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Winter Outfits for Men

It’s that time of year again when men start to feel the squeeze.

You long for the days when you could just stroll around in your leather sandals and a white tee.

Different winter outfits for men

But alas, winter has arrived, and it’s time to plan your outfits accordingly.

To help you look your best while staying warm, we’ve put together a functional winter outfit list to make winter wardrobe planning much easier!

Wearing Winter Outfits for Men: Wardrobe Essentials

Cold weather requires thicker and warmer clothing to stay warm in lower temperatures.

However, you should not sacrifice your personal look for warmth.

Think about layering clothing to create a more comfortable and appealing outfit.

Overcoats, pea coats, trench coats, cable knit sweaters, chunky knit cardigans, leather jackets, denim jackets, bomber jackets, puffer jackets, hoodies, flannel shirts, denim jeans, and turtlenecks will help keep you warm while still looking sharp.

These items are must-haves for winter fashion, and we are about to inspire you with our selected winter outfit list.

Winter outfits essential clothes

Before we start, remember to consider accessories such as colorful scarves, leather gloves, beanies, wool socks, and mittens.

These will add personality to your outfit while shielding you from cold weather.

Winter Outfits for Men

Whether you’re looking for something to wear to work or for a casual day out, you are sure to find some inspiration with our list of winter outfits for men.

Business-Formal Winter Outfit

Charcoal overcoat, navy suit, white dress shirt, and black derbies outfit

In business formal winter outfits, you need to pull off a look with a suit and combine sophistication with warmth.

You can wear a chunky charcoal overcoat under a stylish navy suit.

Don’t forget to toss a crisp white button-up dress shirt and navy dress pants for a sharp look.

Finally, wear dress boots or black derbies that will flaunt your fashion A-game!

Or a Corduroy Blazer for Officewear

Camel overcoat, dark green blazer, brown turtleneck, dark brown monks outfit

When it comes to winter fashion wardrobe staples, there is no doubt that single and double-breasted blazers are at the top of the list.

They can be worn casually or more formally, and with so many color options available, they’re perfect for any outfit.

Wear a dark green corduroy blazer or suit jacket with a brown knit wool turtleneck this season.

Keep your outerwear simple and classic – maybe a camel overcoat would also be perfect here.

Finally, round off this look and wear dark brown leather monks.

Smart Casual Winter Outfit for Lunch Meetings

Beige overcoat, white textured knit sweater, black jeans, black Chelsea boots outfit

Winter lunch meetings can be a bit daunting.

So naturally, you want to look stylish and put together, but you also don’t want to overcomplicate things.

That’s where this smart casual outfit for winter comes in!

Wear a beige crew-neck sweater with blue pants and brown shoes. Sport an overcoat, and voila!

You’re ready to rock ‘n’ roll!

Don’t be Afraid to Mix Colors

Green field jacket, blue chinos, red scarf, green beanie, blue converse shoes outfit

Mixing colors is a good way to add some personality and energy to your outfit.

Gray and green are a great combination, for example, as they go well with most outfits.

Be daring and experiment with different color combinations – you might be pleasantly surprised at how well they look!

The field jacket and beanie go well together, and the bright red scarf contrasts the irreverent blue of his Converse sneakers while matching the socks.

The Black Turtleneck Should be on Your Winter Fashion Essentials List

Brown field jacket, black turtleneck, casual boots outfit

Black turtlenecks are a wardrobe essential for winter.

You can wear rollnecks with various outfits, and they are effortless to dress up or down, depending on the occasion.

For this example, pair a black turtleneck with a brown field jacket.

Complete the look with black casual boots.

Toss in a Textured Knit Sweater

Black shearling jacket, white cable sweater, black jeans, black leather Chelsea boots outfit

Adding texture to your outfit can add a dash of personality and uniqueness. This example features yet another man’s winter wardrobe fashion essential. A thick, textured knit sweater that is perfect for the colder weather.

Also, wear black jeans and black Chelseas, but if you want to spice up the outfit, even more, consider adding a woolen scarf or beanie.

Off-Duty Monochrome Outfit

Wear a black shearling jacket, black turtleneck, black chinos, and black Chelsea boots

This outfit is perfect for colder winter days when you need to dress down but still look put-together. Instead of jeans, opt for black chinos and a black turtleneck paired with loafers or boots.

To finish off this monochromatic outfit and add an extra layer of warmth, throw on a black shearling jacket!

Hoodie for a Laid-Back Weekend Look

Camel plaid overcoat, gray hoodie, white crew neck t-shirt, black jeans, white low-top sneakers outfit

This gray hoodie over a white tee is perfect for a laid-back weekend look. Additionally, for this outfit, utilize the perfect pair of skinny black jeans to balance the look. Finally, be sure to choose shoes that will work well with your outfit – white low-top sneakers are the ideal option.

Master the Cable Sweater Look

White cable sweater, black overcoat, navy pants, and white low-top sneakers outfit

It’s wintertime, so it’s time to wear heavier sweaters and cardigans. Not only will they keep you warm, but they can look stylish too. Layer them up with a black overcoat for a more sophisticated look.

Throw on some sneakers and woolen socks for an extra layer of warmth.

Dress Up with a Gray Wool Waistcoat

Charcoal overcoat, gray waistcoat, white dress shirt, charcoal dress pants, black Chelsea boots outfit

A gray wool waistcoat is the perfect finishing touch to any outfit. This polished outfit features a white dress shirt, charcoal dress pants, and black leather shoes for extra sophistication.

Keep your accessories simple, and let the waistcoat do all the talking!

Layer with an Olive Parka

Wear an olive parka, olive cable sweater, black hoodie, black chinos, black leather Chelsea boots

We suggest layering up this winter with an olive parka.

This stylish coat will keep you warm while maintaining a fashionable look.

Wear an olive cable sweater over a dress shirt and a black chinos combo for a modern ensemble.

Or Oversized Outerwear with Navy Overcoat

Navy overcoat, blue jumper, blue chinos, white low-top sneakers outfit

Wearing oversized overcoats has made a significant comeback in winter fashion, and for a good reason! Not only is it comfortable, but it also is a statement-maker. Oversized coats come in many different colors and styles, so you’re bound to find one that perfectly suits your needs.

Christian Barker
Christian Barker

Christian Barker, a prominent voice in the fashion industry, started in music promotion before finding his calling in media. He's held significant roles in Australia, the UK, and Singapore. As the founding editor of The Rake magazine and August Man, Barker left an indelible mark on men's style. Today, he shares his expertise on fashion in renowned outlets like Asia Tatler and Forbes Asia. In Singapore since 2005, Barker is passionate about unique experiences, authentic luxury, and timeless tailoring. His keen eye for style and dedication to sustainable luxury truly sets him apart.

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