Six-time Grammy-winning Jason Isbell to perform at Fairhope’s ‘Live at Five’

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DSC06081 Six-time Grammy-winning Jason Isbell to perform at Fairhope's 'Live at Five'
Jason Isbell is set to perform at the Halstead Amphitheater in Fairhope, Alabama, on September 24, 2026. (Mobile Bay Now)

Live at Five, a Fairhope concert series at the Halstead Amphitheater, announced via social media on Tuesday, June 2, that the fall 2026 season will be kicked off with headliner Jason Isbell and his band, the 400 Unit. Isbell, an Americana singer-songwriter from Green Hill, Alabama, is a six-time Grammy-winning artist.

Here’s a quick rundown:

Keep reading to learn more about Live at Five + Jason Isbell!

DSC05420 Six-time Grammy-winning Jason Isbell to perform at Fairhope's 'Live at Five'
Jason Isbell will be performing at the Halstead Amphitheater in Fairhope, Alabama, in September 2026. (Mobile Bay Now)

Jason Isbell is known for hit songs “Cover Me Up,” “If We Were Vampires,” “Last of My Kind” and more. He currently has won six Grammys and has been nominated 11 times.

Check out Jason Isbell’s Grammy wins below:

  • 2016: Best American Roots Song, “24 Frames”
  • 2016: Best Americana Album, “Something More Than Free”
  • 2018: Best Americana Album, “The Nashville Sound”
  • 2018: Best American Roots Song, “If We Were Vampires”
  • 2024: Best Americana Album: “Weathervanes”
  • 2024: Best American Roots Song: “Cast Iron Skillet”

Fairhope won’t be the only Alabama city Isbell will be stopping in this year. On October 3 and 4, Isbell and the 400 Unit will head to Florence for ShoalsFest 2026.

DSC05963 Six-time Grammy-winning Jason Isbell to perform at Fairhope's 'Live at Five'
Jason Isbell is originally from Green Hill, Alabama, but now lives in Nashville, Tennessee. (Mobile Bay Now)

Established in 2017, the Live at Five concert series is produced by The Friends of the Halstead, a local nonprofit organization that donates a portion of its proceeds from every music event to musicians and aspiring musicians in need through the Jacob Hall Memorial Music Grant.

Each spring and fall, Live at Five hosts national bands, regional bands and singer/songwriters from a wide range of musical genres.

Ella Walton
Ella Walton
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