit, the denim dress is a must-have in your wardrobe.

Pair it with cowboy boots and a leather jacket for an edgy look, or dress it up with heels and statement jewelry for a more formal event.

One of the great things about denim dresses is their versatility.

You can choose from different lengths, styles, and washes to find the perfect one that suits your taste.

A dark wash knee-length denim dress paired with suede cowboy boots creates an effortlessly chic look suitable for any casual outdoor event.

On the other hand, if you want to make a statement at a night out party, opt for an embroidered mini-denim dress paired with ankle booties and chunky earrings to complete your look.

 

Floral Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

A floral dress is a perfect choice to wear with cowboy boots for a Western chic style.

The combination of feminine florals and rugged boots creates an interesting contrast that can elevate your outfit.

Choose a dress with a colorful floral print or opt for something more subtle like a black and white floral pattern.

When it comes to styling, keep it simple and let the dress and boots do the talking.

Avoid adding too many accessories as this can take away from the overall look.

A wide-brimmed hat or simple jewelry can complement the outfit without overwhelming it.

 

Flowy Dresses

 

dresses to wear with cowboy boots

Flowy dresses are a perfect match for cowboy boots if you’re going for a bohemian or Western chic style.

These dresses provide comfort, ease of movement, and a feminine touch to the overall look.

They come in different lengths, prints, and fabrics that cater to every preference and body type.

Maxi flowy dresses create an effortless yet stunning statement when paired with ankle or mid-calf cowboy boots.

The combination makes you look taller and accentuates your curves while keeping things relaxed.

Meanwhile, midi flowy dresses with their A-line shape complement both slim-fitting cowboy boots or chunkier ones that have more details like buckles or studs.

For those who want to go all-out Western style, try pairing a loose-fitting tunic dress with knee-high cowboy boots.

This combination is perfect for the colder seasons as it provides warmth without sacrificing style.

Flowy dresses are versatile items that can be worn on many occasions from casual outings to special events like weddings or concerts.

 

Jumper Dress

dresses to wear with cowboy boots

A jumper dress is a versatile piece of clothing that can be worn with cowboy boots for a Western chic style.

This type of dress has gained popularity in recent years and is available in various styles, lengths, and fabrics.

One popular style is the denim jumper dress that gives off a rustic vibe when paired with cowboy boots.

Another option is the corduroy jumper dress that is perfect for the fall and winter seasons.

It can be paired with tights or leggings to keep your legs warm while still looking stylish.

For a more playful look, opt for a floral print jumper dress in lighter fabrics like cotton or chiffon, or a black or white lace jumper dress.

 

Little Black Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

The Little Black Dress, or LBD, has been a fashion staple for decades.

It is a versatile piece that can be dressed up or down depending on the occasion.

Pairing an LBD with cowboy boots can create a perfect Western chic style.

The contrast of the edgy boots with the classic black dress creates a unique and stylish look.

When choosing an LBD to wear with cowboy boots, consider the length and style of the dress.

A shorter dress can show off your boots while still maintaining a classy appearance.

A flowy, bohemian-style LBD pairs well with rustic cowgirl boots for a laid-back yet put-together look.

Accessories such as belts, scarves, and jewelry can add personality to your outfit when wearing an LBD with cowboy boots.

Adding pops of color or texture through these accessories will elevate your Western chic style even further.

 

White Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

A white dress is a classic choice for any occasion, but it can be particularly stunning when paired with cowboy boots for a Western chic look.

This combination of feminine and rustic elements creates an effortlessly stylish outfit that’s perfect for anything from a casual day out to a special event.

When choosing the perfect white dress to pair with your cowboy boots, opt for something that has a flowy silhouette and delicate details like a white lace dress or a white embroidery dress.

A maxi dress in particular can create a beautiful bohemian vibe when paired with cowboy boots.

Alternatively, you could also choose a shorter dress with ruffled sleeves or hemlines for an added touch of femininity.

