Historic sports rivalries for GHS over the years have included: Reidsville High School in the 1920s and '30s, High Point Central High School in the late '30s through the early '50s, R. J. Reynolds High School, in Winston-Salem from the mid-'50s to the mid-'60s, and Walter Hines Page Senior High School in Greensboro since the mid-1960s. This rivalry is celebrated every year with a spirit week before the football game, which usually attracts crowds of close to 10,000, the capacity of Jamieson Stadium. The most significant Grimsley-Page football game occurred on November 20, 1987, when Grimsley beat the undefeated and top ranked team in the state at the time (15th in the nation), Page Pirates 10–7 in the state 4-A playoffs, Grimsley's first win over Page since 1971 (https://www.youtube.com/watch?v=nUYhJscPi7Q). Prior to this game, the "average" score of a Grimsley-Page game in the 1980s was 44–4. Jamieson Stadium served as the venue for the game every year until 2015, when the game was moved to Page High School's Marion Kirby Stadium. On November 8, 2019, Grimsley defeated Page by a score of 32–17 at Marion Kirby Stadium, Grimsley's first win over Page since 2006, winning the Metro 4A Conference Title and a #1 overall seed in the NCHSAA 4A State Tournament.