5 Dapper Winter Outfits For Men

When the temperature drops, your style doesn’t have to suffer. In fact, winter is the perfect time to elevate your fashion game with layered looks, textured fabrics, and statement outerwear. Whether you're heading to the office, going on a weekend trip, or just out grabbing coffee, there are endless winter outfit combinations that are both functional and stylish.

Winter outfits for men don’t have to be boring. Start with wardrobe basics like a high-quality turtleneck, slim-fit jeans, and leather boots. Add layers with a wool coat, puffer jacket, or a shearling-lined denim jacket to stay warm while looking sharp. Accessories like scarves, beanies, and gloves not only add a functional edge but can also pull your entire look together.

For a more casual winter look, opt for joggers, hoodies, and oversized bomber jackets. Street-style influences are huge right now, and combining comfort with fashion-forward pieces is the key to standing out. If you're dressing up, go for a tailored overcoat layered over a suit or smart chinos with a knit sweater.

The key is to balance form and function—dress in layers so you can adapt to any indoor or outdoor setting. Stick with a muted, seasonal palette (think greys, navy, olive, and camel), but don’t be afraid to experiment with textures like corduroy, flannel, and wool.

No matter your personal style, this guide to winter outfits for men will help you build a wardrobe that looks great and performs in cold weather. Ready to upgrade your winter look? Scroll down for outfit inspiration that’ll keep you warm—and on-trend—all season long.

Related: How to wear sweaters this winter

What does a dapper outfit really mean? Simply put, to dress dapper is to dress smart. You are not dressing to make an obvious impression, really. You are dressing in a neat, concerted way, such that your appearance has an understated but suave charm to it. It is the best way to dress really, no matter the season or the time of the year.

Of course, with winter outfits dressing in a dapper way can be a bit of a problem. And it is do with the number of layers that one has to wear. Simply because the number of layers that you are going to be wearing during intense winters, for instance, is going to be quite something. So, you have to make sure each individual element of your outfit complements the others.

To figure out the tricks of the game, check out our guide to winter outfits and how to do them in a dapper manner

• Our Most Favourite Look - Black Jeans + Grey Sweater + Blue Fur Winter Jacket + Black Monk Shoes
• Occasion - Daily wear, street style, Business casual
• Featured - ROWANROW
• Budget - Medium to high. As some jackets featured here can be super expensive. 
• Age Group - 20 to 40 years 

Related: Want more tips for winter style? Check out this post

Dapper Winter Outfits For Men

Winter Outfit 1

This one pairs the classic biker jacket with a pretty straightforward combination of elements. If dapper implies neatness, then this outfit is the perfect example of how one can look dapper with minimalistic elements. The cream tee adds a softer color to the whole look, while the biker jacket, the ripped denims and the black sneakers add a layer of edge each.

The biker jacket here has a belt at the waistband, so make sure the belt for your denims is not visible – otherwise it can give the appearance of two belts, and that messiness can take away from the dapper appeal of the look. Pair this with black sneakers to complete the look.

Related: 100+ Casual Outfits For Men

Winter Outfit 2

This one has an unmissable gentlemanly, old-world charm to it. To maintain the charm throughout the outfit, keep the color palette of each individual element on the darker, moodier side. The long grey overcoat is the statement piece here, so the white shirt and the wide neck cardigan that form the other layers of this look have to be understated.

Long coats can give you a very flattering silhouette if you let the rest of the elements of your outfit have a snugger fit. Add a touch of contrast with the brown suede shoes, and you can also balance the shoes with a brown weekender bag.

Winter Outfit 3

The statement piece of this look is the navy-blue puffer jacket with the dramatic brown fleece collar. So, keep the rest of the elements in this outfit minimalistic. The woolen cardigan that forms the base of this look also acts as the balancing element here – with its stone grey color, it complements the blues, browns and blacks of the look.

Puffer jackets can be styled really well in moodier color combinations like this one, and brown and blue make for a really underrated, dapper combo. The black pants and the black formal shoes anchor the outfit, adding a classic charm that complements the dapper impact of the jacket.

Related: Casual Outfits With Black Jeans For Men

Winter Outfit 4

The base of this look is all white, so make sure you keep it clean to retain the charm of the look. White pants can be particularly tricky to style, because they can very easily come across as pyjamas. To avoid this, go for white trousers that have a flattering silhouette, whatever their fit might be.

The one here has a slim fit. This outfit styles the white base with a denim jacket and a biscuit overcoat, both of which add a freshness to the look, bringing it closer to a wintry color palette despite the whites. Style this with a pair of black shoes and you can also add a brown backpack to make this look more fashionable and functional.

Related: Amazing White Pants Outfits For Men

Winter Outfit 5

In this fifth outfit, pay attention to the colors introduced by each individual element and how well they complement each other despite not having the exact same tone. The ochre overcoat, the grey waistcoat, the white shirt, the dark blue denims, the brown shoes – each add a certain color to the look, but the outfit balances it out.

The ochre of the coat and the blue of the denim are the two central colors here, while the rest of the colors add more and more charm to the look.

Related Reads:

5 Simple Outfit Ideas For Men

Business Casual Outfit Ideas For Men

White T-shirt Outfit Ideas For Men

Sam M.

Learn More

Sam M.is a seasoned fashion writer with over 15 years of industry experience. His deep knowledge of men’s style spans everything from timeless wardrobe staples to grooming essentials. With a particular expertise in men’s hairstyles, Sam has helped thousands of readers elevate their look from head to toe. His writing blends practical advice with sharp taste, making it easy for men to dress and present themselves with confidence.