To complete the look, accessorize with statement jewelry and a wide-brimmed hat.

This will add dimension to your outfit without taking away from the simplicity and elegance of the white dress.

 

Simple Maxi Dress

dresses to wear with cowboy boots

A simple maxi dress is a perfect way to achieve a laid-back Western chic look.

The flowy silhouette of a maxi dress pairs well with cowboy boots, making it a versatile piece for any occasion.

Opt for muted colors like white, beige or olive green to keep your outfit subtle and stylish.

When accessorizing your simple maxi dress, consider adding a wide-brimmed hat or a fringe purse to enhance the Western vibe.

A statement belt can also cinch in your waist and add some dimension to the dress. For colder weather, layer your maxi dress with a denim jacket or leather vest for an edgier look.

Whether you’re attending a country concert or just running errands around town, a simple maxi dress is an effortless way to incorporate Western style into your wardrobe.

With its comfortable yet fashionable design, you’ll be sure to turn heads wherever you go.

 

Tiered Midi Dress

dresses to wear with cowboy boots

A tiered midi dress is a versatile piece that can be dressed up or down and pairs well with cowboy boots.

The tiered layers add dimension and movement to the dress, while the midi length provides coverage without sacrificing style.

For a casual look, pair a flowy cotton-tiered midi dress with a pair of brown leather cowboy boots and a denim jacket.

Add some accessories like a statement belt and fringe earrings for added flair.

To dress up your tiered midi dress, opt for one in a luxurious fabric like silk or satin, paired with black suede ankle boots and statement jewelry.

Whether you’re heading to brunch or a wedding, the tiered midi dress is an effortlessly stylish choice that will have you feeling confident and comfortable all day long.

With endless styling options, it’s no wonder that this trend has become a staple in Western fashion.

 

Mini Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Mini dresses are the perfect way to show off your legs and pair perfectly with cowboy boots.

The combination of a mini dress and cowboy boots creates a chic and stylish look that is both trendy and comfortable.

There are many different types of mini dresses to choose from, including floral prints, bold colors, and even denim.

When selecting a mini dress to wear with cowboy boots, it’s important to consider the occasion.

A more casual event may call for a denim or cotton mini dress paired with cowboy boots for a relaxed yet fashionable look.

For a night out on the town or a dressier occasion, opt for a sleek black mini dress paired with statement cowboy boots or booties.

 

A-line Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

dresses to wear with cowboy boots

One popular option for pairing with cowboy boots is the A-line dress.

This style of dress is characterized by its fitted top and flared skirt that creates a shape similar to the letter “A.”

The silhouette of an A-line dress complements cowboy boots perfectly because it balances out the proportions of the outfit.

A-line dresses come in a variety of lengths, from mini to maxi, making them versatile for any occasion.

For a more casual look, pair a knee-length denim A-line dress with brown leather cowboy boots and accessorize with a wide-brimmed hat and fringe bag.

Alternatively, opt for a longer floral print A-line dress paired with black ankle cowboy boots for a more formal event.

For those who want to accentuate their figure even more while still pairing their cowboys boots, try adding an embellished belt at the waistline.

This will help draw attention to your curves and create an hourglass shape while still maintaining balance with the flared skirt.

 

Off Shoulder Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

An off-shoulder dress is a perfect choice for those who want to add some extra style and elegance to their outfit.

This type of dress features a neckline that rests below the shoulders, leaving the upper arms and collarbone exposed. Off shoulder dresses are available in various styles, including maxi dresses, A-line dresses, bodycon dresses, and more.

When it comes to pairing an off shoulder dress with cowboy boots, there are a few things you need to keep in mind.

Firstly, choose boots that complement your dress’s color or pattern.

Secondly, make sure that your boots have enough height to balance with your dress’s length. Lastly, complete the look with some simple accessories such as earrings or bracelets.

Some great options for off shoulder dresses to wear with cowboy boots include denim or chambray dresses for a casual look or floral print dresses for something more feminine and girly.

