| Boonsboro |
| Sunday, August 24, 2025 |
| 8:00 am | Catoctin Flag | | vs. | Boonsboro Flag | | Boonsboro |
| 8:00 am | Gamber MP D2 | | vs. | Boonsboro MP D2 | | Boonsboro |
| 9:30 am | Catoctin MP D1 | | vs. | Boonsboro MP D1 | | Boonsboro |
| 11:00 am | Middletown Pony D2 | | vs. | Boonsboro Pony D2 | | Boonsboro |
| 12:30 pm | Catoctin Pony D1 | | vs. | Boonsboro Pony D1 | | Boonsboro |
| 2:00 pm | Catoctin JV D1 | | vs. | Boonsboro JV D1 | | Boonsboro |
| 3:30 pm | Catoctin Varsity | | vs. | Boonsboro Varsity | | Boonsboro |
| Sunday, September 14, 2025 |
| —:— — | Linganore JV D2 | | vs. | BYE WEEK | | Boonsboro |
| 8:00 am | Linganore Flag | | vs. | Boonsboro Flag | | Boonsboro |
| 8:00 am | Linganore MP D2 | | vs. | Boonsboro MP D2 | | Boonsboro |
| 9:30 am | Linganore MP D1 | | vs. | Boonsboro MP D1 | | Boonsboro |
| 11:00 am | Mt. Airy Pony D2 | | vs. | Boonsboro Pony D2 | | Boonsboro |
| 12:30 pm | Linganore Pony D1 | | vs. | Boonsboro Pony D1 | | Boonsboro |
| 2:00 pm | Linganore JV D1 | | vs. | Boonsboro JV D1 | | Boonsboro |
| 3:30 pm | Linganore Varsity | | vs. | Boonsboro Varsity | | Boonsboro |
| Sunday, September 28, 2025 |
| 8:00 am | Spring Mills MP D2 | | vs. | Boonsboro MP D2 | | Boonsboro |
| 8:00 am | Spring Mills Flag | | vs. | Boonsboro Flag | | Boonsboro |
| 9:30 am | Spring Mills MP D1 | | vs. | Boonsboro MP D1 | | Boonsboro |
| 11:00 am | Spring Mills Pony D2 | | vs. | Boonsboro Pony D2 | | Boonsboro |
| 12:30 pm | Spring Mills Pony D1 | | vs. | Boonsboro Pony D1 | | Boonsboro |
| 2:00 pm | Spring Mills JV D1 | | vs. | Boonsboro JV D1 | | Boonsboro |
| 3:30 pm | Spring Mills Varsity | | vs. | Boonsboro Varsity | | Boonsboro |
| Sunday, October 12, 2025 |
| 8:00 am | Middletown Flag | | vs. | Boonsboro Flag | | Boonsboro |
| 8:00 am | Middletown MP D2 | | vs. | Boonsboro MP D2 | | Boonsboro |
| 9:30 am | Middletown MP D1 | | vs. | Boonsboro MP D1 | | Boonsboro |
| 11:00 am | Middletown Pony D1 | | vs. | Boonsboro Pony D1 | | Boonsboro |
| 12:30 pm | Middletown JV D1 | | vs. | Boonsboro JV D1 | | Boonsboro |
| 2:00 pm | Middletown Varsity | | vs. | Boonsboro Varsity | | Boonsboro |
| Sunday, October 19, 2025 |
| —:— — | BYE WEEK | | vs. | Boonsboro Pony D2 | | Boonsboro |
| 8:00 am | Brunswick MP D2 | | vs. | Boonsboro MP D2 | | Boonsboro |
| 8:00 am | Brunswick Flag | | vs. | Boonsboro Flag | | Boonsboro |
| 9:30 am | Brunswick MP D1 | | vs. | Boonsboro MP D1 | | Boonsboro |
| 11:00 am | Brunswick Pony D1 | | vs. | Boonsboro Pony D1 | | Boonsboro |
| 12:30 pm | Brunswick JV D1 | | vs. | Boonsboro JV D1 | | Boonsboro |
