| Fri, Sep 14 | SMAA: Scarborough, Portland @ Marshwood | South Portland HS | South Portland, ME | | | |
| Fri, Sep 21 | SMAA: Gorham, McAuley, Thornton @ Marshwood | Marshwood HS | South Berwick, ME | | | |
| Thu, Sep 27 | SMAA: Windham, Marshwood @ Cheverus | Cheverus HS | Portland, ME | | | |
| Sat, Sep 29 | Maine Festival of Champions | Belfast HS | Belfast, ME | | | |
| Fri, Oct 5 | SMAA: Bonny Eagle, Marshwood, @ Biddeford | Biddeford HS | Biddeford, ME | | | |
| Fri, Oct 12 | SMAA: Marshwood, Massabesic, Noble @ Sanford | Sanford HS | Sanford, ME | | | |
| Mon, Oct 15 | SMAA Second Seven Championship | Gorham HS | Gorham, ME | | | |
| Sat, Oct 20 | Western Maine Regional XC Championship | Twin Brook Recreation Center | Cumberland, ME | | | |
| Sat, Oct 27 | Maine Cross Country State Championships | Belfast HS | Belfast, ME | | | |
