Skip to Content
From The Guest Room is reader-supported. When you buy through links on our site, we may earn an affiliate commission. Read more

20+ Cowboy Boots and Shorts Outfit Ideas for Summer: Kick Up Some Fun

20+ Cowboy Boots and Shorts Outfit Ideas for Summer: Kick Up Some Fun

When the sun blazes high and the days stretch out like a lazy river, it’s time to step up your summer wardrobe game.

There’s no combo that says ‘effortlessly cool’ quite like cowboy boots paired with shorts. This iconic duo is not just for rodeos and ranches; it’s a trend that has galloped into the urban streets with a modern twist.

From the sizzling sidewalks to the buzz of a music festival, we’ve rounded up outfit ideas that blend the wild spirit of the West with the casual ease of summer shorts.

So, saddle up for a season of adventure with these unbeatably chic and versatile looks that will take you from sunrise to sunset in true summer style.

Read more:

A woman wears brown cowboy boots shorts plaid shirts and a leather coat

Cowboy Boots and Shorts Outfit Ideas for Summer Country Concerts

Get ready to dance under the sun with outfits that strike the perfect chord between country charm and boho chic. Perfect for those summer country concerts, where the music’s hot and the fashion’s cool.

1. Let’s pair classic denim shorts with a breezy white boho blouse. Then, add some layers to this ensemble.

Tie a lightweight, olive-green fringe shawl around your waist for when the evening cools, or drape it over your shoulders for a casual yet put-together look.

Tuck your boho blouse into your shorts and cinch it with a leather belt for a touch of structure.

Slide into a pair of camel-colored cowboy boots with playful tassels that dance with each step. This look is all about movement and ease.

A woman wears cowboy boots with shorts and a boho shirt

As the day turns into a dusky evening and you’re still out, capturing the beauty around you or simply creating memories, wrap a colorful, patterned shawl around your shoulders.

A woman wears cowboy boots with shorts and a boho shirt and a red bag

To accessorize, adorn yourself with a statement turquoise necklace for a bold pop of color.

A multi-patterned, large tote bag brings practicality and style, holding everything you need on your journey.

And for those who roam with a tune in their heart, a headband keeps your locks in place and echoes the free-spirited vibes.

2. Pair a terracotta paisley crop top with your favorite denim cutoffs for a look that sings summer.

a woman wears cowboy boots with a boho top and shorts

Add a touch of whimsy with a thin, braided belt and complete the ensemble with mid-calf cowboy boots in a warm brown.

A woman wears cowboy boots with a denim short and a boho top

This outfit harmonizes effortlessly with a music-filled afternoon.

a woman wears cowboy boots with boho top and denim shorts

2. Embrace the festival vibes with a suede fringe crop top, matched with high-waisted dark denim shorts.

Slip on ankle cowboy boots, throw on a straw cowboy hat, and you’re ready to kick up some dust in style.

a woman wears brown cowboy boots with shorts and a fringe top

3. For those chill-out moments, combine a loose, patterned boho blouse with denim shorts. Mid-calf cowboy boots add a casual yet stylish edge.

Don’t forget a wide-brimmed felt hat for that incognito celeb look and some simple, earthy bracelets to keep it grounded.

4. Go for a soft, romantic vibe with an ivory lace blouse tucked into lacy cream shorts.

A woman wears brown cowboy boots with shorts and a shirt

Choose classic mid-calf cowboy boots in tan to keep the look fresh and light, perfect for a dreamy summer serenade.

A delicate silver charm bracelet whispers elegance.

A woman wears cowboy boots with white shorts and a shirt

5. Rock a modern pin-up look with a corset-style top and high-rise denim shorts.

Tall slouchy cowboy boots keep it cool and casual, while your movements stay unrestrained for those impromptu line dances.

A long suede vest with fringe sways with your every step, adding dynamism to your outfit.

A woman wears cowboy boots with denim shorts, mini top and a fringe jacket

6. Opt for a breezy white blouse and pair it with high-waisted, embroidered lace shorts. Slip into some intricately designed cowboy boots for a sophisticated yet easy-going ensemble.

A lightweight kimono with a floral print and a wide-brimmed black hat provide the perfect cover from the summer sun, while a few stacked bangles jingle along with the tunes.

A woman wears lace short, white top, a coat and brown cowboy boots

Each of these outfits brings its own verse to the song of summer, making you festival-ready with a nod to the timeless cowboy boot, refreshed for the season’s hottest concerts.

Cowboy Boots and Denim Shorts Outfit Ideas for Summer

Summer is the time to let loose and be free, and what better way to do so than by pairing your cowboy boots with denim shorts?

1. Let’s pair denim shorts with a sleeveless pinstripe shirt. Add a pair of well-worn mid-calf cowboy boots and you’ve got an effortless look.

The outfit is perfect for those no-fuss days when you want to look put together without trying too hard.

Add a white cowboy hat to keep the sun at bay, and a statement watch to give the outfit a polished edge.

A woman wears brown cowboy boots with shorts and a sleeveless top

2. Nothing screams summer fun like a tied-up red plaid shirt with your trusty light blue denim shorts.

Step into your favorite soft suede cowboy boots and you’re ready for anything from a backyard barbecue to a casual day out.

A bold belt to cinch in your waist, and braided pigtails for that youthful charm.

A woman wears shorts with brown cowboy boots, a white top and a plaid shirt.

3. Bring a touch of the urban to your outfit with a tailored beige tank, black denim shorts, and cream-colored ankle cowboy boots.

This is city chic meets country cool, perfect for an urban summer stroll.

