Men's Winter Outfits: Ways to Stay Warm and Look Sharp | EQVVS
EQVVS on Wed, Oct 21, 26
You can tell a lot about a bloke based on what clothes he's lobbed on his body for the day. But, the challenge arises around the Mid-October mark, where men's winter outfits are in all of the shops but the thought of layering feels claustrophobic, like a hug from a long distance aunt who's not see you since you were nine.
So, when winter comes around and blows a cold gust of air right up your behind, it's hard to look at your wardrobe with that same level of confidence and gusto. Looking alright and being warm enough feel like being on opposing teams, but with years of practice getting dressed for whatever weather this big blue sphere throws at us, we've got the know how. A fail safe. A checklist if you will.
It's the layering that's key actually. Overdo it and you lose flexibility to your elbow hinge and end up sweating profusely by 9am. Underdo it, and people in the streets will stare in disbelief that you'd dare venture to One Stop in just a T-Shirt.
Plus, this is the UK, not Canada, so losing a layer or two during the day is pretty normal. The morning commute is cold, but someone at work requests the heating on, and the office turns tropical.
Stood looking at your wardrobe and need the TLDR? We've made an at a glance table with a couple of pointers.
Sat on the sofa fed up of scrolling through Netflix? Have a read.
Mens winter outfits
Pub-to-Dinner Layers
| Top | Oxford shirt under a quarter zip |
| Bottoms | Jeans |
| Outerwear | Quilted jacket |
| Footwear | Leather shoes or boots |
The Oversized Puffer Fit
| Top |
Long sleeve tee under boxy hoodie |
| Bottoms | Wide-Leg Jeans |
| Outerwear | Boxy Puffer Jacket |
| Footwear | Chunky Trainers |
The Workwear Wanderer
| Top | Textured Knit |
| Bottoms |
Straight-Leg Workwear Trousers |
| Outerwear | Heavy-weight Overshirt or Shacket |
| Footwear | Leather Lace Up Boots or Derby Shoe |
The Matchday Uniform
| Top |
Polo Shirt under zipped Track Jacket |
| Bottoms | Slim Leg Jeans |
| Outerwear | Hooded Jacket |
| Footwear | Retro Trainers |
The Trail-to-Town Set
| Top | Long-sleeve Tee or Thermal under a Fleece |
| Bottoms | Roomy Cargos |
| Outerwear | Insulated Jacket or Shell |
| Footwear | Trail-Inspired Trainers |
Outfit 1: Pub-to-Dinner Layers
Brand loyalists, this one's got Polo Ralph Lauren shirting all over it. And it's versatile even further than just pub to dinner. Think Oxford Shirt, Quarter Zip in a colour that works with everything, a dark tapered Jeans that fit well. Quilted jacket to go a top, and a pair of Derbys or Leather shoes or trainers.
Versatile enough to go from a dog walk, to the pub, right through to dinner. And if you feel like running to the shop on the way home from dinner for second dessert, you're not going to look out of place in Tesco.
Wanna check how it fits, we've got an cover all bases fit guide that'll give you the top level.
Outfit 2: The Oversized Puffer Fit
It's actually fairly common to build an outfit around the trainer, but that's not to say that the rest of your fit can't be equally as standout as what's on your feet. This outfit is for the 'I didn't even think about it, everything I wear is just effortlessly cool'. It's all in the proportions. Boxy on the top, wide through the leg, then the punchline's on your feet. Not big on logos, but a graphic won't go a miss.
The formula? Oversized, long sleeve tee layered over a heavyweight hoodie. A baggy pair of jeans, like 90's baggy or a pair of relaxed leg cargos. Puffer jacket that's boxy enough to maintain the proportions, and then trainers. Make it known that this isn't rookie territory, you know your way round a trainer.
Outfit 3: The Workwear Wanderer
Got a small, curated wardrobe centred around good, durable fabrics, earthy tones and a remarkable knowledge of coffee-brewing? The formula for this one is quiet and considered, light layers that can be removed or added whether you're working, reading in a coffee shop or buying bits in Sainsburys for a hearty home cooked dinner.
The outfit? A textured knit, or jumper in an oatmeal, brown or olive shade, versatile enough to get your wear out of it. Straight leg workwear-style trousers, shades like stone, or olive again. Earthy. A heavyweight overshirt, layered with a knit will provide enough warmth to count as a jacket. Derbies, Moc-Toe shoes or a leather lace up boot works in the footwear department. Sturdy, durable, long lasting.
Outfit 4: The Matchday Uniform
The Terrace. In the stalls, or in the pub. The formula for this outfit is all about football and casuals heritage. This one really is a uniform of sorts, it comes as a badge of honour, with a nod of approval and brands with heritage and history in the sporting world.
The formula for this one: A polo shirt, a trusted M3600 from Fred Perry, or elevate it with a knitted polo, layered underneath a track top, funnel neck, zipped to the chin with taping details to the sleeve. Slim leg jeans, comfortable enough to sit in, and jump up in celebration. Finished off with a retro trainer, and you know exactly the one. adidas Originals have a collection of Handball Spezials, Gazelles or Sambas that have football terrace written all over them. Plus, since they're based off of the old training shoes from back in the day, they'll do you for a quick kick of the old pig skin around the park.
Outfit 5: The Trail-to-Town Set
Technical gear, outdoor inspired, but not out of place if you're just stood on the high street outside of a Holland and Barratt. If you're after a bit of an alternative to the obvious pick, this Gorp-set formula might be the peanuts to your raisins. If you want to find the visual assets for what this kind of guy looks like, your Pinterest search is 'Gorpcore' and wait as you mentally transport to the top of some mountain in the Peak District. Then return to your wardrobe, fleece up and set off for your daily wander round your local National Trust. The layers of this onion are as follow: A fleece, brands like Columbia know their beans on this one, a pair of roomy cargos in an earthy shade, with enough pocket room for a handful of trail mix and a Nature Valley bar (Or a Kit-Kat). A technical jacket with all the trimmings, the insulation, sweat-wicking and maybe benefits from foldability?
If you're a serious trailblazer, we don't have the carabiner for you. The gorpcore style is a bit more fashion over function, the shoes are trail inspired, not Mount Snowdon patron-approved. Our collection of SALOMON are the perfect blend of the mountaineering lifestyle, but better for the pavement.
The accessories that do the heavy lifting
All of the above are great for keeping your core, legs and feet warm but there's still something to be said for the chill in the air that reaches the top of your ears, and slaps you right across the cheek. A beanie or a hat is the pretty obvious choice for a bonce warmer. And then, you can just shove your hands in your pockets, but if you need them out for hand-shaking, polite waves, saluting magpies or to keep your balance, consider a pair of gloves and scarves. And the unsung heroes are a good pair of thick warm socks, so bin the ones that have worn through at the heel where you got a blister 5 years ago.
Men's winter outfit FAQs
What do guys wear in winter?
Want to know what guys are wearing in the winter? The simple formula: Jeans or Trousers, with a T-Shirt, Hoodie and a Coat that suits your style- be it a puffer, a heavyweight chore coat or something with technical workings to keep warm.
How do you stay warm in winter without looking bulky?
The trick to staying warm in the winter without looking bulky is the right layers; multiple thinner layers work because you can add or remove without restrictions to your ease of movement.
What should a 45 year old man wear in winter?
What colours work best for winter outfits?
The winter palette generally turns to darker shades, earthier tones and steps away from brighter colours. Probably in keeping with the changes to the weather. Olive or khaki greens work well, as well as stone or oatmeal for brightness.