The Ultimate Winter Boot Guide: I’ve Scoured The High Street And Found These 16 Styles That Are Hardwearing And Ultra Stylish, Starting From Just £20 They’re Set To Sell Out

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You may have nailed your winter coat choice, teamed it with the perfect knitwear and even invested in the ultimate pair of leg-lengthening jeansbut it will all be for naught if you don’t get the footwear right.

Yes, if there’s one thing guaranteed to ruin an otherwise perfect outfit, it’s bad boots.

But there’s no need to panic about a long and tedious search for the right boot at the right price – I’ve done the work for you.

Winter boot season is in full swing and, whether you’re after something for work, the weekend or walking the dog, there’s never been more choice. So I’ve helped to narrow down your search with this selection of the very best, and most comfortable, boots worth stepping out in.

What are the trends? Riding boots are having a moment – seen everywhere from Celine to Khaite and, thankfully, the High Street, too. Massimo Dutti’s real leather riding boots are a must.

Western also remains strong this season; yes, cowboy boots won’t be going anywhere for a while, in my view.

But the lug soles which have dominated in previous years are now taking a back seat in favour of slighter silhouettes such as refined kitten heels and sleek, fitted sock boots.

And let’s talk practicalities. Need a wider calf fit? DuoBoots has you covered, with measurements starting at 30cm and going all the way up to 50cm – a godsend for anyone who has struggled to zip up a knee-high.

Finding stylish boots in larger sizes can be tricky, but Penelope Chilvers has a fantastic range. The Princess of Wales’s favourite brand offers a great selection of styles in sizes up to nine.

If you’re on a budget, there are loads of options, including Primark’s black biker boots for just £20. At £31.99, Deichmann’s trendy cow-print ankle boots are where fashion meets function without breaking the bank.

Best of all, New Look’s brown suede kitten-heel boots could pass for Toteme’s £860 pair and will give you a similar designer look for just £59.99.

Tall and trendy

Riding in mocha

Suede and simple

Cowboy red

Wild heels

Chelsea cow chic

Tan suede shoes

Biker buckles

Sock style

Black beauties

Classy knee-high

Leopard kitten

Elegant boho

Western wiles

Wider ways

Americana ankle