The best Glamour Women of the Year Awards looks of all time

The countdown has begun. On 30th October, we'll be celebrating a new crop of inspiring women at our annual Glamour Women of the Year Awards. Last year's winners included actor Simone Ashley and musician Chlöe Bailey, and 2025's honourees are set to be just as glamorous (sorry), accomplished and empowering. This year, it's all about sisterhood.

Women of the Year–or WOTY, as we call it in the office–first started in 1990 over in the US. In 35 years, it has recognised countless women for their achievements, from the late Maya Angelou and Ruth Bader Ginsburg, to stars like Britney Spears and Mariah Carey.

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Why sisterhood is Glamour's 2025 Women of the Year theme

In her editor's letter, Glamour global head of editorial content Samantha Barry reflects on why this year's theme is a love letter to the sisters we’re born with—and the ones we find along the way.

By Samantha Barry

Alongside our fabulous guests, we're also excited to welcome Kemi Alemoru, our new Head of Editorial Content, for her very first WOTY. It's no small task to put on this event, but it's worth it to award the women shaping culture and championing female empowerment.

We can't wait to see all the looks next week. If you feel the same and want your fashion hit now, here are our best-dressed guests of all time from the Glamour Women of the Year Awards red carpet.

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Let Tyla party in peace

Talented, cool, and always dressed to kill, the South African superstar—one of Glamour’s 2025 Women of the Year—embodies the look and sound of a new generation.

By Kemi Alemoru

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The zen of Demi Moore

The Hollywood icon has always made bold choices on and off screen—and continues to shape her own story.

By Margaret Qualley