| Sat, Sep 7 | Lake Forest Cross Country Festival | Killens Pond State Park | Felton, DE | 10:00 AM | | |
| Wed, Sep 11 | Bayside Meet @ Cambridge-South Dorchester | Cambridge S Dorchester HS | Cambridge, MD | | | |
| Sat, Sep 14 | Maryland Track and Trail Invitational | Fair Hill | Elkton, MD | 9:10 AM | | |
| Sat, Sep 21 | 62nd Annual Spiked Shoe Invitational | Wyman Park | Baltimore, MD | 8:15 AM | | |
| Wed, Oct 2 | Tidewater Classic | WinterPlace Park | Salisbury, MD | | | |
| Sat, Oct 12 | Fall Classic at Georgetown Prep | Georgetown Prep | North Bethesda, MD | 1:30 PM | | |
| Wed, Oct 23 | Bayside Conference Championships | Cambridge S Dorchester HS | Cambridge, MD | | | |
| Thu, Oct 31 | MPSSAA 2A East Regional Championships | Fair Hill | Elkton, MD | | | |
| Sat, Nov 9 | MPSSAA 2A State Cross Country Championship | McDaniel College | Westminster, MD | | | |
