All teams practice twice a week starting in early May for about 5 weeks. Each practice lasts around 2 hours. Practices are held throughout the week (including weekends) at ball diamonds throughout the Pewaukee Park System. The PYB Program Head Coaches will contact parents approximately 2-4 weeks prior to the first day of practice to relay important information about the upcoming season. Game schedules are typically announced during practices.

The regular season starts in early June and runs until the end of July. Each team plays approximately twice per week during this time, with a small break around the 4th of July, for a total of 11-12 games. Games are played on weeknights starting at 6PM as well as some Saturday games - teams typically will not play on consecutive nights nor will they play on Sundays. Game durations vary by division: Rookie games lasts 1 hour, the Minors 1 1/2 hours and the Juniors and Majors 2 hours.