| Tournament Round | Classification | Seed Home Team | Home Team | Seed Away Team | Away Team | Game Date | Game Time | Game Site | Winning School | Home Team Score | Visiting Team Score | OT or 1v1 | |
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| 1 | |||||||||||||
| 2 | Region SF | Class 4A West I | 1 | Urbana | 4 | BYE | Urbana | Urbana | |||||
| 3 | Region SF | Class 4A West I | 2 | Clarksburg | 3 | Gov. Thomas Johnson | 10/23/25 | 6:00pm | Clarksburg | Clarksburg | 5 | 0 | |
| 4 | |||||||||||||
| 5 | Region SF | Class 4A West II | 1 | Quince Orchard | 4 | Gaithersburg | 10/23/25 | 6:00pm | Quince Orchard | Quince Orchard | 5 | 0 | |
| 6 | Region SF | Class 4A West II | 2 | Seneca Valley | 3 | Northwest | 10/23/25 | 4:00 pm | Seneca Valley | Seneca Valley | 4 | 2 | |
| 7 | |||||||||||||
| 8 | Region SF | Class 4A North I | 1 | North County | 4 | BYE | North County | North County | |||||
| 9 | Region SF | Class 4A North I | 2 | Glen Burnie | 3 | Dulaney | 10/23/25 | 5:00pm | Glen Burnie | Dulaney | 0 | 11 | |
| 10 | |||||||||||||
| 11 | Region SF | Class 4A North II | 1 | James Hubert Blake | 4 | BYE | James Hubert Blake | James Hubert Blake | |||||
| 12 | Region SF | Class 4A North II | 2 | Richard Montgomery | 3 | Wheaton | 10/23/25 | 5:30 PM | Richard Montgomery | Richard Montgomery | 6 | 0 | |
| 13 | |||||||||||||
| 14 | Region SF | Class 4A South I | 1 | Winston Churchill | 4 | Walter Johnson | 10/23/25 | 4:00p | Winston Churchill | Winston Churchill | 6 | 0 | |
| 15 | Region SF | Class 4A South I | 2 | Walt Whitman | 3 | Bethesda-CC | 10/23/25 | 7PM | Walt Whitman | Bethesda-CC | 1 | 2 | OT |
| 16 | |||||||||||||
| 17 | Region SF | Class 4A South II | 1 | Montgomery Blair | 4 | Paint Branch | 10/23/25 | 6:00pm | Montgomery Blair | Montgomery Blair | 6 | 0 | |
| 18 | Region SF | Class 4A South II | 2 | Albert Einstein | 3 | Springbrook | Albert Einstein | ||||||
| 19 | |||||||||||||
| 20 | Region SF | Class 4A East I | 1 | Severna Park | 4 | Meade | 10/23/25 | 6:00 PM | Severna Park | Severna Park | 17 | 1 | |
| 21 | Region SF | Class 4A East I | 2 | Crofton | 3 | Severn Run | 10/23/25 | 5:00 PM | Crofton | Crofton | 9 | 0 | |
| 22 | |||||||||||||
| 23 | Region SF | Class 4A East II | 1 | Leonardtown | 4 | North Point | 10/23/25 | 5:00 | Leonardtown | Leonardtown | 15 | 0 | |
| 24 | Region SF | Class 4A East II | 2 | Broadneck | 3 | Annapolis | 10/23/25 | 6:00 pm | Broadneck | Broadneck | 3 | 1 | |
| 25 | |||||||||||||
| 26 | Region SF | Class 3A West I | 1 | Linganore | 4 | Tuscarora | 10/23/25 | 6 pm | Linganore | Linganore | 7 | 0 | |
| 27 | Region SF | Class 3A West I | 2 | Oakdale | 3 | Frederick | 10/23/25 | 3:30pm | Oakdale | Oakdale | 4 | 1 | |
| 28 | |||||||||||||
| 29 | Region SF | Class 3A West II | 1 | Thomas S. Wootton | 4 | Northwood | 10/23/25 | 6:00pm | Thomas S. Wootton | 10 | 0 | ||
