The 2026 high school football season in Maryland will be marked by 25 marquee matchups that have been highlighted as must‑see games. From early‑season tests to potential playoff rematches, the schedule blends historic rivalries with out‑of‑state challenges, promising a year of excitement for teams and fans alike.
The season opens on August 28 when Saint Frances Academy travels to Florida to face DeLand, a game that will set the tone for the Wildcats’ national ambitions. Just a week later, Bethesda‑Chevy Chase and Churchill meet on September 4, renewing a rivalry that has produced some of the most memorable contests in recent memory.
Key Rivalries
Mid‑season action brings a series of high‑profile rematches. On September 11, Archbishop Spalding will face Good Counsel, a pairing that has decided championship brackets in past years. A week later, the same two teams meet again on October 9, giving fans a second chance to see the showdown.
The schedule also features a number of playoff‑caliber matchups, such as Gilman’s September 4 game against Bullis and McDonogh’s November 7 clash with Gilman, which could determine the Independent School League champion. These contests are closely watched by coaches, players and the broader community.
Out‑of‑State Challenges
Late‑season games keep the stakes high into November. Wise will host Eleanor Roosevelt on October 10, and Oakdale will travel to Linganore on October 19. The final weeks also include a much‑anticipated meeting between IMG Academy in Florida and Saint Frances Academy on November 13, an out‑of‑state test that could impact national rankings.