Men’s Winter Wardrobe Essentials

January 24, 2019
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When temperatures take a nosedive, you know it’s time to update your wardrobe accordingly. To help ensure that you’ve got everything you need to keep the chill off while staying on trend, we’ve compiled a list of must-haves from this year’s winter wardrobe essentials.

Though it’s always worth keeping in mind current fashions, you’ll be glad to hear that many of these essentials are timeless classics too. They’ll look as good next winter as they do right now. Make sure you’ve got the colder months covered with these staple pieces.

Heritage Boots

When it comes to winter footwear, a great pair of boots is a necessity. And there are so many different styles to choose from.

For an informal look, the tumbled leather and suede combo of a Hobson boot is ideal. If you like to keep things smarter, a brogue makes a strong choice and is easy to pair with dark denim. Likewise, a Chelsea boot is another great choice as it has the flexibility to be dressed up or down, depending on your personal style and the plans you’ve got for the day.

No matter which design you go for, we recommend investing in a stylish, well-made pair of leather boots that will last. Opt for a heritage brand like Grenson, and you’ll be the walking, talking definition of dapper. Grenson boots are made with the highest quality craftsmanship, and come in a huge range of different contemporary styles – it’s the brand you need to know about.

Chunky Knitwear

Nothing says winter quite like a big, chunky knit. The ideal partner for a fine pair of tailored trousers, knitwear is a real winter wardrobe must. Experiment with texture, and make sure you’ve got at least one heavy, cable-knit roll neck in your collection for those blustery, wintry days.

One of the great things about knitwear is the opportunity it gives you to express your own personal style. There are such an abundance of different weights, colours and cuts available – it’s just a case of trying a few out and seeing which one suits you.

The Beanie

You know that claim that you “lose 40 to 45 percent of body heat from your head?” Well it’s a myth! Shocker, we know. However, this little white lie is no reason not to invest in a great hat for the winter months. A beanie is our hat of choice, but beware: no two beanies are ever the same.

Make sure you take the time to find a beanie in a good quality fabric without the tell-tale shine of cheaper wools. And definitely check there’s no sag in the material, particularly at the back. If the beanie fits, take it home with you. A great, well-made beanie hat is worth its weight in gold during the winter months.

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Jersey Tailoring

Give your tailored looks a winter shakeup with the addition of a few jersey pieces. Done right, jersey tailoring can look as smart as similar pieces in fabrics like linen, but it’s far more practical for the winter.

Well-cut jersey pieces offer a streamlined, smart look that deserve a place in your collection of winter essentials, and in your winter work wardrobe in particular. Keep warm in a well-cut, jersey tailored jacket and you’ll be the most comfortable man in the room when the temperatures start to drop. You’ll look pretty good, too.

Dark Denims 

A great pair of jeans is a must at any time of the year, but in winter it’s especially about the dark denim. And the good news is, jeans in darker hues are far more versatile than their lighter counterparts. You can easily dress them up with a smart shirt and Chelsea boots or go for a more relaxed look with a simple tee and trainers.

If you’re looking for a real investment piece, steer clear of anything too on trend like distressed denim or super skinny styles. Instead, choose a classic pair of straight-cut jeans and you’ll have a wardrobe staple for many years to come.


If you’re going to get through winter looking good (and keeping warm) it’s a great idea to invest in a few key winter wardrobe essentials. Grab a chunky knit, a pair of leather boots, some well cut dark denim, a simple beanie, some jersey tailoring, and you’ll be well on your way to the perfect winter wardrobe.

The beauty of these winter wardrobe essentials lies in their flexibility, so be brave and inject a sense of your own creativity as you style them. Think differently about colour combinations, and don’t shy away from interesting textures and patterns. Before long you’ll have winter style sussed. Now, where’s the snow?

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