Dressing for winter can be hard. There are so many factors to consider—not least the weather and how to navigate all those layers. If you're a dress person, there's an easy throw-on formula of a knitted midi dress and knee-high boots to turn to. But if you're like me and feel much more comfortable and confident in a pair of trousers, there are many more variables, and it can sometimes be hard not to just turn to your trusty jeans and knits on busy mornings.
That's why I'm here today. I've recently been scrolling through the feeds of the best dressed people I know, searching for some trouser-shaped inspiration for the seasons ahead. There were nine looks I added to my saved folder that particularly stood out to me, and I feel they cover basically every occasion you might come up against in winter, from office days and pub drinks to cosy weekend walks and even a party or two.
The best part is that they're all so simple and therefore easy to copy. In fact, you probably have most of the components in your wardrobe already. If you keep scrolling below, you'll see all nine trouser outfits that, in my expert opinion, feel fresh and incredibly chic for the season ahead. In case you are missing any pieces, I've shopped the looks out as well. Happy scrolling!
9 Winter Trouser Outfits Anyone Can Copy in 2025:
1. Top-to-Toe Tonal
Style Notes: There's something so expensive looking about a tonal outfit. Whether it's beige, black, grey or even a bold bright, match your trousers to your coat for an easy but impressive look.
Shop the Look:
This colour goes with everything.
Wear these all year round.
Veja is my favourite cream trainer.
This style will never date.
2. Shearling + Leather
Style Notes: Cosy shearling coats are everywhere right now, and they pair perfectly with leather trousers. Jess has added a hoodie and chunky ankle boots here for a comfy everyday trouser look that's guaranteed to keep you warm.
Shop the Look:
We're still obsessed.
Straight leg leather trousers look so chic.
This season, H&M's boots are so elevated.
A classic black bag to go with everything you own.
3. Faux Real
Style Notes: I don't know about you, but skinny fit trousers always make me feel a bit glamorous. Why not go one step further and add a faux-fur coat? Adding a textured layer will instantly elevate your look for the evening, but a simple roll-neck, a tonal palette and minimalist accessories keep it from feeling too OTT.
Shop the Look:
A faux-fur jacket will never go out of style.
A warm layering piece.
Opting for a black hue will always look luxe.
You'll pull these out for every occasion.
4. Cream Dream
Style Notes: Wearing cream on cream is a time-honoured trick in the industry for making your outfit look a lot more expensive than it might actually be. All this one needs is a cream wool coat to finish it off and you'll be flying first class in no time.
Shop the Look:
A classic white shirt will serve you all year round.
Cream trousers outfits look so chic no matter what colours you pair them with.
Incredibly chic.
The winter bag of dreams.
6. Shades of Grey
Style Notes: Playing with different lengths and layers makes this easy outfit feel so sophisticated, but it can so easily be copied with basics you already own.
Shop the Look:
How chic does this look?
A jumper you'll have for life.
The Gelso range is exquisite.
So chic.
7. Leather on Leather
Style Notes: Simply pairing a leather shirt with your favourite leather trousers can make them look even more elevated. This is an outfit you can wear to the office, the pub, and even date nights. Just switch out the boots for heels when you're dressing up.
Shop the Look:
You can also style this leather shirt with denim.
Wide-leg leather trousers are so much more comfortable than skinny fit.
The squared toe makes this style feel more directional.
I am all behind sunglasses in the winter—they're just the perfect accessory.
8. Party Pants
Style Notes: Party season might be over, but that doesn't mean it's not smart to have a fail-safe event look in your arsenal. I'm anti-dresses, so I can't wait to try this look. Here, Lauren shows us all exactly how to pull them off—with an understated classic blazer, heels and a side of serious sass.
Shop the Look:
Perfectly contoured.
One for the magpies.
Talk about a shoe!
I gasped when I saw this clutch.
8. Back to Black
Style Notes: If you've still not been converted to lighter hue trousers, don't fret. Classic black styles will never go out of style, and this is exactly how to wear them. Throw them on with a satin top and blazer for nights out like Flora has, and for those casual days thrown on a tee and tie your favourite knit around your shoulders for an editor-approved styling trick.
Shop the Look:
The Frankie Shop's tailoring always looks expensive.
Just enough drape.
I always recommend COS's trousers.
Strappy black heels will never date.
9. Cropped Jacket + Parachute Pants
Style Notes: Two major trends ticked off in one outfit. Just be sure to add sophisticated loafers shoes or a polished bag to balance out the oversized proportions and keep the outfit feeling pulled-together.
Shop the Look:
Cropped boxy jackets always looks fashion-forward.
Comfy and chic, all rolled up into one!
These loafers will go with all outfits.
Throw in everything and go.
This post was previously published and has since been updated.
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