| 30 | Region SF | Class 3A West II | 2 | Rockville | 3 | Col. Zadok Magruder | Rockville | ||||||
| 31 | |||||||||||||
| 32 | Region SF | Class 3A North I | 1 | Towson | 4 | Catonsville | 10/23/25 | 2:00 PM | Towson | Towson | 1 | 0 | OT |
| 33 | Region SF | Class 3A North I | 2 | Baltimore City College | 3 | Franklin | Baltimore City College | Franklin | 8 | 0 | |||
| 34 | |||||||||||||
| 35 | Region SF | Class 3A North II | 1 | Damascus | 4 | BYE | Damascus | Damascus | |||||
| 36 | Region SF | Class 3A North II | 2 | Westminster | 3 | Sherwood | 10/24/25 | 3:30pm | Westminster | ||||
| 37 | |||||||||||||
| 38 | Region SF | Class 3A South I | 1 | Atholton | 4 | Guilford Park | 10/23/25 | 3:30pm | Atholton | Atholton | 8 | 0 | |
| 39 | Region SF | Class 3A South I | 2 | Marriotts Ridge | 3 | Reservoir | 10/23/25 | 5:00pm | Marriotts Ridge | Marriotts Ridge | 3 | 0 | |
| 40 | |||||||||||||
| 41 | Region SF | Class 3A South II | 1 | Great Mills | 4 | BYE | Great Mills | Great Mills | |||||
| 42 | Region SF | Class 3A South II | 2 | Chopticon | 3 | BYE | Chopticon | Chopticon | |||||
| 43 | |||||||||||||
| 44 | Region SF | Class 3A East I | 1 | Chesapeake-AA | 4 | Aberdeen | 10/23/25 | 5:00 | Chesapeake-AA | Chesapeake-AA | 1 | 0 | |
| 45 | Region SF | Class 3A East I | 2 | Edgewood | 3 | Old Mill | 10/23/25 | 5:30 | Edgewood | Old Mill | 0 | 1 | |
| 46 | |||||||||||||
| 47 | Region SF | Class 3A East II | 1 | Stephen Decatur | 4 | Arundel | 10/23/25 | 5:30 | Stephen Decatur | Stephen Decatur | 4 | 0 | |
| 48 | Region SF | Class 3A East II | 2 | South River | 3 | James M. Bennett | 10/23/25 | 6pm | South River | South River | 3 | 1 | |
| 49 | |||||||||||||
| 50 | Region SF | Class 2A West I | 1 | Manchester Valley | 4 | Winters Mill | 10/23/25 | 4:00 | Manchester Valley | Manchester Valley | 9 | 0 | |
| 51 | Region SF | Class 2A West I | 2 | Walkersville | 3 | Poolesville | 10/23/25 | 5:00 pm | Walkersville | Walkersville | 8 | 0 | |
| 52 | |||||||||||||
| 53 | Region SF | Class 2A West II | 1 | Glenelg | 4 | River Hill | 10/23/25 | 3:30pm | Glenelg | Glenelg | 9 | 0 | |
| 54 | Region SF | Class 2A West II | 2 | Centennial | 3 | Mount Hebron | 10/23/25 | 5:30 pm | Centennial | Mount Hebron | 1 | 2 | OT |
| 55 | |||||||||||||
| 56 | Region SF | Class 2A North I | 1 | Eastern Tech | 4 | BYE | Eastern Tech | Eastern Tech | |||||
| 57 | Region SF | Class 2A North I | 2 | Hereford | 3 | Northeast-AA | 10/24/25 | 4:00 | Hereford | ||||
| 58 | |||||||||||||
| 59 | Region SF | Class 2A North II | 1 | C. Milton Wright | 4 | BYE | C. Milton Wright | C. Milton Wright | |||||
| 60 | Region SF | Class 2A North II | 2 | Bel Air | 3 | North Harford | 10/23/25 | 5:30 | Bel Air | Bel Air | 3 | 2 | |
| 61 | |||||||||||||
| 62 | Region SF | Class 2A South I | 1 | Long Reach | 4 | Oakland Mills | 10/23/25 | 5 pm | Long Reach | Long Reach | 16 | 0 | |
