| Date | Event |
| May 15, 2023 | Anticipated start of the house league season |
| June 2-4, 2023 | House league tournament for 9U teams |
| June 9-11, 2023 | House league tournament for 11U/13U/15U teams |
| July 31, 2023 | Final week of the house league season |
| August 11-13 | Weekend of champs for 9U/11U/13U/15U teams |
| Date | Event |
| May 1, 2023 | Anticipated start of the travel team season |
| July 31, 2023 | Estimated final week of the COBA league schedule *To be confirmed in late April |
| August, 2023 | COBA Qualifiers Each team will participate in a COBA qualifier scheduled by different associations. The exact location and dates will be confirmed soon and posted to this link - https://www.leaguelineup.com/miscinfo.asp?menuid=32&url=coba. |
| August 18-20, 2023 | COBA 11U Qualifier HHMBA will be hosting the qualifier for the 11U age group for all teams (including COBA select) over this weekend. |
| September 1-4, 2023 | Baseball Ontario Championship Weekend If your team qualifies you should expect expect to be playing in an OBA Championship over the long weekend in September. Exact dates, times and locations are TBD at a later time |