Expedition-worthy, chunky and bold: take a hike with the most wondrous women’s winter boots. When it comes to protective shoes for styling out colder snaps, we recommend something thick soled, rebellious, and ready to wear anywhere. Intrepid inspiration was a focal point of the A/W 2021 catwalks; just look to brands such as Valentino Garavani, The Row, and Khaite which all propose styles that riff on the golden age of alpinism, the statuesque spirit of tractor soles, and bring a modernity to the mountaineering silhouette.

Women’s winter boots: Khaite

Best women’s winter boots by Khaite
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The 50mm of these Khaite Chelsea boots gives the silhouette an elevated elegance. Sumptuous suede and contrasting white stitching are also two covetable details that will dial up your winter dressing.

Valentino Garavani

Women’s winter boots by Valentino Garavani
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Valentino Garavani celebrated the beauty of the rose for A/W 201. Here, the bloom’s petals make for a gloriously tactile finish, festooned across the upper of these thick-soled ankle boots.

Rick Owens

Women’s winter boots by Rick Owens

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These tractor-soled Rick Owens boots convey a don’t-mess-with-me confidence. Their caramel hue emulates autumnal tones, but will carry you right through into spring.


Winter boots by Hereu
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Spanish brand Hereu’s chunky Chelsea boots have an artisanal appeal: just look to the woven vamp of this ‘Alda’ style, which is wondrously tactile to touch. 

The Row

Winter boots by The Row

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A style that is perhaps best saved for journeys that involve shorter walks, should you wish to retain the boots’ pristine hue. These chunky-soled beige boots are bold in their light shade – we recommend pairing with white denim for monochromatic magic.

Bottega Veneta

Winter boots by Bottega Veneta
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Italian label Bottega Veneta’s modern interpretation of hiking boots brings together nylon and leather. These chunky boots fasten with laces imagined in the brand’s signature parakeet green.


Winter boots by Grenson

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There are 200 stages to the process of crafting Grenson’s Northamptonshire-made designs. Take a walk in the brand’s ‘Nanette’ hiking boots, which emulate heritage styles worn for alpine adventuring.