| 2:00 pm | Brunswick Varsity | | vs. | Boonsboro Varsity | | Boonsboro |
| Brunswick |
| Sunday, August 24, 2025 |
| 8:00 am | Middletown MP D2 | | vs. | Brunswick MP D2 | | Brunswick |
| 8:00 am | Middletown Flag | | vs. | Brunswick Flag | | Brunswick |
| 9:30 am | Middletown MP D1 | | vs. | Brunswick MP D1 | | Brunswick |
| 11:00 am | Middletown Pony D1 | | vs. | Brunswick Pony D1 | | Brunswick |
| 12:30 pm | Middletown JV D1 | | vs. | Brunswick JV D1 | | Brunswick |
| 2:00 pm | Middletown Varsity | | vs. | Brunswick Varsity | | Brunswick |
| Saturday, September 6, 2025 |
| 8:00 am | Smithsburg NO Flag | | vs. | Brunswick Flag | | Brunswick |
| 8:00 am | Urbana MP D2 | | vs. | Brunswick MP D2 | | Brunswick |
| 9:30 am | Smithsburg MP D1 | | vs. | Brunswick MP D1 | | Brunswick |
| 11:00 am | Smithsburg Pony D1 | | vs. | Brunswick Pony D1 | | Brunswick |
| 12:30 pm | Smithsburg JV D1 | | vs. | Brunswick JV D1 | | Brunswick |
| 2:00 pm | Smithsburg Varsity | | vs. | Brunswick Varsity | | Brunswick |
| Saturday, September 13, 2025 |
| 8:00 am | Mt. Airy MP D2 | | vs. | Brunswick MP D2 | | Brunswick |
| 8:00 am | Mt. Airy Flag | | vs. | Brunswick Flag | | Brunswick |
| 9:30 am | Mt. Airy MP D1 | | vs. | Brunswick MP D1 | | Brunswick |
| 11:00 am | Mt. Airy Pony D1 | | vs. | Brunswick Pony D1 | | Brunswick |
| 12:30 pm | Mt. Airy JV D1 | | vs. | Brunswick JV D1 | | Brunswick |
| 2:00 pm | Mt. Airy Varsity | | vs. | Brunswick Varsity | | Brunswick |
| Saturday, October 4, 2025 |
| 8:00 am | Urbana MP D2 | | vs. | Brunswick MP D2 | | Brunswick |
| 8:00 am | Urbana Flag | | vs. | Brunswick Flag | | Brunswick |
| 9:30 am | Urbana MP D1 | | vs. | Brunswick MP D1 | | Brunswick |
| 11:00 am | Urbana Pony D1 | | vs. | Brunswick Pony D1 | | Brunswick |
| 12:30 pm | Urbana JV D1 | | vs. | Brunswick JV D1 | | Brunswick |
| 2:00 pm | Urbana Varsity | | vs. | Brunswick Varsity | | Brunswick |
| Catoctin |
| Saturday, August 30, 2025 |
| 8:00 am | Brunswick Flag | | vs. | Catoctin Flag | | Catoctin |
| 9:00 am | Brunswick MP D1 | | vs. | Catoctin MP D1 | | Catoctin |
| 10:30 am | Brunswick Pony D1 | | vs. | Catoctin Pony D1 | | Catoctin |
| 12:00 pm | Brunswick JV D1 | | vs. | Catoctin JV D1 | | Catoctin |
| 1:30 pm | Brunswick Varsity | | vs. | Catoctin Varsity | | Catoctin |
| Saturday, September 6, 2025 |
| —:— — | Urbana Pony D2 | | vs. | BYE WEEK | | Catoctin |
| —:— — | Urbana JV D2 | | vs. | BYE WEEK | | Catoctin |
| 8:00 am | Urbana Flag | | vs. | Catoctin Flag | | Catoctin |
