| 10/03/2020 | Winfield 8U | Westminster 8U | 9:00AM - 10:30AM | Jaycees Park / Main Field | |
| 10/03/2020 | North Carroll 8U | Sykesville 8U | 10:30AM - 12:00PM | Obrecht Field / Main Field | |
| 10/10/2020 | Sykesville 8U | Damascus 8U | 10:30AM - 12:00PM | Obrecht Field / Main Field | |
| 10/10/2020 | Westminster 8U | North Carroll 8U | 11:30AM - 1:00PM | Christmas Tree Park / Main Field | |
| 10/16/2020 | Damascus 8U | Westminster 8U | 8:00PM - 9:30PM | Jaycees Park / Main Field | |
| 10/17/2020 | North Carroll 8U | Winfield 8U | 11:00AM - 12:30PM | Mayeski Park / Main Field | |
| 10/23/2020 | Winfield 8U | Damascus 8U | 7:30PM - 9:00PM | Mayeski Park / Main Field | |
| 10/24/2020 | Westminster 8U | Sykesville 8U | 1:45PM - 3:15PM | Obrecht Field / Main Field | |
| 10/30/2020 | Westminster 8U | Winfield 8U | 8:00PM - 9:30PM | Mayeski Park / Main Field | |
| 10/31/2020 | Sykesville 8U | North Carroll 8U | 9:00AM - 10:30AM | Christmas Tree Park / Main Field | |
| 11/07/2020 | North Carroll 8U | Westminster 8U | 9:15AM - 10:45AM | Jaycees Park / Main Field | |
| 11/07/2020 | Sykesville 8U | Damascus 8U | 4:30PM - 6:00PM | Obrecht Field / Main Field | |
| 11/14/2020 | Westminster 8U | Damascus 8U | 9:30AM - 11:00AM | Jaycees Park / Main Field | |
| 11/14/2020 | Winfield 8U | North Carroll 8U | 12:30PM - 2:00PM | Mayeski Park / Main Field | |
| 11/21/2020 | Westminster 8U | Damascus 8U | 10:00AM - 11:30AM | Mayeski Park / Aux Field | Canceled |
| 11/21/2020 | Winfield 8U | Sykesville 8U | 12:30PM - 2:00PM | Obrecht Field / Main Field | |