There are purchases that officially mark the change of season, and few do so as much as a new pair of boots. It’s enough for temperatures to drop slightly for sandals to give way to the footwear we’ve been waiting months to bring out of the closet. And even though it isn’t truly cold yet, September and October are precisely the moment to start incorporating it into our looks.
Because boots and booties have an unbeatable advantage: they can make the garments we already own look completely different. A dress we’ve worn all summer changes entirely when paired with suede ankle boots; basic jeans look much more autumnal with leather ankle boots, and even a midi skirt takes on a new vibe when we swap flats for knee-high boots.
This season, moreover, there isn’t a single model that captures all the attention. Classics still carry a lot of weight, but they coexist with designs that revive some of the trends we’ve seen in recent seasons. Suede, chocolate brown and camel tones, cowboy silhouettes, knee-high boots, or minimalist-line booties are back to being protagonists.
The good news is that you don’t have to choose between trend and practicality. Many of the models we find now are sufficiently special to update a look, but also simple enough to keep wearing for years. We’ll show you six boots and booties you can wear now and keep pairing when true cold arrives.
The Best Ankle Boots and Boots for Autumn
Liu Jo Black Ankle Boots.
Liu Jo Black Ankle Boots
One of our first picks is these black ankle boots in a cowboy style. A highly versatile design with stitching details, a square heel of about 6 centimeters, and a pointed toe. Undoubtedly, a model you can pair with everything this fall.
Liu Jo Suede Cowboy-Style Boots.
Liu Jo Suede Cowboy-Style Boots
This is a sophisticated version of the classic cowboy boot, crafted in suede and accented with western-inspired embroidery. The pointed toe and the sculpted 6 cm heel slim the silhouette, while the metallic details lend a more special finish.
Liu Jo Biker Boots.
Liu Jo Biker Boots
These tall boots blend biker inspiration with a more urban equestrian aesthetic. They are crafted in brushed leather and stand out for decorative buckles and a removable logo chain, a detail that allows you to transform their look as the moment requires. The 7 cm heel adds height without compromising comfort.
Tintoretto Cowboy-Style Ankle Boots.
Tintoretto Cowboy-Style Ankle Boots
A camel-toned bootie with a cowboy-inspired heel, perfect for adding a western touch to autumn looks without being too obvious. Its warm color makes it especially easy to pair with jeans, printed dresses, or midi skirts.
Michael Kors Brown-Toned Heeled Ankle Boots.
Michael Kors Brown-Toned Heeled Ankle Boots
A chocolate brown leather bootie, one of the key autumn shades, with a block heel to add height without losing comfort. The Lex model from Michael Kors has a classic and versatile silhouette that works especially well with straight-leg jeans, dress pants, or midi dresses.
UGG Chocolate Brown Boots.
UGG Chocolate Brown Boots
The classic UGG Mini II boot is one of those models that return every autumn. Made from sheep’s Twinface leather with a lightweight EVA sole, it stands out for its flat, comfortable, and warm design, perfect to pair with jeans, leggings, or knit pants on cooler days.
Barbour Chelsea-Style Rain Boots.
Barbour Chelsea-Style Rain Boots
An elegant and functional version of Barbour’s classic Chelsea rain boot. With a mid-height shaft, a rounded toe, and a flat rubber sole, it is a comfortable and durable model designed for rainy days, but with a design sober enough to easily integrate into autumn urban looks.
