Summer may be slipping away, but Alex Drummond is proving that your wardrobe doesn’t have to skip a beat. On her recent mountain getaway, she styled the perfect outfit that works just as beautifully in August sunshine as it does in crisp September air.
Her base look is a classic black midi dress—simple, chic, and endlessly versatile. A black dress works year-round, but Alex styled hers in a way that screams late-summer while giving just enough of a nod to cozy fall fashion. Here's how she did it!
The accessories are where Alex really leans into autumn. She layered on a luxe cream wrap, which adds instant warmth for those cooler mountain evenings while also elevating the entire outfit. The neutral tone of the shawl softens the darker dress, making it feel lighter and fresher for the season shift.
But that wide-brimmed beige cowgirl hat is the real standout piece! It's functional enough for the mountain sun and stylish enough to carry straight into a variety of fall outfits. It’s the kind of accessory that pairs just as well with breezy summer dresses as it does with cozy fall layers—making it a must-have piece for any wardrobe.
Pair that with black leather ankle cowboy boots, and suddenly this outfit feels more rustic-chic than summertime casual. The boots ground the look, giving it that fall-ready energy while still being practical for a mountain town stroll.
What’s really wonderful about this outfit is its versatility. Just look at Alex's photos! It can easily take you from a daytime adventure to a cozy evening dinner. Effortless, polished, and perfectly balanced between the two seasons.
Basically, it's the formula everyone needs for transitional dressing. Consider this your style inspo for breezy August nights, crisp September mornings, and everything in between!
Put Together Your Own Seasonal Look With These Similar Pieces
100% Organic Cotton Poplin Tiered Maxi Dress
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Wide Brim Fedora Hat with Belt Buckle
Darlin Western Boot
Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.
