The band was made up of six members of the Cherryholmes family: father Jere (Pop), mother Sandy Lee, daughters Cia Leigh, and Molly Kate, and sons B.J.

They continued to play regularly as amateurs at bluegrass venues and festivals throughout southern California and Arizona.

They traveled nearly a million miles in their tour bus playing at bluegrass, country, roots and rock venues, including Lincoln Center, Tennessee's Bonnaroo and CMA Music Festivals, Stage Coach in California.

On January 12, 2011, Cherryholmes announced they would disband, saying that the children needed to choose their own paths and to be free from the complexities of a family business.

The band was scheduled to reunite for a performance on September 26, 2015 at the Outer Banks Bluegrass Island Festival in Manteo, North Carolina but the event was cancelled due to weather.