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Who headlined the first Isle of Wight Festival?

Published in Music Festivals 2 mins read

Bob Dylan and The Band headlined the 1969 Isle of Wight Festival, which is often cited as a foundational event that established the enduring tradition of the festival series.

The 1969 festival, held on the Isle of Wight, marked a significant moment in music history, drawing a massive audience eager to see legendary acts. While it wasn't the inaugural event in the festival's history (the first was in 1968), the 1969 iteration, headlined by Bob Dylan and The Band, is widely regarded as the one that truly cemented the festival's legacy and established its 'tradition'.

Headliners and Their Impact

The presence of Bob Dylan and The Band as headliners was a major draw, marking Dylan's highly anticipated return to a major stage after his 1966 motorcycle accident. Their performance was a cornerstone of the festival, attracting immense attention and setting a high standard for future editions.

Supporting Acts

Beyond the headliners, the 1969 festival boasted an impressive lineup of supporting acts, showcasing a diverse range of talent from various genres. These performances further contributed to the festival's burgeoning reputation.

Key supporting acts included:

  • Blodwyn Pig

  • Eclection (noted as vastly underrated)

  • Family

  • Fat Mattress

  • Free

  • The Nice

  • Tom Paxton

  • The Moody Blues

  • Pentangle

  • King Crimson, who performed just weeks after their notable appearance at Hyde Park alongside The Rolling Stones.

Festival Overview (1969)

To provide a clear summary of this landmark event:

Aspect Detail
Year 1969
Primary Headliners Bob Dylan and The Band
Key Significance Established the festival's tradition and long-term prominence
Notable Support King Crimson, The Moody Blues, Free, The Nice, and many others

This festival's success paved the way for future iterations, solidifying the Isle of Wight as a significant location in the history of live music events.