The 14 best men’s boots for winter, from chelseas and lace-ups to wellies

Whether you want minimalist or heritage, waterproof or suede, our menswear expert has rounded up the most stylish pairs for every occasion and outfit

• The best men’s coats for autumn and winter

I haven’t always worn boots. For years I wrote them off – at 5ft 8in, I was convinced anything above the ankle would make my legs look shorter. Then I started wearing them with the right trousers – a straight leg that falls over the top – and realised I’d spent a decade getting winter wrong. All anyone sees is a smart pair of shoes that happens to keep your ankles warm.

Here’s the thing: boots needn’t be intimidating. They’re just the wintry version of the leather shoes you already own. A chelsea is your loafer – it goes with pretty much everything in your wardrobe and every event in your diary, Christmas parties included. A derby boot is laced up, a bit sturdier and just as happy with jeans. The chukka is your weekend trainer. And the chunky, rubber-soled ones? Just think of them as an umbrella for your feet.

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​Whether you want minimalist or heritage, waterproof or suede, our menswear expert has rounded up the most stylish pairs for every occasion and outfit• The best men’s coats for autumn and winterI haven’t always worn boots. For years I wrote them off – at 5ft 8in, I was convinced anything above the ankle would make my legs look shorter. Then I started wearing them with the right trousers – a straight leg that falls over the top – and realised I’d spent a decade getting winter wrong. All anyone sees is a smart pair of shoes that happens to keep your ankles warm.Here’s the thing: boots needn’t be intimidating. They’re just the wintry version of the leather shoes you already own. A chelsea is your loafer – it goes with pretty much everything in your wardrobe and every event in your diary, Christmas parties included. A derby boot is laced up, a bit sturdier and just as happy with jeans. The chukka is your weekend trainer. And the chunky, rubber-soled ones? Just think of them as an umbrella for your feet. Continue reading… 

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