| 9:00 am | Urbana MP D1 | | vs. | Catoctin MP D1 | | Catoctin |
| 10:30 am | Urbana Pony D1 | | vs. | Catoctin Pony D1 | | Catoctin |
| 12:00 pm | Urbana JV D1 | | vs. | Catoctin JV D1 | | Catoctin |
| 1:30 pm | Urbana Varsity | | vs. | Catoctin Varsity | | Catoctin |
| Saturday, September 27, 2025 |
| 8:00 am | Smithsburg NO Flag | | vs. | Catoctin Flag | | Catoctin |
| 9:00 am | Smithsburg MP D1 | | vs. | Catoctin MP D1 | | Catoctin |
| 10:30 am | Smithsburg Pony D1 | | vs. | Catoctin Pony D1 | | Catoctin |
| 12:00 pm | Smithsburg JV D1 | | vs. | Catoctin JV D1 | | Catoctin |
| 1:30 pm | Smithsburg Varsity | | vs. | Catoctin Varsity | | Catoctin |
| Saturday, October 4, 2025 |
| 8:00 am | Frederick Flag | | vs. | Catoctin Flag | | Catoctin |
| 9:00 am | Frederick MP D1 | | vs. | Catoctin MP D1 | | Catoctin |
| 10:30 am | Frederick Pony D1 | | vs. | Catoctin Pony D1 | | Catoctin |
| 12:00 pm | Frederick JV D1 | | vs. | Catoctin JV D1 | | Catoctin |
| 1:30 pm | Frederick Varsity | | vs. | Catoctin Varsity | | Catoctin |
| Frederick |
| Sunday, August 24, 2025 |
| 9:00 am | Walkersville Flag | | vs. | Frederick Flag | | Frederick |
| 9:00 am | Walkersville MP D2 | | vs. | Oakdale MP D2 | | Frederick |
| 10:30 am | Walkersville MP D1 | | vs. | Frederick MP D1 | | Frederick |
| 12:00 pm | Walkersville Pony D2 | | vs. | Oakdale Pony D2 | | Frederick |
| 1:30 pm | Walkersville JV D2 | | vs. | South Hagerstown JV D2 | | Frederick |
| 3:00 pm | Walkersville Pony D1 | | vs. | Frederick Pony D1 | | Frederick |
| 4:30 pm | Walkersville JV D1 | | vs. | Frederick JV D1 | | Frederick |
| 6:00 pm | Walkersville Varsity | | vs. | Frederick Varsity | | Frederick |
| Sunday, September 7, 2025 |
| 9:00 am | Mt. Airy Flag | | vs. | Frederick Flag | | Frederick |
| 10:00 am | Mt. Airy MP D1 | | vs. | Frederick MP D1 | | Frederick |
| 11:30 am | Mt. Airy JV D2 | | vs. | Linganore JV D2 | | Frederick |
| 1:00 pm | Mt. Airy Pony D1 | | vs. | Frederick Pony D1 | | Frederick |
| 2:30 pm | Mt. Airy JV D1 | | vs. | Frederick JV D1 | | Frederick |
| 4:00 pm | Mt. Airy Varsity | | vs. | Frederick Varsity | | Frederick |
| Sunday, September 14, 2025 |
| 9:00 am | Smithsburg NO Flag | | vs. | Frederick Flag | | Frederick |
| 10:00 am | Smithsburg MP D1 | | vs. | Frederick MP D1 | | Frederick |
| 11:30 am | Smithsburg Pony D1 | | vs. | Frederick Pony D1 | | Frederick |
| 1:00 pm | Smithsburg JV D1 | | vs. | Frederick JV D1 | | Frederick |
| 2:30 pm | Smithsburg Varsity | | vs. | Frederick Varsity | | Frederick |
| Sunday, September 28, 2025 |