Add a wide-brimmed taupe hat for sophistication and a black leather belt to tie it all together.

A woman wears cowboy boots with shorts and a simple top with a cowboy hat

4. For those blazing hot days, choose a white fringed halter top and a pair of cheeky denim shorts. Tan ankle cowboy boots will keep you cool and comfortable while you soak up the sun.

Adorn yourself with oversized sunglasses for that Hollywood flair, and a long necklace to complement the fringe detail.

A woman wears shorts with brown cowboy boots

5. Combine a purple gingham shirt tied at the waist with a pair of edgy, ripped denim shorts. Pull on a pair of classic brown cowboy boots to add a country vibe to your urban adventure.


A woman wears brown cowboy boots with shorts and a plaid shirt

6. A bohemian-inspired, lace-up crop top paired with frayed denim shorts is perfect for walking along the beach.

A pair of light crochet cowboy boots will carry you comfortably over the sands and into the night.

A woman wears cowboy boots with shorts and a mini shirt

7. Tie a crisp white shirt above the waist, and let denim shorts and ankle cowboy boots do the talking as you wander through summer’s greenery.

A woman wears ripped shorts with white top and brown cowboy boots

Each of these outfit ideas mixes the durability of denim with the rugged elegance of cowboy boots, creating summer looks that are as versatile as they are stylish.

Whether you’re hitting the town or enjoying the countryside, these combos will keep you cool and fashionable.

Black Cowboy Boots and Shorts Outfit Ideas for Summer

Summer nights call for outfits that are both cool and edgy. Black cowboy boots paired with shorts create a striking contrast that’s perfect for those after-dark escapades or moonlit walks.

1. Stride confidently in white denim shorts and a matching relaxed-fit shirt. Black ankle cowboy boots add a dash of drama to this otherwise serene ensemble.

A woman wears black cowboy boots with white top and shorts

2. Lounge in style with distressed denim shorts and a simple black tank top. Let a pair of classic black cowboy boots elevate the look from ordinary to eye-catching.

a woman wears cowboy boots with ripped shorts and black two strap top

3. Take on the town in tailored black shorts and a structured top with dramatic ruffle sleeves. This ensemble delivers a striking silhouette that’s both fashion-forward and classic.

Slide into polished black ankle cowboy boots that enhance the outfit’s chic factor.

a woman wears black cowboy boots with black shorts and a black top

4. Mix a bit of country with urban cool by pairing ripped denim shorts with a fitted white ribbed tank.

Tuck it in and slide into knee-high black cowboy boots for an outfit that says you’re ready for anything.

A woman wears a denim short with a white tank and black cowboy boots

5. For a carefree summer day, go for a classic tank and your favorite micro denim shorts. Pull on slouchy black cowboy boots and kick back with friends or enjoy a sunset from the porch.


Each of these outfit ideas showcases black cowboy boots, blending their rugged spirit with the lightness of summer shorts.

They’re perfect for those who want to add a touch of mystery and nighttime allure to their warm-weather wardrobe.

Cowboy Boots and Shorts Outfit Ideas for Summer Casual Street Style

Summer streets call for outfits that blend the laid-back vibe of the season with the sharp edge of city life.

Cowboy boots and shorts are a match made in heaven for those who like to make a statement while keeping it casual. Let’s take a look at how to strut the urban jungle with style.

1. Set out on your city adventure in high-waisted khaki shorts and a loose black tee. Black knee-high cowboy boots add a touch of rugged sophistication to this safari-inspired look.

A long pendant necklace draws the eye down, elongating your silhouette.

A woman wears shorts jeans with tight top and black cowboy boots

2. Slip into navy blue tailored shorts and a crisp white blouse for a polished yet playful look.

Soft brown ankle cowboy boots add a dash of western whimsy without overwhelming the outfit.

A pop of red lipstick matches the playful vibe and a classic watch keeps you punctual for city life.

A woman wears cowboy boots with shorts and white shirt

3. Pair your light-wash denim shorts with a cropped black and white striped tee for an outfit that screams summer fun. Ankle cowboy boots in black keep the look grounded and versatile.

Black sunglasses add a touch of mystery to your sun-drenched escapades.

A woman wears cowboy boots with shorts and a striped shirt

4. Gear up for exploration in chocolate brown shorts and a simple white tank, layered with a utilitarian green khaki jacket.

Mid-calf cowboy boots ensure you’re ready for any path your day might take. A sturdy backpack is both practical and stylish for the urban adventurer.

a woman wears cowboy boots with brown shorts, white top and a jacket

5. For a stroll down the bustling streets, a fiery red one-the-shoulder blouse paired with classic light-wash denim shorts is just what you need.

It’s a vibrant and sultry look that captures the essence of summer.

Complement this fiery outfit with tasseled ankle cowboy boots that add movement and a playful edge as you walk.

Top it off with a wide-brimmed hat in a rich burgundy, balancing the boldness of the top while providing shade from the summer sun.

A woman wears cowboy boots with ripped hem denim shorts, off shoulder red top and a cowboy hat

6. Embrace the heat in frayed denim cutoffs and a relaxed grey tee. Light grey cowboy boots make this outfit perfect for wandering the sunbaked streets or finding an oasis in the city.

A simple brown belt cinches the look together, and a cowboy hat wouldn’t be amiss if you’re channeling that desert vibe.

a woman wears cowboy boots with shorts and grey tank top

Each look here takes you from the gritty pavement to the sunlit avenues, with cowboy boots adding a timeless touch to modern streetwear.

Whether you’re catching up with friends at a café or chasing the sunset down boulevards, these outfits have you covered.