These 5 trouser styles will be your go-to for a perfect winter look

Winter trousers street style

Credit: Getty

Fashion


These 5 trouser styles will be your go-to for a perfect winter look

By Soraya Gaied Chortane

Updated 5 months ago

All products on this page have been selected by the editorial team, however Stylist may make commission on some products purchased through affiliate links in this article

6 min read

From kick-flares to pinstripe prints, elevate your winter wardrobe with these classic trouser styles.


Finding the perfect pair of trousers for winter is no easy task. They must withstand the elements, fit well and work for everything from office days to parties and dinner dates. It’s a lot to ask, but with a good selection of styles in your wardrobe, you’ll be ready for anything.

Luckily, there’s no shortage of options available on the high street, even if choosing the right pair can feel overwhelming. The general rule of thumb for 2024 is the wider and higher the better. M&S, Cos and Me + Em are the best in the business when it comes to smart tailoring, while Hush and Reformation offer satin styles that feel just like sleepwear but look nothing short of chic. 

From polished wide-leg trousers to uplifting pinstripes, this is our definitive guide to the best women’s trousers to wear this winter, including all the standout high street styles to snap up right now. 

Wear a wide-leg style

You’d be hard-pressed to find a single item of clothing that carries the same wear-all power as a classic pair of wide-leg trousers. Leaning on the slouchier side, they have an easy-to-wear cut that gently skims your legs. 

A wardrobe hero for good reason, this style works for all occasions, whether that’s a day in the office or dinner out with friends. Just style with your favourite chunky Aran knit jumper and a pair of sleek leather loafers to give your trousers a little edge. 

Street style wearing wide-leg trousers

Credit: Getty

Cos relaxed wool blend wide-leg trousers, £135

Cos relaxed wool-blend wide-leg trousers

When it comes to tailored styles, you can always count on Cos. Crafted from a warm wool blend, these trousers are cut to perfection. Wide-leg and low-waisted, we recommend wearing them with a pair of heeled boots to avoid them trailing the dusty floor.

Shop Cos relaxed wool blend wide-leg trousers, £135

BUY NOW

Me + Em Travel tailoring wide-leg trouser, £275

Me + Em Travel tailoring wide-leg trouser

Crafted from soft yet structured ponte-jersey tailoring, these wide-leg trousers will be a key piece in your wardrobe this season. In a classic black shade, they’ll pair well with all your neutral basics, taking you from desk to dinner with ease.    

Shop Me + Em Travel tailoring wide-leg trouser, £275

BUY NOW

Nobody’s Child navy cord pleated wide leg trousers, £75

Nobody’s Child navy cord pleated wide-leg trousers

These navy cord trousers nod to traditional tailoring with their wide-leg fit, high waist and belt and button details. We’ll be wearing ours to the office with chunky loafers, a cashmere jumper and simple gold earrings.

Shop Nobody’s Child navy cord pleated wide leg trousers, £75

BUY NOW

Experiment with flares

Get your groove on in some ultra-wide flares. With a 70s retro aesthetic, this is a feel-good style that works wonders when paired with a suede jacket and a stripe ribbed jumper.

If you’re a fan of in-your-face flares, you don’t have to reserve them just for weekends. They work well for formal occasions, too; just wear them with a prairie blouse and boots. Our tip? When it comes to footwear, opt for heels and platforms to prevent your flares from trailing the floor.

Street style wearing flared trousers

Credit: Getty

Mango Sienna flared cropped corduroy trousers, £ 35.99

Mango Sienna flared cropped corduroy trousers

Bring a little drama to your outfit with these flares from Mango. Crafted from cotton, they have an exaggerated silhouette with slim-fitting legs that extend out at the hem.   

Shop Mango Sienna flared cropped corduroy trousers, £ 35.99

BUY NOW

Anthropologie Maeve Junie high-rise wide-leg flared trousers, £98

Anthropologie Maeve Junie high-rise wide-leg flared trousers

For those who want to nod to the 70s, try these retro wide-leg flares. The best part? They also have roomy pockets, which always come in handy. 

Shop Anthropologie Maeve Junie high-rise wide-leg flared trousers,£98

BUY NOW

New Look dark brown flared corduroy trousers, £39.99

New Look dark brown flared corduroy trousers

Nothing says ‘trousers with personality’ quite like a kick flare in corduroy. These ones from New Look are a fabulous dark brown, with a high-waistband and and slim-fit design. Wear with a dark denim shirt, sleek white trainers and chunky gold earrings.  

Shop New Look dark brown flared corduroy trousers, £39.99

BUY NOW

Pick a pinstripe pair 

You may have spotted pinstripe trousers at Copenhagen Fashion Week, as they’ve become a staple of relaxed Scandi style. For those who prefer minimalist designs, they’re a perfect alternative to bold patterns like floral and animal prints. 

