Biography

Caleb Bailey is a singer-songwriter from the Shenandoah Valley, Virginia. He has a long line of musical influences in his family. His great grandparents recorded music and were bluegrass promoters and his great uncle played with Tom T. Hall and Eddie Rabbit as a steel guitar and Dobro player. Caleb is getting ready to set out on tour with his own band. He previously performed as lead singer and guitarist with Allegheny Blue.
His new album “Poplar & Pine” was a collaboration of original music with studio musicians Gaven Largent dobro/banjo (producer), Caleb Cox guitar (engineer), Jason Barie fiddle, Jonathan Dillon/ Nick Goad Mandolin, Austin Brown/ James Cox Bass, and Wayne Taylor. "United Flight 93" features Wayne Taylor (Blue Highway) and tells the tale of the witness accounts of the flight on 9/11/01. The single, “Grim Reaper” was the first to chart on the Bluegrass Today Top 20 and the Grassicana Chart in 2021. The latest single release is “Hard Cider,” a perfect summer song.

Caleb and his girlfriend Christine welcomed a son into the world in February 2021, Colt Steele. They make their home at the foot of the Blueridge Mountains in Grottoes, Virginia.