| 9:00 am | Brunswick MP D2 | | vs. | Middletown MP D2 | | Frederick |
| 9:00 am | Brunswick Flag | | vs. | Frederick Flag | | Frederick |
| 10:30 am | Brunswick MP D1 | | vs. | Frederick MP D1 | | Frederick |
| 12:00 pm | Brunswick Pony D1 | | vs. | Frederick Pony D1 | | Frederick |
| 1:30 pm | Brunswick JV D1 | | vs. | Frederick JV D1 | | Frederick |
| 3:00 pm | Brunswick Varsity | | vs. | Frederick Varsity | | Frederick |
| Frederick High School |
| Saturday, August 16, 2025 |
| 7:00 am | Weigh-in Meeting | Frederick High School |
| 8:00 am | Weigh-Ins | Frederick High School |
| 12:00 pm | Referee's meeting / Mini Pony Rules Meeting | Frederick High School |
| Saturday, August 30, 2025 |
| 7:00 am | Supplemental Weigh-Ins | Frederick High School |
| Saturday, September 20, 2025 |
| 7:00 am | Mid-Season Weigh-Ins | Frederick High School |
| Saturday, October 25, 2025 |
| 7:00 am | Playoff Weigh-Ins | Frederick High School |
| Gamber |
| Saturday, August 30, 2025 |
| 10:00 am | Middletown Flag | | vs. | Gamber Flag | | Gamber |
| 11:00 am | Middletown MP D2 | | vs. | Gamber MP D2 | | Gamber |
| 12:30 pm | Middletown MP D1 | | vs. | Gamber MP D1 | | Gamber |
| 2:00 pm | Middletown Pony D2 | | vs. | Gamber Pony D2 | | Gamber |
| 3:30 pm | South Hagerstown JV D2 | | vs. | Gamber JV D2 | | Gamber |
| 5:00 pm | Middletown Pony D1 | | vs. | Gamber Pony D1 | | Gamber |
| 6:30 pm | Middletown JV D1 | | vs. | Gamber JV D1 | | Gamber |
| 8:00 pm | Middletown Varsity | | vs. | Gamber Varsity | | Gamber |
| Saturday, September 13, 2025 |
| 10:00 am | Walkersville Flag | | vs. | Gamber Flag | | Gamber |
| 11:00 am | Walkersville MP D2 | | vs. | Gamber MP D2 | | Gamber |
| 12:30 pm | Walkersville MP D1 | | vs. | Gamber MP D1 | | Gamber |
| 2:00 pm | Walkersville Pony D2 | | vs. | Gamber Pony D2 | | Gamber |
| 3:30 pm | Walkersville Pony D1 | | vs. | Gamber Pony D1 | | Gamber |
| 5:00 pm | Walkersville JV D2 | | vs. | Gamber JV D2 | | Gamber |
| 6:30 pm | Walkersville JV D1 | | vs. | Gamber JV D1 | | Gamber |
| 8:00 pm | Walkersville Varsity | | vs. | Gamber Varsity | | Gamber |
| Saturday, October 4, 2025 |
| 10:00 am | Boonsboro Flag | | vs. | Gamber Flag | | Gamber |
| 11:00 am | Boonsboro MP D2 | | vs. | Gamber MP D2 | | Gamber |
| 12:30 pm | Boonsboro MP D1 | | vs. | Gamber MP D1 | | Gamber |
| 2:00 pm | Boonsboro Pony D2 | | vs. | Gamber Pony D2 | | Gamber |
| 3:30 pm | Urbana JV D2 | | vs. | Gamber JV D2 | | Gamber |
| 5:00 pm | Boonsboro Pony D1 | | vs. | Gamber Pony D1 | | Gamber |
| 6:30 pm | Boonsboro JV D1 | | vs. | Gamber JV D1 | | Gamber |
