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.…