The first of Roxbury's early rivals was Dover High School, who they beat for the first time in 1917 by a score of 7–6. A turkey dinner was given to the team whenever they topped the Tigers. By 1929, Hackettstown High School became the annual Thanksgiving Day contest. The series ended in 1976 with a 34-7 Gael victory; Roxbury and Hackettstown have not played since. One of the most intense rivalries in the state began in 1965 against Randolph High School. The rivalry with Randolph was listed at 18th on NJ.com's 2017 list "Ranking the 31 fiercest rivalries in N.J. HS football". Randolph leads the rivalry with a 29–20–3 overall record as of 2017.