| 8:00 pm | Boonsboro Varsity | | vs. | Gamber Varsity | | Gamber |
| Saturday, October 18, 2025 |
| 11:30 am | Frederick Flag | | vs. | Gamber Flag | | Gamber |
| 12:30 pm | Mt. Airy MP D2 | | vs. | Gamber MP D2 | | Gamber |
| 2:00 pm | Frederick MP D1 | | vs. | Gamber MP D1 | | Gamber |
| 3:30 pm | Mt. Airy Pony D2 | | vs. | Gamber Pony D2 | | Gamber |
| 5:00 pm | Frederick Pony D1 | | vs. | Gamber Pony D1 | | Gamber |
| 6:30 pm | Frederick JV D1 | | vs. | Gamber JV D1 | | Gamber |
| 8:00 pm | Frederick Varsity | | vs. | Gamber Varsity | | Gamber |
| Linganore |
| Sunday, August 31, 2025 |
| 8:00 am | Walkersville Flag | | vs. | Linganore Flag | | Linganore |
| 8:00 am | Walkersville MP D2 | | vs. | Linganore MP D2 | | Linganore |
| 9:30 am | Walkersville MP D1 | | vs. | Linganore MP D1 | | Linganore |
| 11:00 am | Walkersville Pony D2 | | vs. | Linganore Pony D2 | | Linganore |
| 12:30 pm | Walkersville Pony D1 | | vs. | Linganore Pony D1 | | Linganore |
| 2:00 pm | Walkersville JV D2 | | vs. | Linganore JV D2 | | Linganore |
| 3:30 pm | Walkersville JV D1 | | vs. | Linganore JV D1 | | Linganore |
| 5:00 pm | Walkersville Varsity | | vs. | Linganore Varsity | | Linganore |
| Sunday, September 28, 2025 |
| 8:00 am | Gamber MP D2 | | vs. | Linganore MP D2 | | Linganore |
| 8:00 am | Gamber Flag | | vs. | Linganore Flag | | Linganore |
| 9:30 am | Gamber MP D1 | | vs. | Linganore MP D1 | | Linganore |
| 11:00 am | Gamber Pony D2 | | vs. | Linganore Pony D2 | | Linganore |
| 12:30 pm | Gamber Pony D1 | | vs. | Linganore Pony D1 | | Linganore |
| 2:00 pm | Gamber JV D2 | | vs. | Linganore JV D2 | | Linganore |
| 3:30 pm | Gamber JV D1 | | vs. | Linganore JV D1 | | Linganore |
| 5:00 pm | Gamber Varsity | | vs. | Linganore Varsity | | Linganore |
| Saturday, October 4, 2025 |
| 11:00 am | Tuscarora Flag | | vs. | Linganore Flag | | Linganore |
| 11:00 am | Walkersville MP D2 | | vs. | Linganore MP D2 | | Linganore |
| 12:30 pm | Tuscarora MP D1 | | vs. | Linganore MP D1 | | Linganore |
| 2:00 pm | Urbana Pony D2 | | vs. | Linganore Pony D2 | | Linganore |
| 3:30 pm | Tuscarora Pony D1 | | vs. | Linganore Pony D1 | | Linganore |
| 5:00 pm | Tuscarora JV D2 | | vs. | Linganore JV D2 | | Linganore |
| 6:30 pm | Tuscarora JV D1 | | vs. | Linganore JV D1 | | Linganore |
| 8:00 pm | Tuscarora Varsity | | vs. | Linganore Varsity | | Linganore |
| Saturday, October 18, 2025 |
| 11:00 am | Oakdale MP D2 | | vs. | Linganore MP D2 | | Linganore |
| 11:00 am | Oakdale Flag | | vs. | Linganore Flag | | Linganore |
