8 Best Dresses to Wear with Cowboy Boots to a Fun Wedding

Say “I Do” to these dresses and boots for your next wedding guest appearance.

You have a horse-crazy friend getting married in a Western-themed wedding. It should be a blast!  You have the perfect gift and the perfect pair of cowboy boots ready, but the only options for an outfit are jeans, breeches, or coveralls!

What you really need is a cute country-style dress that brings out the best in your favorite pair of cowboy boots. Don’t stress – we’ve got you covered. Whether you prefer a short hem or a slit-leg design, we’ve got some gorgeous designs that won’t just look great with your boots but will make you feel like a million dollars. 

What Dresses Look Good with Boots

No matter what your style, you can find an outfit you love that looks super cute with boots and a hat.

• Types of dresses that look good with boots typically include short hems that come down to above the knee or mid-thigh.
• Dresses with a “handkerchief” hemline (i.e. uneven to look like a handkerchief) are solid choices, too.
• V-shaped hemlines that are shorter on the sides and longer in the front and back can look good when paired with boots.
• When you pair a longer dress with boots, those with a small slit on one leg are most fashionable as it allows you to show off at least one cowboy boot.
• Dresses with high-low hemlines are also ideal for wearing with boots as they’re long but people can still see your boots.

Recommended Dresses

Bohemian Floral Wrap Dress

This dress has it all – class, beauty, and Western flair. Its frill hemline draws attention to your boots while the short butterfly sleeves will accentuate your haybale-carrying arm muscles. It looks great paired with light, tan-colored boots, and a stylish hat.

What’s to Love:

• Wrap design
• V-neckline
• Frill hemline
• Short butterfly sleeves
• Easy-to-wear statement piece
• Relaxed, feminine, and comfortable
• Machine washable

Read Customer Reviews on Amazon

Perfect Pairings: 

• Laredo Women’s Maricopa Boot
• AbbyLexi Leather Band Cowgirl Cowboy Straw Hat

Andybridal Country High Low Wedding Guest Dress

Can you say versatile? This is a bridesmaid dress, but when it comes down to it, you could wear this for a rustic wedding, a Western wedding, or any other occasion.  The pairing possibilities are endless. Boots, a hat, a jacket, whatever your heart desires.

What’s to Love:

• Super cute style
• Looks great with boots
• Comes in tons of different color choices
• Versatile and can be paired with many different hats and jackets
• Chiffon fabric
• Budget-friendly
• Flattering for inverted triangle and hourglass body types

Read Customer Reviews on Amazon

Perfect Pairings: 

• ARIAT Quickdraw Western Boot
• Faux Felt Wide Brim Western Cowboy Hat

Missmay Women’s Vintage Floral Cocktail Dress

This is one of our favorite dresses. It’s affordable and has earned solid high ratings on Amazon. We love its elegant 50s-style look, as well.

What’s to Love:

• Drop-dead gorgeous lace dress
• Would look super cute with boots and a hat
• Lace, lace, lace!
• Several flattering neckline styles to choose from
• Comes in several different colors
• Looks flattering on a variety of body types

Read Customer Reviews on Amazon

Perfect Pairings: 

• Laredo Women’s Sharona
• Ariat Men’s Wool 3 Piece Buckle Hat

One Shoulder Evening Chiffon Dress

This is another versatile and stylish choice.  The lace gives this classy dress some Western flair, while the slit in the long skirt allows you to show off those boots.

What’s to Love:

• Long and more formal
• Wide range of colors
• Slit to show off your boots
• Slimming ruching on the bodice
• Great for hourglass and rectangle body types

Read Customer Reviews on Amazon

Perfect Pairings: 

• Faux Felt Wide Brim Western Cowboy Hat
• Corral Women’s Circle G Distressed Bone Dragonfly Embroidered Western Boot

Chocolate Cowgirl Social Dress

This beauty comes with a lace bodice and comes in an ideal color range for pairing with cowboy boots and any hat. Adding some earthy shades to your outfit can give it a Western flair.

What’s to Love:

• Burnt orange Western dress (comes in many other colors, too!)
• Perfect for apple and pear body types
• Sleeveless
• Maxi skirt
• Western flair

Ready Customer Reviews on Amazon

Perfect Pairings: 

• Faux Felt Wide Brim Western Cowboy Hat
• Laredo Women’s Lucretia Cowgirl Boot Snip Toe

Mmondschien Women’s Wedding Formal Dress

This dress is an absolute showstopper.  It combines a classy black color with a sheer lace neckline for Western flair.

This dress also includes a slit that allows your boots to stand out.  I think combining this dress with the boots and hat suggested below is the epitome of classy cowgirl.

What’s to Love:

• Similar dresses that vary in color
• Ultra-classy
• Lace upper accents
• Slit for showing off boots
• Versatile black color

Read Customer Reviews on Amazon

Perfect Pairings: 

• Laredo Women’s Lucretia Western Boot
• Enimay Faux Felt Western Style Pinch Front Straw Canvas Cowboy Cowgirl Straw Hat

Boho Tassel Sundress

If you’re into more of a carefree, boho style, here’s a beautiful option. The colors are a bit limited (black or red), but this dress would look really cute with boots and a hat.

