2020 Highlander football news
| 11/28/20 | College Park Edges The Woodlands for First-Ever District Crown | Conroe Courier |
| 11/21/20 | The Woodlands Survives Close Game Against Conroe | Woodlands Online |
| 11/21/20 | The Woodlands Edges Conroe, Will Play for District Title | Conroe Courier |
| 11/13/20 | The Woodlands Rolls Past Grand Oaks to Improve to 3-0 in District | Conroe Courier |
| 11/13/20 | The Woodlands Wins Big Over Grand Oaks | Woodlands Online |
| 11/11/20 | The Woodlands vs Grand Oaks Preview | Woodlands Online |
| 11/7/20 | The Woodlands Holds Off Oak Ridge | Woodlands Online |
| 11/6/20 | The Woodlands Remains Unbeaten Against Oak RIdge | Conroe Courier |
| 10/30/20 | The Woodlands Pulls Away from Willis | Conroe Courier |
| 10/17/20 | The Woodlands Falls Short to Hightower | Woodlands Online |
| 10/16/20 | Hightower Rides Interceptions to Win Over Highlanders | Conroe Courier |
| 10/2/20 | The Woodlands Rolls Past Lamar at Home | Conroe Courier |
| 9/25/20 | The Woodlands Falls to Pearland on the Road | Conroe Courier |
| 9/23/20 | The Woodlands Aiming for Another Playoff Run | Conroe Courier |