| 63 | Region SF | Class 2A South I | 2 | Howard | 3 | Wilde Lake | 10/23/25 | 4:00 PM | Howard | Howard | 4 | 1 | |
| 64 | |||||||||||||
| 65 | Region SF | Class 2A South II | 1 | La Plata | 4 | BYE | La Plata | La Plata | |||||
| 66 | Region SF | Class 2A South II | 2 | McDonough | 3 | BYE | McDonough | McDonough | |||||
| 67 | |||||||||||||
| 68 | Region SF | Class 2A East I | 1 | Kent Island | 4 | Calvert | 10/23/25 | 7:00 pm | Kent Island | Kent Island | 17 | 0 | |
| 69 | Region SF | Class 2A East I | 2 | Huntingtown | 3 | Northern-C | 10/23/25 | 3:30pm | Huntingtown | Huntingtown | 8 | 0 | |
| 70 | |||||||||||||
| 71 | Region SF | Class 2A East II | 1 | Queen Anne's | 4 | North Caroline | 10/23/25 | 3pm | Queen Anne's | Queen Anne's | 8 | 0 | |
| 72 | Region SF | Class 2A East II | 2 | Easton | 3 | Parkside | 10/23/25 | 4:00pm | Easton | Easton | 3 | 0 | |
| 73 | |||||||||||||
| 74 | Region SF | Class 1A West I | 1 | Liberty | 4 | Century | 10/23/25 | 3:30 PM | Liberty | Liberty | 2 | 0 | |
| 75 | Region SF | Class 1A West I | 2 | Francis Scott Key | 3 | South Carroll | 10/23/25 | 3:30 | Francis Scott Key | South Carroll | 2 | 3 | |
| 76 | |||||||||||||
| 77 | Region SF | Class 1A West II | 1 | Catoctin | 4 | Brunswick | 10/24/25 | 5:00 pm | Catoctin | ||||
| 78 | Region SF | Class 1A West II | 2 | Hammond | 3 | Middletown | 10/23/25 | 4:30pm | Hammond | Middletown | 0 | 6 | |
| 79 | |||||||||||||
| 80 | Region SF | Class 1A North I | 1 | Carver A&T | 4 | Loch Raven | 10/23/25 | 3:30PM | Carver A&T | Carver A&T | 7 | 0 | |
| 81 | Region SF | Class 1A North I | 2 | Sparrows Point | 3 | Pikesville | 10/23/25 | 6:00 PM | Sparrows Point | ||||
| 82 | |||||||||||||
| 83 | Region SF | Class 1A North II | 1 | Fallston | 4 | BYE | Fallston | Fallston | |||||
| 84 | Region SF | Class 1A North II | 2 | Harford Tech | 3 | Patterson Mill | Harford Tech | Harford Tech | 4 | 1 | |||
| 85 | |||||||||||||
| 86 | Region SF | Class 1A South I | 1 | Bohemia Manor | 4 | Kent County | 10/23/25 | 6pm | Bohemia Manor | Kent County | 0 | 4 | |
| 87 | Region SF | Class 1A South I | 2 | Elkton | 3 | North East-C | 10/23/25 | 3:30 | Elkton | North East-C | 1 | 4 | |
| 88 | |||||||||||||
| 89 | Region SF | Class 1A South II | 1 | Perryville | 4 | BYE | Perryville | Perryville | |||||
| 90 | Region SF | Class 1A South II | 2 | Rising Sun | 3 | Havre de Grace | 10/23/25 | 3:30 | Rising Sun | Rising Sun | 3 | 0 | |
| 91 | |||||||||||||
| 92 | Region SF | Class 1A East I | 1 | Patuxent | 4 | BYE | Patuxent | Patuxent | |||||
| 93 | Region SF | Class 1A East I | 2 | Southern-AA | 3 | BYE | Southern-AA | Southern-AA | |||||
| 94 | |||||||||||||
| 95 | Region SF | Class 1A East II | 1 | Pocomoke | 4 | BYE | Pocomoke | Pocomoke | |||||
| 96 | Region SF | Class 1A East II | 2 | Crisfield | 3 | St. Michael's | 10/23/25 | 6:00 pm | Crisfield | Crisfield | 5 | 0 | |
| 97 | |||||||||||||