| Event | Date | Time | Location |
| Board Meeting | 1/18/2010 | 7:30 PM | Brookline Fire Hall |
| Walk-in Registration | 1/23/2010 | 2 - 4 PM | Chatham Park Cafeteria |
| Walk-in Registration | 1/30/2010 | 2 - 4 PM | Chatham Park Cafeteria |
| Board Meeting | 2/15/2010 | 7:30 PM | Brookline Fire Hall |
| Boys Evaluations | 3/9/2010 | 6 PM | Haverford College Alumnia Field House |
| Girls Evaluations | 3/10/2010 | 6 PM | Coopertown Gym |
| Board Meeting | 3/15/2010 | 7:30 PM | Brookline Fire Hall |
| Games begin (except T-Ball and Farm Leagues) | 4/5/2010 | All Fields | |
| Opening Day Parade and Ceremonies | 4/10/2010 | 9:00 AM | Police Field |
| Board Meeting | 4/12/2010 | 7:30 PM | Brookline Fire Hall |
| Picture Day | 4/25/2010 | 12:30 PM | Chatham Park Cafeteria |
| Board Meeting | 5/17/2010 | 7:30 PM | Brookline Fire Hall |
| Brookline Day | 6/5/2010 | All Day | Police Field |
| Board Meeting | 6/28/2010 | 7:30 PM | Brookline Fire Hall |