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The original James River District was created in 1970 when the Virginia High School league reorganized into AAA, AA, and A classifications. Original schools included Fluvanna, Goochland, Amelia, Powhatan, Cumberland, Buckingham, and Prince Edward. 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. Membership remained the same until the 2009 season when Goochland High School moved to a different conference, which left Amelia, Buckingham, Randolph-Henry, Cumberland, and Lunenburg. In 2011, Goochland rejoined the James River District along with Nottoway & Bluestone High School(s). Before the 2015 season, Prince Edward re-joined the James River District after spending 14 years in a different conference. After the 2020-21 schoolyear, Goochland left the conference and joined the Jefferson District. Bluestone High School left the James River District after the 2021-2022 schoolyear due to the school consolidating with nearby Park View High School to form Mecklenburg High School.
School classification abides by the schools enrollment, which is the number in case. The letters such as A & B represent each region a school is located in.