Whatever your preference may be, an off shoulder dress paired with cowboy boots is sure to turn heads wherever you go!

 

Shirt Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Shirt dresses are a classic wardrobe staple that can be dressed up or down depending on the occasion.

They have a relaxed, casual vibe that makes them perfect for pairing with cowboy boots.

A shirt dress is typically made from cotton or a lightweight material and features buttons down the front, a collar, and long sleeves.

When it comes to wearing a shirt dress with cowboy boots, there are countless styling options to choose from.

You could opt for a more bohemian look by accessorizing your outfit with layered necklaces and bangles.

Alternatively, you could add some edge by wearing ankle boots with buckles or studs.

To keep things simple yet chic, pair your shirt dress with classic brown cowboy boots and minimal jewelry.

 

Slip Dress

dresses to wear with cowboy boots

One dress that looks great with cowboy boots is the slip dress.

It’s a simple and elegant piece of clothing that can be dressed up or down depending on the occasion.

Slip dresses are easy to style and pair well with any kind of footwear, especially cowboy boots.

Slip dresses come in different styles, lengths, and colors.

You can choose from vintage-inspired silk slips to modern satin ones.

Some slip dresses have lace trims while others have delicate straps.

A midi-length slip dress worn with cowboy boots creates a Western-inspired look that’s perfect for casual occasions.

Slip dresses are also great for dressing up for more formal events.

Pairing them with heeled cowboy boots can give you an edgier take on a classic evening outfit.

Opt for darker colors like black or navy for a sleeker look or go bright and bold if you want to make a statement.

 

Wrap Dress

 dresses to wear with cowboy boots

Wrap dresses are one of the most versatile dress styles that can be paired with cowboy boots.

This classic style has a flattering silhouette that flatters all body types and can be worn for any occasion.

The wrap design allows you to adjust the fit to your liking, making it easy to find the perfect fit.

One way to wear a wrap dress with cowboy boots is by pairing it with a leather jacket for a chic yet edgy look.

You can also accessorize with statement jewelry and a fringe bag for an extra Western vibe.

Another option is to choose a wrap dress in a fun print or color and pair it with neutral-colored cowboy boots for an effortless yet stylish look.

Whether you’re headed out on the town or running errands, a wrap dress paired with cowboy boots is sure to make you feel confident and stylish.

With so many options available, there’s no reason not to try this classic style today!

 

Boho Dress

dresses to wear with cowboy boots

Boho style dresses are a popular choice to pair with cowboy boots.

These flowy and relaxed dresses are known for their free-spirited, bohemian style that perfectly complements the effortless vibe of cowboy boots.

Boho dresses come in various styles, from maxi dresses to midi-length and mini-dresses, all of which can be styled with different types of cowboy boots.

One popular way to wear a boho dress with cowboy boots is by pairing it with ankle or mid-calf length cowboy boots.

This creates a chic and edgy look that is perfect for music festivals or outdoor concerts. The combination of the loose-fitting dress and rugged cowboy boots gives off a laid-back yet stylish vibe.

Another way to rock the boho dress and cowboy boot combo is by opting for knee-high or over-the-knee length boots.

This look works particularly well with maxi-dresses as it elongates the legs while still maintaining a casual vibe.

Layering accessories like necklaces, bracelets, or hats can add an extra touch of bohemian flair to this outfit combination.

 

Gingham Dresses

dresses to wear with cowboy boots

Gingham dresses are a perfect match for cowboy boots, especially during the summer months.

Gingham is a lightweight and breathable fabric that keeps you cool on hot days while still looking stylish.

One of the best things about this kind of dress is their versatility; they come in many colors and styles, making them suitable for any occasion.

You can dress up a gingham dress with accessories like jewelry or wear it casually with a denim jacket and boots.

The classic print works well for both day and night events, from picnics to weddings.

Additionally, gingham dresses come in various lengths, including knee-length dresses that give off an effortless vibe.

