I’m a Stylist—9 Easy Trouser Outfits I Plan On Copying This Winter

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 (and scrolling) through the feeds of the best-dressed people I know, searching for some trouser-shaped inspiration for the season ahead. There were 9 looks I added to my saved folder that particularly stood out to me, and that I feel 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-ready outfit or two. 

The best part is that they’re all so simple and therefore easy to copy. In fact, you probably even have most of the components in your wardrobes already. If you keep scrolling below, you’ll see all 9 winter trouser outfits that, in my expert opinion, feel fresh and incredibly chic for the season ahead. And in case you are missing any pieces, I’ve added links to shop the looks out as well. Happy scrolling!

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 knit for an easy but impressive look. Go slightly oversized for a modern take. 

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. 

Two major 2022 trends ticked off in one outfit. Just be sure to add a dainty pointed-toe shoe, or a polished bag to balance out the oversized proportions and keep the outfit feeling pulled-together. 

I don’t know about you but wide-leg trousers always make me feel a bit glamorous—so 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, tonal palette and minimalist accessories keeps it from feeling too OTT.  

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 coat to finish it off and you’ll be flying First in no time. 

Playing with different lengths and layers makes this easy outfit feel so sophisticated—but it can so easily be copied with basics you probably already own.  

Can you believe Francesca’s outfit is top-to-toe M&S? 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. 

Mark my words, sequin trousers are going to be the party piece for the upcoming festive season. 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 and heels, and a side of serious sass. 

If you’ve still not been converted to wide-leg trousers, don’t fret— skinnies and leggings are making a comeback, and this is exactly how to wear them. Tuck them into boots, and layer up on top. Instead of a scarf, tie your favourite knit round your shoulders for an editor-approved styling trick. 

Up Next: The 6 Best Shoes to Wear With Wide Leg Trousers