The Definitive Men’s Winter Fashion Guide

Image Name: Classic Winter wear

Let’s not beat around the bush here. Blindly chasing every seasonal menswear trend under the low-hanging winter sun is a fast track to feeling like a fashion industry puppet, and no one needs that. This season, men’s fashion has plenty of new twists and turns, from the return of raw denim to the continuation of the so-called ‘eclectic grandpa’ aesthetic. The trick to true style is knowing when to dip your toe in and when to just sit back.

Think of trends as seasoning, not the main course. You first need to establish what you like and what works for you, building a core wardrobe accordingly. Then, you can work in the occasional trendy piece, adding a bit of freshness to the mix.

With that in mind, here’s a detailed breakdown of the trends, pieces, and materials we’ve noticed rising in popularity in line with the oncoming winter season. Which ones should you throw yourself into? Well, that’s up to you.

Key Pieces

Big Wool Coat
We could sit here all day and write an essay about the countless reasons you should buy a proper wool overcoat, but suffice today: this is one of the most timeless and versatile pieces of outerwear any man can own.

The best part is, despite never really going out of style, it is peaking in popularity right now, making this season an excellent time to take the plunge. Look for raglan sleeves for a relaxed fit that can be paired with tailoring or casual clothes, and opt for a subtle pattern like a houndstooth or Prince of Wales check to give it a bit of visual character.

Crew-Neck Cardigan
Classic cardigans will always be a strong option for winter knitwear, but this season, it’s the crew-neck variety that’s getting all the attention. These knitted layers button all the way up to the neck, offering a slightly off-beat look.

Go for a merino or cashmere fabric for excellent insulation, and wear it open over a T-shirt or layered underneath a cropped jacket.

Leather Flight Jacket
Leather aviators have taken flight once again, which could be viewed as another symptom of the overarching trend for cropped, short-fitting jackets. This one, admittedly, will be an expensive purchase, but it’s a piece of outerwear you’ll likely have until you’re old and grey.

Yeah, we know it’s trending right now, but looking at the past for reassurance, there’s no reason to think this type of jacket will ever not look great. Pay close attention to fit, construction, and materials, and you can keep reaching for it for decades.

Image Name: The Big Wool Coat

Fuzzy Sweater
Hairy knitwear has been big for years now, but this winter, pullover styles are peaking in popularity. It’s like having your very own wearable hug, and this season, the fluffier, the better. We’re talking shaggy mohair blends and teddy bear textures you’ll want to live in all through the cold months.

Try one in a rich jewel tone or classic cream, and pair it with tailored trousers for a high-low, casual-but-polished effect.

Oxford Shirt
Ah, the Oxford shirt. It’s the staple that doesn’t know how to quit, which is why it deserves prime real estate in your winter wardrobe.

What makes this button-up different from your typical office fodder is its heavyweight cotton fabric, bringing a touch of casual texture to the table. What’s more, while it’s true this is an evergreen classic, it’s having a bit of a menswear moment right now. The Oxford has become the fashion crowd’s shirt of choice lately, so there’s never been a better time to throw one on.

Roll up the sleeves for a laid-back vibe, or wear it under a chunky knit for a foolproof layered look. Timeless, functional, and as versatile as they come.

Relaxed Wool Pants
We’re past the era of slim trousers. Right now, it’s all about relaxed silhouettes. The kind with enough drape to move gracefully but not so much that they look like your grandad’s old slacks (although that may not be the fashion crime it used to be – more on that later). Think soft, roomy, and sophisticated.

Wear them with a turtleneck for a modern, smart-casual outfit, or tuck in a casual tee to tackle the weekend in style. They feel like pyjamas but have the aesthetic of luxury tailoring. It’s a win-win situation, and your legs will thank you.

Raw Denim
Winter is the prime time to break in a pair of raw denim jeans. The stuff’s stiff as a board at first, but trust in the process because it moulds to your body and fades in a way that tells your story.

Throw them on with some hefty boots and a classic wool coat, and you’ve got a foolproof winter workwear-inspired look.

A little distressing on the knees adds character, but maybe save your holiest pair for milder days unless you enjoy icy breezes in unexpected places.

Slim Sneakers
The unthinkable is happening. After years of chunky sneakers reigning supreme, slim kicks are back, and they’re sleeker than ever. Think streamlined leather trainers with minimal fuss, perfect for grounding bulkier winter outfits.

Pair them with everything from wide-leg trousers to raw denim, and let them provide a touch of sophistication to your casual getups. Clean lines, unfussy designs, and quiet elegance.

Conclusion:
Winter fashion for men is all about striking the right balance between timeless staples and the season’s trends. By investing in key pieces like a wool overcoat, crew-neck cardigan, leather flight jacket, and raw denim, you can build a versatile and stylish wardrobe. Embrace the comfort of relaxed wool pants and fuzzy sweaters, and complete your look with a sleek pair of slim sneakers. Remember, the key to true style is knowing when to blend in the trends and when to let your personal taste take the lead.