This Date in Country Music History – May 26th

Posted by admin at 7:47 am on May 26, 2026

May 262026

Toby Keith

This Date in Country Music History

2009 – Montgomery Gentry was invited by Charlie Daniels to join the Grand Ole Opry
2009 – Jason Aldean released his single “Big Green Tractor”
2007 – Billy Currington hit #1 with “Good Directions” – a song written by Luke Bryan
2004 – Toby Keith dominates the ACM Awards, taking home 4 trophies: Entertainer of the Year, Top Male Vocalist, Album of the Year (Shock’n Y’all), and Video of the Year (“Beer for My Horses” w/ Willie Nelson)
2000 – Phil Vassar made his debut on the Grand Ole Opry
1933 – Jimmie Rodgers, who would become the first person inducted into the Country Music Hall of Fame, passed away