4 Shoes Every Stylish Man Needs this Winter

4 Shoes Every Stylish Man Needs this Winter

Deciding what shoes to wear in the winter can be difficult, and you likely know your choice of footwear can make or break your winter looks. Throughout this blog, we dive into four shoes we think every guy needs in his closet to create well-rounded winter looks all season long without sacrificing the functional aspect of staying warm.

1. Chelsea Boot: Timeless + Sophisticated

Why Chelsea Boots?

Chelsea boots are a staple, and that’s not going to be changing any time soon. Overall, Chelsea boots’ sleek silhouette and versatile design make them a must-have for your winter wardrobe. 

How to Style:

For formal occasions, you can pair a darker leather Chelsea boot with a well-tailored suit. If you’re going for more casual looks, consider pairing an iconic brown suede Chelsea boot with dark denim and a stylish bomber jacket.

Our picks:

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2. Lace-Up Boots: Versatile Utility

Why Lace-Up Boots?

This all-encompassing shoe category features cap toes, combat boots, and brogues. The versatile and utilitarian style of this shoe makes them a foundational item in any winter wardrobe. Not only does this boot effortlessly pair with a variety of pants, but they can also handle the wet and harsh conditions of winter.

How to Style:

Opt for Black Leather Boots for a classic, polished look or go for a bolder statement with the Black Lerato Boot. Pair them with chinos for a smart-casual appearance;  denim for a rugged, street-ready style; or dress them up with flannel trousers.

Our picks 

The Helm Clothing
3. Hiking-Inspired Boots: Rugged Trendsetter

Why Hiking-Inspired Boots?

Originally designed for rugged terrain, hiking-inspired boots bring a touch of utility to your winter look. The lugged soles and technical aspects add a trendy, outdoorsy vibe that's perfect for the season. This style of boot seamlessly blends with both casual and semi-formal settings. Whether you're exploring your favourite mountain town or navigating the city streets, these boots keep you stylishly grounded.

How to Style:

Embrace the trend by pairing the Oak Brown Roccia Vet Sport Boot with denim, a thick turtleneck, and a shearling jacket. Alternatively, channel a more urban aesthetic with Black Lace-Up Leather Ankle Boots, cargo trousers, and a technical overshirt.

Our picks:

The Helm Clothing
4. Loafers: Classic in Every Season

Why Loafers?

Don't let the winter chill deter you from sporting loafers. While some styles of loafers can be tucked away depending on the season, a leather loafer is a great option for year-round wear. And, if you live somewhere with a particularly harsh winter, a loafer with a lugged sole is a great, winter-ready option. 

How to Style:

Transition seamlessly from fall to winter with Leather Penny Loafers or Black Hand-Buffed Leather Udine Derby Shoes. Pair them with tailored trousers for a sophisticated look or opt for dark denim and a warm coat for a more relaxed ensemble.

Our picks:

The Helm Clothing

Selecting footwear in the winter doesn’t have to be that difficult, and you definitely don’t have to sacrifice style for comfort with these four essential types of shoes. Shop our footwear picks below. 

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