10 Best Winter Boots for Men UK 2024 | Dr Martens, Timberland and More

The monumentally successful Clarks Originals Desert Boot is quite possibly the most beloved men's boot of all time! Originally conceived by Nathan Clark, the grandson of the owner, the boots initially floundered in the UK only to gain notoriety in the Americas in the 1940s. As they say, the rest is history. 

The boots have a wonderfully simplistic and unpretentious design that allows them to effortlessly slip between casual and formal. Of course, once the weather warms up don't be afraid of trying them with shorts, you won't be the first we've seen in this combination! 

The Chelsea boot is an absolute staple of any winter wardrobe. The simple and elegant shape means this boot can be paired with practically any outfit, without ever looking out of place. The only problem comes when finding the best pair.

Now, if you're after the best value for money, you can't go wrong with this pair. Coming in at just over £50, these ASOS own brand boots are made from 100% real leather for a long-lasting pair that will make sure your feet stay dry throughout the colder seasons. 

There are few boots with a more iconic silhouette than the classic 6-inch Timberland. The nubuck leather outer maintains all the qualities of traditional leather boots, but with increased breathability and flexibility. This added versatility means they're just as capable in the great outdoors, as they are for providing an urban look.

One of the distinctive features is the padded collar, which gives the boot an added touch of comfort. It's also worth mentioning that these boots have rust-proof toe caps, proving that quality is more than just skin deep. 

We think it's a testament to the quality of Red Wing products that these boots were originally introduced to us in the 1950s, yet here we are in 2020 still talking about how they're some of the best winter boots around!

The Moc Toe boot was crafted with farmworkers and hunters in mind, so you can rest assured, they're built to withstand harsh weather conditions. This makes them perfect for any modern gentleman who is looking for a pair of hard-wearing and durable winter boots. 

Who hasn't dreamed of having the same comfort from their trainers as they would from a pair of fuzzy slippers, never mind winter boots! Luckily, the big wigs at UGG have come up with these wonderful winter boots you can wear outdoors, with the comfort of indoor shoes.

The suede boots feature decorative stitching on the outside that give them a classic chukka boot look. But the main event is the wool lining which adorns the inside, guaranteed to keep you toasty all through winter!

Thanks to the ever-growing prevalence of veganism around the world, our nature-loving brothers no longer have to spend winters with wet socks inside a pair of canvas pumps. These faux leather, unisex boots from Dr Martens expertly utilise modern textiles that allow the wearer to stay dry, look good and not hurt a soul while doing it. 

We love the versatility of classic Docs as they can be worn by anyone, from the postman to punks. The shoes are made from 70% faux leather, the other 30% being elastane, that ensures these boots are easy to slip on and off. 

Looking like something Leo would have worn in The Revenant, or Edmund Hillary used to ascend Everest, these boots are for blokes who like to keep things casual, but with a touch of old-school technical aesthetics. 

The outer of the boots are made from 100% leather so you can rest assured you're feet will remain dry, with a faux shearling lining that will keep your trotters toasty. They even have a rubber sole with thick tread to prevent you from slipping off the pavement when it starts to get icy outside.

Founded in 1866, Grenson opened their first factory in Northampton in 1874 and have been making their very well-respected shoes there ever since. Known for their handmade brogues and Chelsea boots, these winter boots are based on the brand's famous Archie brogue shoes. 

This pair includes the incredibly popular triple welt (three-layered) sole and oversized punching with large eyelets. They're pricey, but if you're looking for a pair of classy boots, these will do the job very well. 

If you're all about practicality, then these babies from Inov8 have that in abundance! These technical hiking boots are built using synthetic materials to keep their weight down, which could become a problem when the heavens open, but thanks to their Gore-Tex lining, your hooves will stay bone dry.

On top of that, they've got a rubber sole infused with Graphene for additional strength and flexibility. These efficient boots even came number one in our hiking boots for men article, we just don't think most folks need this much functionality for walking around their town center. 

Getting us underway are these unique boots from ASOS's own line. They're surely a niche choice, but if you're the type of man who likes to make a statement, while still keeping things smart and formal, then these are surely going to do just that! 

They're competitively priced, coming in well under £30. However, they'll need a protective spray if you require them to be waterproof. Further, we were unable to find what the sole is made from, so can't guarantee how sturdy they'll be. But if nothing else, they'll certainly add a bit of pizzazz to your wardrobe.