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20 Best Chelsea Boots For Men: Waterproof, Stylish & Well-Priced

Looking for the best men's Chelsea boots? You're in the right place.

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If you haven’t heard of the legendary men’s Chelsea boot then your wardrobe has been missing out on one of the most reliable and stylish footwear options for men today.

What makes the humble Chelsea boot so popular? Predominantly, its ability to seamlessly transition between both the casual and formal wardrobe. Men’s Chelsea boots can be worn with a suit just as well as a pair of jeans, with the only rule being that they should be well looked after to retain their polished appeal.

With an illustrious ancestry extending back to the British monarchy, the Chelsea boot design was conceived by J. Sparks-Hall, Queen Victoria’s personal shoemaker. Chelsea boots (which wasn’t named as such in the early days) proved popular with horse riders due to their durable nature and lack of laces to risk getting tangled.