Clover Hill and Lunenburg-Central became district members a few years later. The James River District was reorganized in 1999 with seven charter members, Central High School (also known as Lunenburg or Lunenburg Central), Prince Edward County High School, Buckingham High School, Amelia County High School, Randolph-Henry High School, and Cumberland High School. After the 1999 season, Prince Edward moved to a different district.
Clover Hill and Lunenburg-Central joined the district at some point. The James River District underwent reorganization in 1999 with seven founding schools including Central High School (also known as Lunenburg or Lunenburg Central), Prince Edward County High School, Buckingham High School, Amelia County High School, Randolph-Henry High School, and Cumberland High School. Following the 1999 season, Prince Edward moved to a different district.