Another great thing about gingham dresses is that they come in different silhouettes.

You can choose from fit-and-flare styles or bodycon options depending on your preference or body shape.

Pairing a gingham dress with cowboy boots will help create an effortless country-chic look that’s perfect for summer occasions.

 

Sweater Dress

dresses to wear with cowboy boots

A sweater dress is the perfect way to stay cozy and cute during the fall and winter months, especially when paired with a great pair of cowboy boots.

These dresses typically feature a knit construction that keeps you warm while still being breathable enough to wear indoors or outdoors.

They come in a variety of styles, from fitted sheath dresses to loose and flowy designs.

One popular style of sweater dress is the turtleneck version, which features a high neck for added warmth and sophistication.

Another option is the off-the-shoulder sweater dress, which adds some extra sex appeal to your outfit without sacrificing comfort.

No matter what style you choose, pairing your sweater dress with cowboy boots adds a touch of ruggedness that balances out the feminine silhouette.

When it comes to accessorizing your sweater dress and cowboy boots combo, consider adding a belt at the waist to define your figure or layering on some statement jewelry for an eye-catching look.

And don’t be afraid to experiment with different textures and colors – this versatile ensemble can work with just about any type of boot or accessory you choose!

 

Blazer Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Blazer dresses are a versatile and chic option to pair with cowboy boots.

The structured silhouette of the blazer dress adds polish to any outfit while the length and cut make it easy to wear with boots.

For a daytime look, opt for a blazer dress in a lighter fabric such as linen or cotton and pair it with tan or brown cowboy boots.

Finish the outfit off with minimal jewelry and natural makeup.

For an evening look, choose a blazer dress in a darker shade such as black or navy and pair it with sleek black ankle boots.

Add some statement jewelry like oversized earrings or layered necklaces for added glamour.

A blazer dress is also perfect for work events or business meetings when paired with classic black cowboy boots.

Overall, whether you’re dressing up for a night out on the town or dressing down for casual daytime activities, incorporating a blazer dress into your wardrobe can add versatility and sophistication to any outfit when paired with cowboy boots.

 

Babydoll Dress

dresses to wear with cowboy boots

dresses to wear with cowboy boots

If you’re looking for a dress to pair with your cowboy boots, a babydoll dress could be the perfect choice.

This style of dress typically features a loose, flowy silhouette that flares out from the waistline.

The shorter length of the skirt allows you to show off your boots while still staying comfortable and stylish.

 

Sequin Dress

dresses to wear with cowboy boots

Sequin dresses are a great way to add a touch of glamour to any outfit.

They come in various styles, colors, and lengths, making them perfect for any occasion.

Pairing a sequin dress with cowboy boots is an excellent way to create the perfect look for any event.

For a casual daytime look, opt for a short sequin dress paired with ankle or mid-calf cowboy boots.

This combination will help you achieve an effortless yet stylish appearance.

You can also add a denim jacket or cardigan to complete the look.

If you’re attending an evening event, go for a long sequin gown with knee-high cowboy boots.

The dramatic contrast between the sparkling dress and rugged boots creates an edgy yet elegant statement.

Accessorize your outfit with simple jewelry and minimal makeup to let your dress do all the talking.

 

Ruffle Dress

dresses to wear with cowboy boots

A ruffle dress is a perfect match for cowboy boots, especially if you want to add some femininity to your western style.

Ruffles are playful and flirty, making them a great focal point of any outfit.

You can choose from different types of ruffle dresses, such as mini or maxi length, off-shoulder or halter-neckline, and long-sleeved or sleeveless.

One way to wear a ruffle dress with cowboy boots is to opt for an earthy color palette.

A beige or brown ruffle dress paired with dark brown leather cowboy boots creates a rustic yet chic look.

You can also accessorize with a wide-brimmed hat and chunky jewelry to complete the western vibe.

Another option is to go bold with bright colors and patterns.

A floral print ruffle dress paired with red cowboy boots adds an element of fun and personality to your outfit.

