11 of the best office-friendly winter dresses that are as cosy as they are cool

Office winter dresses

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11 of the best office-friendly winter dresses that are as cosy as they are cool

By Lauren Cunningham

Updated 3 years 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

1 min read

It’s time to put away the trusty trouser suit.

The winter weather is showing no signs of slowing down, but there’s no need for our office wardrobes to be left in the cold. In fact, leaning into layering only leaves us with more fashion pieces to play around with, and that’s certainly no bad thing.

From collared knits and striped jumpers to leather blazers and faux fur coats, there’s no short supply of winter warmers available at this time of year, but there’s something delightful about dresses that makes us feel just a tad less swaddled and a touch more stylish. 

Paris fashion week street style Photo by Edward Berthelot:Getty Images

Credit: Edward Berthelot/Getty Images

Jumper dresses are sticking as a winter wardrobe staple in a whole host of colours – gone are the days of just brown and black options – and look perfect when styled with an office-worthy trainer or chunky loafer

Silky-feel midi dresses bring an element of sophistication when you want to look and feel your best in the boardroom, and there’s no shortage of striped styles either.

Elevating your everyday look, we’ve hand-picked 11 of the best office-worthy winter dresses to buy now from a whole host of our favourite brands. So, when you’re sitting at your desk feeling snug and looking stylish, be sure to send us a little thanks. 

Cara & The Sky Knit Dress

Cara & The Sky Antonia Chunky Stripe Midi Dress – Navy

Whether it’s entertaining at home, casual office days or weekend bottomless brunch plans, it’s not every day you find a dress that can do it all – but the striped knit Antonia design by Cara & The Sky ticks all the boxes.

Available in two bold colours – burnt orange and lilac or navy and raspberry – the super-soft fisherman rib knit will keep you cosy all winter long, with the oversized, relaxed fit making it ideal for throwing on when those I-have-nothing-to-wear mornings strike. Accessories optional.

Shop Cara & The Sky Antonia Chunky Stripe Midi Dress – Navy, £72

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Oasis plus size graphic floral tie front midi dress

Oasis plus-size graphic floral tie front midi dress

We may be being incredibly optimistic to be thinking about spring, but this dress has our mind wandering to warmer climes. In a sunshine yellow print, it’ll bring a smile on even the most stressful of days – dopamine dressing at its finest.

Shop Oasis plus size graphic floral tie front midi dress, £17

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Cos high-neck gathered midi dress

Cos high-neck gathered midi dress

The bright blue shade of this sleek and sophisticated dress is sure to brighten up even the dullest of days. Pair with knee-high boots or a strappy sandal, depending on how warm your workplace is.

Shop Cos high-neck gathered midi dress, £79

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& Other Stories rib knit midi dress

& Other Stories rib-knit midi dress

Gorgeous in green, this dress really stands out from the crowd. The vibrant colour will brighten up the dullest of days, while the rib knit is sure to keep you cosy.

Shop & Other Stories rib knit midi dress at Asos, £85

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Finery London polka dot midi-waisted dress

Finery London polka dot midi-waisted dress

Tea dresses can be trusted in any office environment, and this olive green colour is no exception. With a fine polka dot print, it’s pretty and preppy with a lightweight floaty feel.

Shop Finery London polka dot midi-waisted dress at M&S

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The Marais printed chiffon maxi dress

The Marais printed chiffon maxi dress

Chiffon may not be the cosiest of options, but it is a great layering piece. When popped underneath a cosy knit, this dress will work for winter as well as the warmer months.

Shop The Marais printed chiffon maxi dress at Anthropologie, £148

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River Island black satin shift mini dress

River Island black satin shift mini dress

A simple LBD deserves a spot in anyone’s wardrobe, even for workwear. This satin style is slightly more elevated than your everyday options and can be paired with trusty thick tights for those chillier days.

Shop River Island black satin shift mini dress, £36

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Mango knotted wrap dress

Mango knotted wrap dress

Currently on sale at close to a tenner, this Mango knotted wrap dress is a real bargain buy. Pretty with a pink floral design, it will see you through all seasons with the simple swap of a shoe.

Shop Mango knotted wrap dress, £12.99

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Chinti & Parker navy merino wool Bronte dress

Chinti & Parker navy merino wool Bronte dress

Stripes are a failsafe pattern for any season, but the merino wool of this Chinti & Parker pick is what makes it perfect for the colder months. With a collared neck, A-line shape and button up front, it’s formal yet fabulous.

Shop Chinti & Parker navy merino wool Bronte dress, £148.50

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Whistles Amira tie detail dress

Whistles Amira tie detail dress

Crafted from viscose, this red number is a little bit more planet-friendly than other options. Midi in length with long sleeves and a deep plunging neckline, it’s a sophisticated look.

Shop Whistles Amira tie detail dress, £95

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Topshop Curve tie waist midi shirt dress in animal print

Topshop Curve tie waist midi shirt dress in animal print

This animal print dress falls just on the right side of fiercely fashionable. Add dimension by cinching in the waist or leave it loose for a more slouchy finish.

Shop Topshop Curve tie waist midi shirt dress in animal print at Asos, £60

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Images: Getty; courtesy of brands

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