August Looks We Love: Stylish Summer to Fall Outfit Ideas

August Looks We Love Stylish Summer to Fall Outfit Idea

August is a funny month for fashion. The calendar says “summer,” but the air hints at “fall.” You’re torn between sandals and boots, sleeveless tops and shackets, iced coffee and pumpkin spice. That’s why transitional outfits are the real MVP; they let you ride out those hot afternoons and cool evenings without feeling out of place.

At western online boutiques, we’re all about pieces that work harder for your wardrobe. These are our favorite August outfit ideas to help you step into September looking chic, comfortable, and just a little bit western.

Keep Scrolling for August’s Best Summer-to-Fall Outfit Inspo

1. Light and Breezy

Light and Breezy

When August afternoons are still blazing but evenings start to cool down, a maxi dress is your best friend. Slip into our Bahamas Vacation Dress; its funky print hints at autumn without giving up summer’s glow.

Pair it with The Stampede Stitch Sneaker for that unexpected, comfy-cool twist that makes you stand out from the crowd. Complete your look with our Santa Fe Leather Tooled Tote ~ Black; the perfect nod to your western style.

2. Denim Days

Denim Days

The timeless combo of western style jeans with a romantic western top is perfect for August. Some days, you just want to channel those crisp fall vibes early, without overheating. 

Our Pearl Studded Wide Leg Jeans give you a flattering, relaxed fit and plenty of breathing room. On top, go bold with our Lace About Town Top. Its delicate lace detail brings a flirty charm you just can’t get from a plain blouse.

Another bold, fashion-forward choice is denim on denim. Pair The Senora Denim Top with wide-leg jeans and play with styling. Give your double-denim ensemble a statement focal point; knot the shirt at the waist for a summer-ready feel or wear it open over a tee when it gets cooler.

Finish with a tooled leather belt to add structure and highlight your waist; it’s a subtle accessory that completely elevates the look.

3. Layer and Play

Some August days can’t make up their mind; warm in the morning, breezy by lunch, downright chilly by evening. That’s where layering saves the day.

A breezy western style dress is a summer favorite, but in August, you can give it a fall-friendly spin by adding a cropped denim jacket or lightweight cardigan. To make the outfit stand out even more, pair it with a wide-brim felt hat; it adds that effortless boho-western charm while offering a touch of autumn flair.

During the day, wear it with sandals; for cooler evenings, lean into autumn energy with ankle bootsies.

4. Skirt Season

Skirt Season

A floaty midi skirt paired with western tops for women feels fresh for late summer. Just because summer is wrapping up doesn’t mean your denim skirt needs to retire. Pair the Ariat Denim Skirt with our The Ride or Die Mesh Top for a mix of rodeo charm and coffee-date cool.

Tie the Big Sky Oval Buckle Belt to accentuate your waist, and finish with a San Juan Tooled Round Crossbody ~ Natural & Turquoise for hands-free living.

This look is perfect for farmers’ markets, brunch, or spontaneous road trips; basically anywhere you need comfort without sacrificing style.

When the weather turns, layer it with The Prairie Pal Cardigan for that cozy western vibe. Add a layered turquoise necklace to bring a pop of color and instantly tie the whole outfit together.

5. Boots and Breezes

Boots and Breezes

On those rare August days with a hint of chill in the air, it’s time to break out the tall boots. Our western style dresses pair perfectly with Hazen Taupe Suede Ariat Boots for a romantic, seasonal look. Top it off with a wide-brim felt hat and stack The Sterling Silver Moon Ring for that golden-hour Instagram moment.

For summer to fall outfit ideas, adding a chunky knit sweater over a satin slip dress strikes the perfect balance between breezy and cozy. For August, go with bare legs; as autumn arrives, add tights and boots. Make it western-chic by slipping on cowboy boots to completely transform your look.

6. The Elevated Casual

The Elevated Casual

Not every outfit has to be built on separates. Our Black Jumpsuit is a one-and-done solution that works as well for late-summer barbecues as it does for casual Friday at the office.

Dress it down with sneakers and a denim jacket, or dress it up with Loretta Tooled Booties ~ Red and a statement necklace from western online boutiques. The key here is accessorizing with a western twist; a tooled leather belt or crossbody bag can lift any outfit from drab to fab.

7. The Everyday Hero

Everyday Hero

Sometimes simple really is the chicest. Our Ranch Roll Cuff Jeans are the perfect base for a crisp blouse, like the Breezy Trails Button Down Blouse.

In August, wear sandals; as fall settles in, switch to boots and add a suede vest. It’s the kind of combo that can take you from work to dinner without missing a beat.

8. Sporty and Stylish

Sporty and Stylish

Lazy Sunday? Farmers’ market stroll? Travel day? Athleisure can still look polished. Pair a hoodie with leggings, then top it off with a denim jacket.

Swap basic sneakers for our  Danielle Boot Stitched Sneakers to keep the look cohesive with your western wardrobe. Our Wild Rag ~ The Kingman in your hair or tied around your bag strap adds just enough “cowgirl” to an otherwise sporty look. And add more bling with our handcrafted western wild rag slides to keep your wild rag secure without slipping  or twisting.

9. Relaxed, Refined, and Ready to Go

Relaxed, Refined, and Ready to Go

Transitional style doesn’t stop at your front door. The Kacey Jumpsuit is comfy enough for home but polished enough for a quick coffee run.

Layer a fringe kimono or cropped cardigan for that fall energy, and finish with cowgirl concho ear rings and a hair tie for that added western flair. Add a structured tote so you’re ready to dash out without looking like you stayed in PJs.

10. The Chic Duo

The Chic Duo

Wide-leg pants are perfect for August; they’re airy enough for heat but structured enough for fall outfits. Our Desert Rose Wide-Leg Denim paired with a crop top hit that sweet spot.

Add The Buckled Bronco Mules - Khaki for daytime, swap for Persimmonee Tooled Leather Heels at night, and accessorize with a chunky turquoise necklace for a pop of color.

11. Beyond Summer

Beyond Summer

Who says shorts have to hibernate after August? Our Ariat Ultra High Rise Shorts look amazing with a lightweight knit sweater and ankle boots. To add the right amount of rugged glam to your denim shorts, give your belt a bold new identity with our Turquoise Tumble Buckle.

Add a felt fedora and The Frontier Chest Bag , and you’ve got a transitional outfit that’s equal parts cool and cozy. 

Transition From Summer To Fall With Heels n Spurs

As August rolls in, it brings that sweet in-between season where summer warmth meets the first hint of autumn. 

August fashion is all about balance; balancing summer heat with fall layers, keeping colors warm but not heavy,  and finding shoes that work for both sunny afternoons and cool nights.

The trick is investing in versatile, high-quality pieces that can handle both seasons. Embrace August's style inspiration with western online boutiques to make it easy to stay stylish as the seasons shift.

Whether you’re soaking up the last golden days of summer or catching the first crisp breeze of fall, these outfits complete with the perfect accessories, will have you feeling stylish and season-ready. Shop the full collection at Heels n Spurs to mix, match, and make each look your own.