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Brimful of personality: the rise of fashion’s β€˜silly little hats’

2 October 2026 at 11:00

From pillboxes and boaters to bicornes and buckets, characterful hats are making their way from the catwalk to the high street

β€œHere goes – an order for a million hats,” wrote Jackie Kennedy to Bergdorf Goodman before moving into the White House in the early 1960s. It’s a line that could have been uttered by any number of people working in fashion today, because the hat – and not just the ubiquitous baseball cap – has been enjoying a very characterful resurgence.

This season at the turbo-high-end brand Loro Piana, whose clothes are beloved by tech bros and Kendall Roy, almost every model was wearing a hat. At Thom Browne, straw boaters came shrouded in colourful mesh. At ChloΓ© there were see-through hats to match see-through trenchcoats and white sailor hats atop all-white outfits. CourrΓ¨ge’s hats were space-age, Burberry had big buckets, Bottega Veneta had hats brimming with charisma.

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Β© Photograph: NOWFASHION/Shutterstock

Β© Photograph: NOWFASHION/Shutterstock

Β© Photograph: NOWFASHION/Shutterstock

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