The 2026 Maryland high school softball playoffs begin on Thursday, May 7th, with the MPSSAA first round. High School on SI has brackets for classes 4A through 1A in the MPSSAA high school softball playoffs. The State Tournament games begin on March 15th/16th. 2026 Maryland High School Softball Playoff Brackets, Schedules, and Scores (MPSSAA) CLASS 4A Round 1 North County (Bye) Mervo vs. Severn Run Western-B (Bye) Glen Burnie (Bye) Broadneck (Bye) Crofton vs. North Point Bowie (Bye) Leonardtown vs. Annapolis Dulaney (Bye) Perry Hall vs. Dundalk Kenwood (Bye) Parkville (Bye) Richard Montgomery (Bye) Einstein vs. Kennedy Wheaton (Bye) Blake vs. Springbrook Eleanor Roosevelt (Bye) Northwestern vs. Paint Branch Laurel (Bye) Blair vs. High Point C.H. Flowers (Bye) Parkdale vs. Suitland DuVal (Bye) Wise (Bye) Clarksburg (Bye) South Hagerstown vs. Gov. Thomas Johnson Urbana (Bye) Northwest vs. Seneca Valley Quince Orchard (Bye) Whitman vs. Winston Churchill Walter Johnson (Bye) Bethesda-Chevy Chase vs.…