Here we run down 10 of the famed festival's biggest and most controversial headliners.
Marc Bolan made an entrance at the first edition of Glastonbury with a storming set on the event's then much smaller main stage. He arrived in a Cadillac so large it barely fit down the property's narrow lane.
When the Stone Roses were forced to pull out when guitarist John Squire broke his collarbone on a bike ride, Jarvis Cocker and his oddball crew were on hand to step in as Britpop's popularity peaked.
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Hot off the release of their revered third album OK Computer, the Oxfordshire band were in fine form as they took to the Pyramid Stage. Heavy rain blighted - or added drama to - their performance.
Bowie played at the second Glastonbury in 1971, and often recalled how he roused the audience with a late night rendition of Oh! You Pretty Things. He returned in 2000, this time as a bona fide rock star.
The New York rapper's headline proved hip hop could fill the top slot with ease. Noel Gallagher was famously riled by the booking, saying at the time: "I'm not having hip-hop at Glastonbury. It's wrong."
In a performance only bested by her own 2018 slot at Coachella, Beyonce wowed Glastonbury. While still controversial, her show attracted less negative attention than her husband Jay-Z's.
"After all these years they finally got round to asking us," quipped Mick Jagger as he strolled on stage to the roar of 100,000 fans.
Glastonbury once again broke the mould, booking Metallica as the first heavy metal band to headline.
West restarted his song Black Skinhead and forgot the lyrics to an impromptu version of Bohemian Rhapsody. He ended by repeatedly shouting: "I am the greatest living rock star on the planet."
Adele began with Hello and from the moment she opened her mouth, she had everyone in the palm of her hands - despite dropping copious f-bombs.