Billy Strings Can’t Stop Winning at the 2026 Bluegrass Awards

Rolling Stone ·

Billy Strings won Entertainer of the Year for the fifth time in six years at the 37th International Bluegrass Music Association awards in Chattanooga. The results reflect bluegrass’s growing reach and a scene where progressive and traditional styles increasingly share the same space.

East Nash Grass won both Instrumental Group of the Year and Album of the Year for *All God’s Children*. Sierra Hull and Kristin Scott Benson each claimed their eighth player award, while Jaelee Roberts was named Female Vocalist of the Year. The ceremony also honoured Dolly Parton and Ronnie Bowman, and attendees pointed to rising visibility for women and newer acts.

In short

  • Billy Strings won Entertainer of the Year for the fifth time in six years.
  • East Nash Grass took home two major awards.
  • Bluegrass is bringing traditional and progressive artists together.

Steelman: both sides, in good faith

The strongest fair case each way — we don't pick a winner.

The case for

Strings’s repeated wins can be seen as recognition of an artist who has brought bluegrass to a wider audience while maintaining a strong connection to the genre. Supporters may argue that his success reflects listeners’ enthusiasm and that sharing award stages with traditional acts, women and newer performers shows the scene can broaden without losing its roots.

The case against

Others may worry that one artist winning Entertainer of the Year so often concentrates recognition and attention, making it harder for other performers to gain visibility. They may also question whether awards that celebrate both tradition and crossover reach adequately represent the breadth of bluegrass, even as this year’s other winners suggest a varied field.

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