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How to Style Winter Boots


Winter boots are fabulous for finishing off any fabulous cold-weather look, especially for those crisp winter walks. At Joe Browns, we believe every piece of footwear should be bold, confident, and ready for adventure. This is your go-to guide on styling winter boots to transform your cold-weather wardrobe. 

Ready to find the pair that elevates every step? Explore our selection of women's boots now!

How to Style Boots with Dresses & Skirts


The best way to achieve a look full of attitude? Embrace the unexpected. 

A chunky, confident boot provides the perfect contrast to a flowing, feminine dress. This pairing is the secret weapon of winter walk fashion.

To master the art of wearing winter boots with skirts or dresses, opt for a midi length dress/skirt. Pair your studded, biker-style boots with a bold floral midi dress or a playful skirt and opaque tights for a stylish look. The clash of tough leather and soft, romantic fabric is utterly captivating and shows real styling confidence.


What to Wear with Winter Boots


The most common question is what to wear with winter boots when jeans are involved. The answer lies in the length of your denim and the style of your boot.

If you're wearing sleek ankle boots, opt for a simple crop or cuff your denim slightly above the boot line to showcase unique details, such as buckles or embroidery. For a rugged, lace-up style or a knee-high boot, tucking in a skinny jean creates a sharp, clean line that looks fantastic. Alternatively, pair your boots with tailored trousers in a tweed or corduroy fabric to inject instant texture and character.


How to Style Boots in Winter

Cold weather styling is all about texture. To master styling boots in winter successfully, you need to think beyond the ankle. Layering soft knitwear, think chunky cables or Fair Isle over a dress and adding opaque tights keeps you toasty.

Complete your outfit with a statement coat in a contrasting fabric, such as smooth wool or bold faux fur. This exciting balance of materials ensures you're prepared for the cold while still being totally dedicated to standout style. 

View our full collection of women's footwear for more inspiration.


Ankle Boots vs. Knee-Highs


Different boot lengths require different styling tactics.

Ankle Boots


These are the versatile workhorses of winter. They pair effortlessly with everything, but look particularly chic when worn with cropped trousers or skirts. The key is allowing a small gap of skin or tight/sock above the boot line.

Knee-High Boots


These create an instant feeling of drama and are perfect for colder days. Style them beneath a flowing midi dress or skirt that just covers the top of the boot for a sophisticated, streamlined look.


Ensure your leather is polished, or your suede is brushed. The state of your footwear can make or break your whole ensemble! 

Ready to find the next pair to elevate your style? Don't miss out on the latest additions to our footwear wardrobe - shop women's footwear new arrivals.