| Registration Opens | July 1 |
| Early Bird Deadline | July 10 |
| Registration Closes | August 13 |
| Coaches Meeting | August 16 |
| Skills Day / Jersey Fittings (Little League) | August 20 |
| Skills Day (Jrs/Srs/18U Baseball) | August 21 (afternoon) |
| Challenge Baseball Tryouts | August 21 (afternoon) |
| Team Drafts | August 25 |
| Coaches Clinic | August 27 |
| Practices Begin | wk of August 29th |
| Labor Day Break* | September 2-5* |
| Games Begin | September 17 |
| Pictures | September 30 - October 5 |
| Season Ends | by November 5th |
* No scheduled league activities during breaks.