Who would have thought something as simple as a shoe that goes beyond the ankle could have so many iterations, so many looks you can channel? If you’re still looking for that perfect pair, we’ve curated a list of the best boots to invest in this winter. Practical and versatile, they’ll take you in just the right direction.


1. CHELSEA



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Characterised by the elastic panel on the side, the Chelsea boot is one of the most iconic members of the footwear family, dating back to Victorian times. Grab yourself a modern version with this Frank Wright update.


FRANK WRIGHT EDWIN CHELSEA BOOTS £90


2. CHUKKA



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In case you’re not familiar, the defining characteristics of a chukka boot are its feature eyelets, thin laces and leather soles. And while they were originally named after a period of play in polo, today they’re a footwear essential, perfectly straddling the smart-casual line.


TED BAKER CHUKKA BOOTS £150


3. HIKING



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With their distinctive eyelets and heavy-duty soles, hiking-style boots come with practicality and a rugged, masculine aesthetic in tow. Not just for climbing mountains in the depths of the countryside.


HOWICK LACE UP BOOTS £65


4. SNEAKER-STYLE



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Make the move towards sportswear with a sneaker-boot hybrid – ideal for those slightly warmer days and the easiest way to work the athleisure trend into your everyday wardrobe.


LACOSTE NAPPA LEATHER BOOTS £85


5. FORMAL



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Take a more rebellious approach to formalwear and pair trousers, cut to ankle height, with sleek black Chelsea boots. Also consider this your alternative work uniform.


DUNE FORMAL CHELSEA BOOTS £120


6. WATERPROOF



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There’s no need to choose between style and substance. Get full peace of mind with a waterproof boot, such as these Timberland’s, that still look the business.


TIMBERLAND WATERPROOF NUBUCK BOOTS £140


7. WEDGE



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Combining intelligence and good looks, a wedge sole gives you a bit of a height boost whilst nailing the sporty aesthetic.


DUNE SPORTY WEDGE BOOTS £110


8. DESERT



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This style - designed from the suede boots with crepe soles worn by WWII soldiers in Egypt - work as well on pavements as it does in deserts. Just steer clear of rain.


BERTIE DESERT BOOTS £80


9. BROGUE



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Don the boot version of your brogues for when the weather isn’t as fair and team brown with this season’s neutral, navy, for that reliable colour combination.


BARBOUR BROGUE BOOTS £135


10. BIKER



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Perfectly balancing form and function, biker boots score points on practicality and style. Choose polished black for serious edge.


KURT GEIGER LONDON BOOTS £120