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| September 16 | Football | vs Liberty | Hampstead, MD |
| September 17 | TOB | Liberty High School | Eldersburg,MD |
| September 24 | TOB | Century High School | Sykesville, MD |
| October 1 | TOB | North Carroll High School | Hampstead, MD |
| October 7 | Football | vs Thomas Johnson | Hampstead, MD |
| October 8 | TOB | TBD | TBD |
| October 14 | Football | vs South Carroll | Hampstead, MD |
| October 21 | Football | vs Century | Hampstead, MD |
| October 22 | TOB | 11:00AM Towson University | Towson, MD |
| October 22 | TOB | Walkersville | Walkersville,MD |
| October 29 | TOB | Lebanon High | Lebanon, PA |
| November 5 | TOB | Chapter V Championships | Century High School |
| November 11 | Football | vs Westminster | Hampstead, MD |
| November 13 | TOB | ACC Championship Series | Scranton, PA |