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The Best Dresses To Invest In This Winter

The Best Dresses To Invest In This Winter
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The clocks have gone back, the evenings draw in before you’ve even left the office, and there’s a chill in the air that signals winter’s arrival. Yet it’s not all gloom and grey skies; this time of year also brings a sense of cosiness and comfort. The season of layering, rich textures and quietly luxurious dressing is here – and with it, the perfect excuse to refresh your wardrobe for the colder months ahead.

With temperatures slipping into single figures, reaching for anything beyond knitwear, wool coats and sturdy winter boots might feel ambitious. But as diaries fill with office parties, festive dinners and winter weddings, now is the time to turn your attention to the best dresses for winter.

Featured in this article

Best belted dress
Self-Portrait Belted Woven Midi Dress
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Best silk slip dress
Massimo Dutti 100 Per Cent Silk Long Slip Dress
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Best minidress
CECILIE BAHNSEN Britney Tie-Back Matelassé Minidress
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This is the moment to lean into weightier fabrics (like denim, wool and thick jersey), longer hemlines, and deep, moody hues. Think: soft-knitted midis, sleek high-neck styles and the occasional satin slip – all perfect for both workdays and wintry evenings out.

As well as paying attention to fabrication, you’ll want to develop a layering strategy to maximise your dress’s potential for warmth. Uniqlo’s thermal long-sleeved tops, not to mention turtlenecks, are made for such occasions. Start with either of those in a contrasting shade or something neutral, before layering your dress, a fine-gauge cardigan and a 100 per cent wool coat on top. Trust us, even if your frock doesn’t have sleeves, you’ll be snug.

Scroll on to discover Vogue’s edit of the best winter dresses to wear now – with new additions each month as we move deeper into the season.


Self-Portrait

Belted Woven Midi Dress

Marks & Spencer

Lyocell Blend Checked Dropped Waist Midi Dress

Róhe

Layered Wool And Cashmere-Blend Midi Dress

Reformation

Maven Mock-Neck Chiffon Midi Dress

Reiss

Strapless Structured Denim Midi-Dress

Damson Madder

Malinda Ls Smocked Midi-Dress

Acne Studios

Bow-Detailed Printed Chiffon Midi Dress

KHAITE

Daria Leather Turtleneck Minidress

Essential Antwerp

Green Ruffled Mini Shirt Dress

Etro

Metallic Wool-Blend Devoré-Velvet Maxi Dress

Rave Review

Patchwork Checked Wool Dress

Dries Van Noten

Gathered Wool-Twill Midi-Dress

SIMKHAI

Kenlie Taffeta-Trimmed Midi Dress

Massimo Dutti

100 Per Cent Silk Long Slip Dress

PROENZA SCHOULER

Didi Frayed Striped Knitted Midi-Dress

CECILIE BAHNSEN

Britney Tie-Back Matelassé Minidress

TOVE

Babette Draped Crepe Maxi Dress

Kitri

Keira Black Polka Dot Satin Dress

& Other Stories

Mock Neck Midi-Dress

Gucci

Denim Minidress With Horsebit