The 2026  Maryland high school baseball  regional playoff brackets are out, and  High School On SI  has all 4 brackets with matchups and schedule. The first round begins on May 7. The playoffs will culminate with the MPSSAA state championships being played May 22-23. 2026 Maryland High School Baseball Championships Schedule May 7: Region Quarterfinals May 9: Region Semifinals May 12: Region Finals May 15: State Quarterfinals May 19: State Semifinals May 22/23: State Championships Maryland (MPSSAA) High School Baseball 2026 Regional Playoff Brackets, Matchups, Schedule - May 7 CLASS 1A BRACKET  (select to view full bracket details) Regional QF - May 7 East I No. 1 St. Michaels — BYE No. 4 Bohemia Manor vs. No. 5 North Dorchester No. 2 Colonel Richardson — BYE No. 3 Perryville vs. No. 6 Kent County East II No. 1 Mardela — BYE No. 4 Cambridge-South Dorchester vs. No. 5 Washington No. 2 Snow Hill — BYE No. 3 Crisfield vs. No. 6 Pocomoke North I No. 1 Patterson Mill — BYE No.…