What’s to Love:

• Carefree, Boho vibe
• Would look cute with a hat and boots
• Ultra-cheap, but with good reviews
• Versatile because it’s a sundress
• Ultra-affordable
• Would be great for an apple body type
• Comes in many different colors

Read Customer Reviews on Amazon

Perfect Pairings: 

• Soto Boots Women’s Snip Toe Leather Cowgirl Boots M3002
• Bullhide Buffalo – (10X) Straw Cowboy Hat

Modecrush Women’s Ruffle Cocktail Dress

The high-low hemline dress is perfect for showing off your exquisite boots.

What’s to Love:

• V-neckline
• Comes in eight different colors
• Lace! I might be a fan of lace…
• High-low hemline for boot visibility
• A great A-line skirt for those inverted triangle types
• Extremely affordable and has a ton of good reviews

Read Customer Reviews on Amazon

Perfect Pairings: 

• Faux Felt Wide Brim Western Cowboy Hat
• Corral Women’s Circle G Distressed Bone Dragonfly Embroidered Western Boot

Wrangler Western Vintage Dress

This flattering dress is easy to wear and features a smocked waist and swingy silhouette that complements most figures. Only available in yellow, it looks best paired with white or tan-colored boots and a straw Stetson.

What’s to Love:

• Flattering elastic waist
• Perfect when paired with a hat and boots
• Balloon sleeves
• Versatile 
• Would be great for an apple body type
• Tiered skirt adds volume on the dance floor!

Read Customer Reviews on Amazon

Perfect Pairings: 

• Old Gringo Women’s Sintra Western Boot
• Melesh Adult Sun Straw Western Cowboy Hat

DKNY Women’s Flutter Sleeve Faux Wrap Dress

Show off your curves in this stylish faux wrap dress. The elegant lines complement almost any body shape, while the asymmetric hem gives your boots plenty of exposure. Available in a range of colors and designs. 

What’s to Love:

• Available in a range of styles, lengths, and colors 
• Asymmetric hemline draws attention to your boots
• Figure-hugging yet flattering design
• Can be dressed up or down  
• Flattering for all body types 

Read Customer Reviews on Amazon

Perfect Pairings: 

• Ariat Dixon Western Boot
• Gossifan Classic Women’s Western Hat

Finding Your Style

• If you’ve got an apple body type, tunic and shift dresses (dresses that fall straight down from the neckline to the hemline) are perfect, especially when combined with a short hemline.
• If you have a pear body type, choose things that accentuate your upper body like prom style and fit and flare dresses (dresses with a fitting waistline and A-line skirt). Dresses with sleeves are also a good choice as they draw attention to the upper body.
• If you’ve got an hourglass figure, go for dresses with belts in the middle (or add them yourself) to accentuate your curves.
• If you have broad shoulders and small hips (an inverted triangle body type), try a ruffled or A-line hem to balance out your shoulders or a maxi dress to make your hips look more full.
• If you’ve got a rectangle body type (straight up and down with undefined curves), you can pretty much wear any style. Dresses with belts or cinched middles help to give the illusion of curves.

Frequently Asked Questions

Q: How do you dress Western without boots?

Cowboy boots aren’t the only item that makes for a Western look. A denim or plaid button-down over a white shirt is a classic combination for men and women alike.

Fringe is another Western classic. You can find all sorts of shirts, vests, and jackets that come with fringe, many of them featuring classic leather, and fun colors.

You can’t go wrong with a pair of jeans or a prairie skirt, especially if you pair them with a cowboy hat.

Lace is a popular fabric choice for the Western lifestyle. Don’t forget about color! Some common choices include leather (tan), turquoise, bright orange, and red.

Q: What to wear to a country wedding?

Country doesn’t always mean casual, so check with your hosts before showing up in jeans.

For the ladies, a fun, floral dress is always a safe bet, and it pairs great with a hat. A relaxed-fit maxi dress is another solid option, as flowy fabrics are popular country choices—bonus points if the dress includes lace!

For men, stick with a suit but avoid black or gray. Choose earthy colors like green or brown, or go with a pattern (like tweed). If you prefer something neutral, navy pants with a tan blazer is a great combo. Go for a pop of color or print with your tie.

Fashionably Ever After

We hope you’ve enjoyed scrolling through these cute dresses – you can’t go wrong when you pair them with your boots, a cool hat, and wedding fun!

P.S. Enjoy this article? Trot on over to:

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Further Reading:

• Honeymoon Dresses for Brides
• Honeymoon Outfits
• Country Bridesmaid Dresses
• Fall Themed Bridesmaid Dresses
• Bridesmaid Dress Collections
• Best Country Western Dresses
• Western Dresses
• Best Dress For Your Body Type
• Find the Fit For Your Body Type