| 12:30 pm | Oakdale MP D1 | | vs. | Linganore MP D1 | | Linganore |
| 2:00 pm | Oakdale Pony D2 | | vs. | Linganore Pony D2 | | Linganore |
| 3:30 pm | Oakdale Pony D1 | | vs. | Linganore Pony D1 | | Linganore |
| 5:00 pm | Oakdale JV D2 | | vs. | Linganore JV D2 | | Linganore |
| 6:30 pm | Oakdale JV D1 | | vs. | Linganore JV D1 | | Linganore |
| 8:00 pm | Oakdale Varsity | | vs. | Linganore Varsity | | Linganore |
| Saturday, November 15, 2025 |
| 10:00 am | Superbowl | Linganore |
| Middletown |
| Sunday, September 7, 2025 |
| 8:00 am | Linganore Flag | | vs. | Middletown Flag | | Middletown |
| 8:00 am | Linganore MP D2 | | vs. | Middletown MP D2 | | Middletown |
| 9:30 am | Linganore MP D1 | | vs. | Middletown MP D1 | | Middletown |
| 11:00 am | Linganore Pony D2 | | vs. | Middletown Pony D2 | | Middletown |
| 12:30 pm | Linganore Pony D1 | | vs. | Middletown Pony D1 | | Middletown |
| 2:00 pm | Linganore JV D1 | | vs. | Middletown JV D1 | | Middletown |
| 3:30 pm | Linganore Varsity | | vs. | Middletown Varsity | | Middletown |
| Sunday, September 21, 2025 |
| 8:00 am | Walkersville Flag | | vs. | Middletown Flag | | Middletown |
| 8:00 am | Walkersville MP D2 | | vs. | Middletown MP D2 | | Middletown |
| 9:30 am | Walkersville MP D1 | | vs. | Middletown MP D1 | | Middletown |
| 11:00 am | Walkersville Pony D2 | | vs. | Middletown Pony D2 | | Middletown |
| 12:30 pm | Walkersville Pony D1 | | vs. | Middletown Pony D1 | | Middletown |
| 2:00 pm | Walkersville JV D1 | | vs. | Middletown JV D1 | | Middletown |
| 3:30 pm | Walkersville Varsity | | vs. | Middletown Varsity | | Middletown |
| Saturday, October 4, 2025 |
| 12:00 pm | Spring Mills MP D2 | | vs. | Middletown MP D2 | | Middletown |
| 12:00 pm | Spring Mills Flag | | vs. | Middletown Flag | | Middletown |
| 1:30 pm | Spring Mills MP D1 | | vs. | Middletown MP D1 | | Middletown |
| 3:00 pm | Spring Mills Pony D2 | | vs. | Middletown Pony D2 | | Middletown |
| 4:30 pm | Spring Mills Pony D1 | | vs. | Middletown Pony D1 | | Middletown |
| 6:00 pm | Spring Mills JV D1 | | vs. | Middletown JV D1 | | Middletown |
| 7:30 pm | Spring Mills Varsity | | vs. | Middletown Varsity | | Middletown |
| Sunday, October 19, 2025 |
| 9:00 am | Urbana Flag | | vs. | Middletown Flag | | Middletown |
| 9:00 am | Spring Mills MP D2 | | vs. | Middletown MP D2 | | Middletown |
| 10:30 am | Urbana MP D1 | | vs. | Middletown MP D1 | | Middletown |
| 12:00 pm | Urbana Pony D1 | | vs. | Middletown Pony D1 | | Middletown |
| 1:30 pm | Urbana JV D1 | | vs. | Middletown JV D1 | | Middletown |