Choose a high-waisted pair, then style your pinstripe trousers with a crisp white shirt, chunky trainers and a cap for a sporty look. This combination is casual and cool, giving pinstripes a fresh streetwear vibe rather than a strictly office-wear appearance.

Street style wearing pinstripe trousers

Credit: Getty

Mint Velvet navy pinstripe straight trousers, £120

Mint Velvet navy pinstripe straight trousers

Another office-appropriate fit served up by none other than Mint Velvet. These trousers, in a versatile navy shade, will be the ones you reach for at any given moment.

Shop Mint Velvet navy pinstripe straight trousers, £120

BUY NOW

Sandro striped trousers, £219

Sandro striped trousers

With contrasting stripes, tone-on-tone rhinestones and an elasticated drawstring waistband, these flowy Sandro striped trousers are an easy style. Wear with leather loafers, a heavy knit and wool coat to take on winter with full force.   

Shop Sandro striped trousers, £219

BUY NOW

Maniere De Voir pinstripe twin pleat tailored trousers, £109.99

Maniere De Voir pinstripe twin pleat tailored trousers

For those who want to hop on the pinstripe pattern but aren’t convinced it’s for them, why not try Maniere De Voir’s offering? Available in two neutral shades (brown and white), they’re a more subtle take on the printed style. 

Shop Maniere De Voir pinstripe twin pleat tailored trousers, £109.99

BUY NOW

Stick to straight-leg styles

Cut in a straight shape with pressed details, this trouser style will keep you looking put-together – solving all your office-dressing dilemmas with ease. They have a classic fit that always delivers a polished look, no matter how hectic your morning might be. The best part? They work wonders for every season – not only winter.

Street style wearing straight-leg trousers

Credit: Getty

Pull & Bear smart high-waist straight-leg trousers, £25.99

Pull & Bear smart high-waist straight-leg trousers

These trousers come in a variety of neutral shades, with the classic black being our favourite for a head-to-toe monochrome look. Featuring a high-rise waist and a straight fit, they pair best with a tucked-in jumper.

Shop Pull & Bear smart high-waist straight-leg trousers, £25.99

BUY NOW

Theory Treeca trouser in good wool, £195

Theory Treeca trouser in good wool

This classic style from Theory is available in an array of shades. Our favourite is the olive hue, which looks great when worn with a coordinating shirt and blazer to the office. 

Shop Theory Treeca trouser in good wool, £195

BUY NOW

M&S Collection new tailored straight leg trousers, £39.50

M&S Collection new tailored straight-leg trousers

Paint the town red in these straight-leg crimson trousers from M&S. Wear with the matching cropped jacket to make a simple sartorial statement.   

Shop M&S Collection new tailored straight leg trousers, £39.50

Shop M&S Collection collared short tailored jacket, £59

BUY NOW

Slip on silk trousers 

These are so comfy you’ll practically want to sleep in them. Silk and satin trousers bring an expensive feel to any outfit no matter how casual or thrown together it may be. We find they look extra-luxurious when paired with cosy cashmere and soft mohair – just opt for champagne and khaki hues to really show off their sumptuous finish.

Street style wearing silk and satin trousers

Credit: Getty

Reformation Olina silk pant, £198

Reformation Olina silk pant

With a sleek design that pools at the feet, the Olina trousers from Reformation are top of our wishlist. Made from 100% silk, they have a pearlescent finish and practical drawstring waist to loosen if needed.

Shop Reformation Olina silk pant, £198

BUY NOW

Hush Melanie satin trousers, £85

Hush Melanie satin trousers

In a deep purple, these Hush trousers give off a winter feeling. Whether worn with heels or dressed down with trainers and a sweatshirt as pictured above, they will keep you looking stylish this winter.   

Shop Hush Melanie satin trousers, £85

BUY NOW

John Lewis wide leg satin trousers, £85

John Lewis wide-leg satin trousers

Made from a lightweight satin, linen and cotton blend, these trousers are the perfect choice for any office day – whether paired with a crisp shirt, smart blouse or matching blazer.

Shop John Lewis wide leg satin trousers, £85

Shop John Lewis double breasted satin blazer, £125

BUY NOW

Images: Getty; courtesy of brands

Sign up for the latest news and must-read features from Stylist, so you don’t miss out on the conversation.

By signing up you agree to occasionally receive offers and promotions from Stylist. Newsletters may contain online ads and content funded by carefully selected partners. Don’t worry, we’ll never share or sell your data. You can opt-out at any time. For more information read Stylist’s Privacy Policy

Thank you!

You’re now subscribed to all our newsletters. You can manage your subscriptions at any time from an email or from a MyStylist account.