Don’t be afraid to mix prints either – try pairing a polka dot ruffle dress with leopard-print cowboy boots for an unexpected twist on the classic western look.

 

How To Style Dresses and Cowboy Boots for Different Occasions

 

Casual Outfit Ideas With Your Favorite Cowboy Boots

dresses to wear with cowboy boots

For a laid-back western look, try pairing a flowy dress with cowgirl boots.

A denim dress with western boots, and you can complete the look with a cowgirl hat.

A jean or checkered shirt dress with cowboy boots, and you’re ready for a day out on the ranch.

 

Dressy Outfit Ideas

dresses to wear with cowboy boots

If you’re attending a formal event or a wedding, you can pair a long dress with cowboy boots for a bold and stylish look that is sure to turn heads.

Opt for a silky dress that hugs your curves and pair it with sleek cowboy boots.

Add some statement jewelry to complete the outfit.

 

Work Outfit Ideas

dresses to wear with cowboy boots

dresses to wear with cowboy boots

Wearing cowboy boots with dresses to work is becoming a trend.

Choose a sheath dress in a solid color and pair it with a classic pair of western boots.

You can add a structured blazer or sweater to balance the outfit.

Make sure the dress is not too short- just above knee-length.

 

Can you wear cowboy boots with a wedding dress?

Cowboy boots are a popular footwear option for country weddings, and many brides choose to wear them with their wedding dresses.

However, whether or not this is a good idea depends on the style of the dress and the boots.

If you’re planning a rustic-themed wedding or a western wedding, or getting married outdoors, cowboy boots can be a great choice.

They add a touch of Western flair to your outfit and are functional for walking on uneven terrain.

However, if you’re wearing a formal ballgown or traditional bridal attire, cowboy boots may not be the best match.

When pairing cowboy boots with a wedding dress, keep in mind that the overall look should still be cohesive and balanced.

Choose boots that complement the style and color of your dress without overpowering it.

You can also accessorize with Western-inspired jewelry or hairpieces to complete the look.

Ultimately, if you feel confident and comfortable in your ensemble, then wearing cowboy boots with your wedding dress can definitely work!

 

How To Wear A Dress With White Cowboy Boots

dresses to wear with cowboy boots

Wear dresses with cowboy boots can give you the perfect balance of sweet and edgy.

The key to nailing this look is choosing the right style of dress that complements your white cowboy boots.

A sundress or a flowy maxi dress would be ideal for creating a bohemian vibe, while a fitted bodycon or shift dress can add some elegance to your outfit.

When it comes to accessorizing, keep it simple and let your favorite pair of cowboy boots do the talking.

Avoid overloading on jewelry or accessories as they can clash with the Western appeal of your boots.

Instead, opt for minimalistic jewelry such as stud earrings and delicate necklaces to complete your ensemble.

 

How To Choose Stylish Dresses To Wear With Black Cowboy Boots

dresses to wear with cowboy boots

Wearing a dress with black cowboy boots can be a great way to spice up your wardrobe.

The key to pulling off this look is to balance the femininity of the dress with the edginess of the boots.

To do this, opt for a dress that has some Western elements, such as fringe or embroidery, or a plain simple dress.

This will tie in nicely with the cowboy boots and create a cohesive look.

When it comes to choosing the right length of dress, midi and maxi lengths tend to work best with cowboy boots.

This is because they provide enough coverage for the legs without hiding too much of the boot.

Additionally, you’ll want to choose a dress that flatters your body type and fits well.

A loose-fitting dress can easily overwhelm your frame when paired with chunky cowboy boots.

This post was all about dresses to wear with cowboy boots.

 

About The Author

Tracy is an experienced personal stylist, shopping expert, and fashion & lifestyle blogger. She has been featured on Time Magazine, Bustle, Best Life, Glam, The Zoe Report, Mic, and GOBankingRates, for her insights on fashion, beauty, home decor, and lifestyle. Read More

 

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