With a heavy heart, it's time for me to admit that it's officially time for the seasonal wardrobe switch. I'm a summer person, you see, but while waving goodbye to al fresco dinners and my bikinis upsets me, I am rather excited to vacuum pack my linen looks in order to rediscover my winter wardrobe. It's all about getting the foundations out first from my favourite add-under-everything Heattech cami to my trusty trench coat. And here's not forgetting roll neck jumpers. Used as a base layer, a way to style summery pieces to make them last for longer (adding a high-neck underneath my waistcoats will be my new personality) or just as a cosy knit with jeans, there's no limit to the endless outfit opportunities a humble roll neck jumper can create. Which is why getting to wear my favourite knit has taken the edge off leaving the warmer months behind.
The thing is, though, the timeless classic sometimes needs a little new season shake-up to feel wearable again. Which is why I've been on the lookout for some winter ways to style roll neck jumpers. Whether it's under a suit for the office, as a tonal base layer for a brunch vibe or with Bermuda shorts and heels for a late night dinner date, here are 7 ways to style the knit you most likely already own for winter 2026.
Roll Neck Jumper Outfits You'll Wear on Heavy Rotation This Winter:
1. Roll Neck + Leopard Coat + Tailored Trousers
Style Notes: Let's face it, the printed faux fur jacket is the centre of attention here, so it's best just to keep the rest of the outfit simple. A black polo neck with matching tailored trousers will do the trick.
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Ticking off two trends in one with the faux fur finish.
This classic wool style also comes in beige and red.
You'll wear these both in and out of the office.
The cashmere lining is sure to keep you warm.
2. Roll Neck + Mini Skirt + Knee-High Boots
Style Notes: If a mini skirt has been your personality all summer, then let it continue by adding a thin roll neck knit on top. I love how Cassandra has made her cosy layer a focal point.
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Chic.
This is such a good fit.
Wear from now and well into next spring.
A way to make your mini skirts work for longer.
DeMellier never disappoints me.
3. Roll Neck + Leather Shirt + Loafers
Style Notes: For one of those "I have literally nothing to wear" days, just copy and paste this look from your own wardrobe. A roll neck jumper will always look effortless with a leather shirt or jacket. Fact.
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This comes in so many colours.
This brown version feels fresh.
A sleek style you'll keep around for years to come.
You can't beat Toteme trousers.
You'll reach for these all year round.
Firmly on my new season wish list.
4. Roll Neck + Midi Skirt
Style Notes: When temperatures drop, it's time to bring out the chunky knits. I love how Nnenna has updated her tailored, pinstripe pencil skirt with a cosy jumper and jewels.
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As cosy as it looks.
Pencil skirts are a winter favourite.
Love the sleek shape of this.
Obsessed with these recycled silver beauties.
5. Roll Neck + Bermuda Shorts + Heels
Style Notes: Creating the dream winter dinner look, Marilyn makes her Bermuda shorts work beyond the warmer months by adding a most-likely-cashmere roll neck in place of a vest top. Opt for a chunkier cashmere knit when the cold weather really kicks in.
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The softest knit around.
An important part of your everyday uniform.
I also love this outfit formula.
Mesh materials hasn't just taken over flats.
6. Colour-Pop Jumper + Scarf + Jeans
Style Notes: A colourful knit is an easy way to boost your mood in the dreary winter weather. I love Kristin's bright blue knit and scarf paired with classic black jeans and a canvas jacket.
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This went straight into my basket.
The prettiest shade of blue.
Dark denim will never fail to look elegant.
This will look great contrasted against your blue knit.
7. Roll neck + Suede Jacket + Tailored Trousers
Style Notes: A tonal look is one of the easiest way to achieve a winning winter outfit. Make like Lydia and add a chestnut brown roll neck to tailored trousers finish the ensemble with the jacket of the moment: suede.
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No doubt this one will sell out, fast.
It's the perfect layering piece that'll still keep you cosy.
Such a chic hue.
Say hello to your new favourite ankle boot.