Blue puffer jacket, polo & navy trousers
£273*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £27*
Winter outfits
Warm winter outfits built around coats, knits and boots that still look sharp. 2,004 complete looks, each with why it works.
By Ivan Kachur · Updated October 2026 · How to dress for winter
Winter outfits start with the coat and the shoes, because that's what people see. Everything underneath can stay simple and warm. These looks keep the layers to colours that go together, so the coat can go on and off.
Ivan Kachur, Wholefit
Warmest looks
Black coat, orange shirt & brown trousers
£334*For cold days, about −5 to 5°C · Work · 4 pieces from £45*
Black coat, blue jumper & grey trousers
£718*For cold days, about −5 to 5°C · Date night · 4 pieces from £123*
Brown coat, olive jumper & trousers
£595*For cold days, about −5 to 5°C · Work · 4 pieces from £115*
Brown coat, jumper & navy trousers
£844*For cold days, about −5 to 5°C · Date night · 4 pieces from £160*
Brown coat, brown jumper & brown trousers
£329*For cold days, about −5 to 5°C · Smart casual · 4 pieces from £77*
Under £300 · 205 looks
Skirts and dresses
With boots
How to dress for winter
What should I wear in winter to stay warm?
Think in three layers. Next to the skin, something that holds warmth in: a merino or thermal top, or a fine knit. In the middle, the layer that insulates: a jumper, a cardigan, a fleece or a flannel. On the outside, a coat that stops wind and wet: a wool coat for dry cold, a puffer or a parka once it's below freezing (0°C) or raining. Your legs and feet matter as much as the coat: full-length trousers or jeans, warm socks and closed boots.
How do I layer without looking bulky?
Put the thinnest layer underneath and the thickest on top, and keep each one close enough to the body that the next slides over it. A fine merino or roll neck under a chunky knit looks neater than two chunky knits. Choose a coat with room in the shoulders rather than one that strains over a jumper. Keeping the layers to one or two colours, like cream and camel or navy and grey, makes them read as one outfit rather than a stack of pieces.
How can I wear a skirt or a dress in winter?
Treat the dress as a base layer. A knit or long-sleeve dress, or a midi skirt with a jumper, goes over thick opaque tights (80 denier and up) and under a long coat that covers most of the hem. Knee boots close the gap between hem and tights; ankle boots work with a longer skirt. On very cold days a thermal top under the knit keeps you warm without anyone seeing it.
What can men wear in winter besides a puffer and jeans?
Swap one piece at a time. An overcoat or a wool chore coat instead of the puffer on days that are cold but dry; wool trousers or corduroys instead of jeans; a roll neck or a shawl-collar cardigan instead of a hoodie. Leather boots with a lug sole do most of the work: they handle slush and look right with denim and trousers alike.
Which winter shoes survive snow and salt?
Look for a rubber lug sole with real tread and leather or suede treated against water. Smooth leather cleans up best after salt: wipe it with a damp cloth and let it dry away from the radiator. Keep suede and canvas trainers for dry days. If you walk a lot in snow, a lined, waterproof boot half a size up leaves room for thicker socks.
Questions people ask
What colours work best for winter outfits?
Deep neutrals are the easiest base: camel, chocolate brown, charcoal, navy and cream. Add one richer colour, like burgundy, forest green or rust, through a knit or a scarf. Black works too, but mixing textures (wool, leather, cord) keeps an all-black outfit from looking flat.
Is a wool coat warm enough for winter?
For dry days around freezing, yes, with a knit underneath: look for 70% wool or more. Below about -7°C, or in wind and rain, a down puffer or a hooded parka is warmer for its weight.
Can I wear trainers in winter?
On dry days, yes: leather or suede trainers with a thicker sole look right with jeans and a coat. On wet or snowy days, switch to boots; canvas and mesh soak through and salt marks them.
Should I wear tights or leggings under a dress in winter?
Opaque tights look more finished under a dress or a skirt, and fleece-lined ones are warmer while looking the same from outside. Leggings work under a long jumper or a jumper dress that covers the hips.
How many layers should men wear in winter?
Three is usually enough: a tee or base layer, a knit or flannel, and a coat. On very cold days, add a thermal under the tee rather than a fourth bulky layer, so the coat still fits.
All looks
2,004 looks
Filter by brand in searchBlack puffer jacket, burgundy quarter zip & jeans
£281*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £38*
Would you wear it?
Blue puffer jacket, grey sweatshirt & black trousers
£297*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £53*
Would you wear it?
Trench coat, striped jumper & navy skirt
£200*For cold days, about −5 to 5°C · Smart casual · 4 pieces from £20*
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Fleece, polo & beige trousers
£176*For cold days, about −5 to 5°C · Smart casual · 4 pieces from £29*
Would you wear it?
Coat, striped jumper & black corduroy trousers
£294*For cold days, about −5 to 5°C · Work · 4 pieces from £40*
Brown coat, blue polo & trousers
£270*For cold days, about −5 to 5°C · Work · 4 pieces from £33*
Black coat, grey jumper & green trousers
£685*For cold days, about −5 to 5°C · Smart casual · 4 pieces from £110*
Jacket, jumper & navy trousers
£593*For cold days, about −5 to 5°C · Smart casual · 4 pieces from £125*
Black puffer jacket, pink sweatshirt & black trousers
£835*For cold days, about −5 to 5°C · Everyday · 4 pieces from £75*
Jacket, green polo & cream trousers
£531*For cold days, about −5 to 5°C · Work · 4 pieces from £41*
Green jacket, green jumper & brown corduroy trousers
£590*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £130*
Black coat, green jumper & black trousers
£517*For cold days, about −5 to 5°C · Smart casual · 4 pieces from £95*
Olive puffer jacket, white tee & jeans
£620*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £40*
Puffer jacket, orange hoodie & jeans
£994*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £155*
Navy jacket, green jumper & brown corduroy trousers
£590*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £130*
Olive coat, cream shirt & black trousers
£970*For cold days, about −5 to 5°C · Work · 4 pieces from £110*
Cream puffer jacket, beige hoodie & jeans
£540*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £85*
Green puffer jacket, black sweatshirt & jeans
£589*For cold days, about −5 to 5°C · Outdoors · 4 pieces from £70*
How these winter outfits come together
Counted from 42 of these looks.
The pieces that come up most
- On top
- Knitwear or sweatshirts & hoodies
- Bottoms
- Trousers or trousers
- Layers
- Puffers & parkas or coats
- Shoes
- Trainers or boots
Colours that work
Black, brown, cream and green come up most often across these looks, so they make an easy base to build on.
What a complete look costs
Most whole outfits here cost between £294 and £718; the typical one is £570. Swap any piece to change the total.
Brands in these looks
Most pieces come from ALDO, Wax London, Weekend Offender, Folk and Morrison. Each look checks out on the stores' own sites, one store at a time.