The Grammys have always been a showcase for Hollywood’s biggest names to flaunt their fashion sense on the red carpet. Over the years, we have seen iconic outfits that have left a lasting impression on viewers. From Ariana Grande’s puffy gown in 2020 to Destiny’s Child’s coordinated green dresses in 2001, the Grammys have seen it all when it comes to celebrity fashion.
One of the most memorable moments in Grammy fashion history was Cher’s arrival at the 1974 Annual Awards Show. She turned heads in an ab-baring ensemble complete with a sparkly butterfly headpiece and matching bra. Fast forward to 2011, and Lady Gaga took the spotlight in a unique egg-like vessel designed by Hussein Chalayan. She made a grand entrance being carried into the ceremony on a wooden ladder, revealing later that she had spent “three days” inside the egg before the show.
In more recent years, Harry Styles made waves at the 63rd Annual Awards show with his iconic Gucci outfit. The singer donned a yellow tweed blazer paired with a striped sweater vest, creating a look that was both stylish and daring. Another standout look was Taylor Swift’s mini dress in 2025. Her Vivienne Westwood ensemble featured a dangling “T” charm that cascaded down her thigh, capturing the attention of fashion critics and fans alike.
As we look back at the best styles throughout the decades at the Grammys, it’s clear that this red carpet event has always been a platform for celebrities to showcase their unique and bold fashion choices. Whether it’s Cher’s daring ensembles or Lady Gaga’s theatrical entrances, the Grammys continue to be a stage where fashion meets music in the most spectacular way.
