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HOW TO STYLE

Boots season: how to style boots this winter

11/05/2026

Boots season: how to style boots this winter

Prev

The Leather Jacket: Fall’s Essential Wardrobe Staple

Some accessories complete a look; others define it: boots belong to the second category. They shift proportions, add character to even the most pared-back outfits, and carry your wardrobe from fall deep into winter.
This winter, six styles stand out: knee-high boots, cowboy boots, biker boots, ankle boots, suede boots, and comfort boots. The choice comes down mostly to how we want to wear them. And when it comes to styling, the rule is almost always contrast: they look their best next to pieces with the opposite character.

Knee-high boots: how to style them

The knee-high boot remains one of the most versatile styles in the winter wardrobe. With a midi skirt, it creates a long, unbroken line. Under a fluid dress, it instantly gives the look more edge, while with a long coat and fine knitwear it becomes a natural everyday choice.
For a bolder silhouette, The Attico reinterprets the knee-high boot with soft volumes and draped construction. Paris Texas, meanwhile, focuses on sleek lines, suede, leather, and heels that make the knee-high boot the star of the look.
The most modern way to wear it is to let the boot set the proportions. All you need is a midi skirt, a simple sweater and a structured bag.

Western attitude: how to style cowboy boots

The cowboy boot keeps stepping beyond its most literal boundaries. It doesn't necessarily call for denim, fringe, and country references. In fact, it gets more interesting when it meets pieces that speak the opposite language.
Cowboy boots by Isabel Marant work with flowing dresses, midi skirts and menswear-inspired coats. Worn with a minimalist look, they add personality without weighing it down.
By day, play with contrast by pairing them with soft knitwear and straight-leg denim. By night, wear them with a simple dress and let the pointed toe break up the clean line of the silhouette.

Biker and combat boots: how to pair them with feminine pieces

Tougher, but not necessarily casual: biker boots strike their best balance alongside feminine, structured pieces.
Combat boots and boots from Dr. Martens can go with a midi dress, a pleated skirt, or a tailored coat. They create the kind of contrast that makes a look less predictable.
The secret is to avoid going full biker. Leather, buckles and chunky soles already have plenty of character: better to let them play off wool, cashmere, light skirts and clean silhouettes.

Ankle boots: the boot that always works

When you need a shoe that goes with practically everything, the ankle boot is a sure thing.
With denim, it creates one of the season's easiest looks. With tailored pants and a blazer, it becomes more polished. Under a midi dress, on the other hand, it lets you keep wearing the lightest pieces of your summer wardrobe well into winter.
Designs from Aquazzura play with suede and balanced heels for a more elegant take on the ankle boot. A pointed-toe style can also become the winter alternative to pumps in daytime looks.

Suede boots: the softest way to wear brown

Winter isn't only about black leather. Suede, tan leather and natural tones like brown and sand make boots softer and less formal.
Suede boots are the ideal direction for anyone who loves camel coats, denim, cream knitwear and slouchy bags. Jimmy Choo and Isabel Marant offer several takes on the suede boot, from knee-high styles to Western ankle boots.
A brown boot is also the easiest way to bring this color into your wardrobe without giving up the black pieces you already own.

Comfort mode: how to style UGG ankle boots

Then there are days when comfort becomes part of the styling. UGG suede ankle boots work with wide-leg denim, leggings, soft pants, and oversized coats, bringing a more relaxed attitude to everyday looks.
To keep things from looking too casual, contrast is once again the answer. A structured coat, a statement bag or a clean-lined sweater instantly rebalances the silhouette.

Which boots to choose: one pair for every style

There's no single must-have boot, only the one that best tells the story of your wardrobe.
Tall and sleek for lovers of elegant silhouettes. Western to add character to simpler looks. Biker to shake up classic dresses and coats. Ankle boots to go effortlessly from morning to night. Soft suede for those who prefer a more relaxed kind of elegance. Comfort for days when ease comes first.
This is where boots season begins: choosing your shoes not as the finishing touch, but as the starting point.
Discover the full selection of women's boots on GIGLIO.COM.