| 3:00 pm | Urbana Varsity | | vs. | Middletown Varsity | | Middletown |
| Mt. Airy |
| Saturday, August 30, 2025 |
| 8:30 am | Urbana Flag | | vs. | Mt. Airy Flag | | Mt. Airy |
| 8:30 am | Urbana MP D2 | | vs. | Mt. Airy MP D2 | | Mt. Airy |
| 10:00 am | Urbana MP D1 | | vs. | Mt. Airy MP D1 | | Mt. Airy |
| 11:30 am | Urbana Pony D2 | | vs. | Mt. Airy Pony D2 | | Mt. Airy |
| 1:00 pm | Urbana Pony D1 | | vs. | Mt. Airy Pony D1 | | Mt. Airy |
| 2:30 pm | Urbana JV D2 | | vs. | Mt. Airy JV D2 | | Mt. Airy |
| 4:00 pm | Urbana JV D1 | | vs. | Mt. Airy JV D1 | | Mt. Airy |
| 5:30 pm | Urbana Varsity | | vs. | Mt. Airy Varsity | | Mt. Airy |
| Saturday, September 20, 2025 |
| —:— — | BYE WEEK | | vs. | Mt. Airy Pony D2 | | Mt. Airy |
| 9:00 am | Catoctin Flag | | vs. | Mt. Airy Flag | | Mt. Airy |
| 9:00 am | Urbana MP D2 | | vs. | Mt. Airy MP D2 | | Mt. Airy |
| 10:30 am | Catoctin MP D1 | | vs. | Mt. Airy MP D1 | | Mt. Airy |
| 12:00 pm | Urbana JV D2 | | vs. | Mt. Airy JV D2 | | Mt. Airy |
| 1:30 pm | Catoctin Pony D1 | | vs. | Mt. Airy Pony D1 | | Mt. Airy |
| 3:00 pm | Catoctin JV D1 | | vs. | Mt. Airy JV D1 | | Mt. Airy |
| 4:30 pm | Catoctin Varsity | | vs. | Mt. Airy Varsity | | Mt. Airy |
| Saturday, October 4, 2025 |
| 8:30 am | Oakdale MP D2 | | vs. | Mt. Airy MP D2 | | Mt. Airy |
| 8:30 am | Oakdale Flag | | vs. | Mt. Airy Flag | | Mt. Airy |
| 10:00 am | Oakdale MP D1 | | vs. | Mt. Airy MP D1 | | Mt. Airy |
| 11:30 am | Oakdale Pony D2 | | vs. | Mt. Airy Pony D2 | | Mt. Airy |
| 1:00 pm | Oakdale Pony D1 | | vs. | Mt. Airy Pony D1 | | Mt. Airy |
| 2:30 pm | Oakdale JV D2 | | vs. | Mt. Airy JV D2 | | Mt. Airy |
| 4:00 pm | Oakdale JV D1 | | vs. | Mt. Airy JV D1 | | Mt. Airy |
| 5:30 pm | Oakdale Varsity | | vs. | Mt. Airy Varsity | | Mt. Airy |
| Saturday, October 11, 2025 |
| —:— — | BYE WEEK | | vs. | Mt. Airy JV D2 | | Mt. Airy |
| 9:00 am | Linganore MP D2 | | vs. | Mt. Airy MP D2 | | Mt. Airy |
| 9:00 am | Smithsburg NO Flag | | vs. | Mt. Airy Flag | | Mt. Airy |
| 10:30 am | Smithsburg MP D1 | | vs. | Mt. Airy MP D1 | | Mt. Airy |
| 12:00 pm | Middletown Pony D2 | | vs. | Mt. Airy Pony D2 | | Mt. Airy |
| 1:30 pm | Smithsburg Pony D1 | | vs. | Mt. Airy Pony D1 | | Mt. Airy |
| 3:00 pm | Smithsburg JV D1 | | vs. | Mt. Airy JV D1 | | Mt. Airy |
| 4:30 pm | Smithsburg Varsity | | vs. | Mt. Airy Varsity | | Mt. Airy |
| Saturday, October 18, 2025 |
| 9:00 am | Tuscarora Flag | | vs. | Mt. Airy Flag | | Mt. Airy |
| 10:00 am | Tuscarora MP D1 | | vs. | Mt. Airy MP D1 | | Mt. Airy |
| 11:30 am | Tuscarora Pony D1 | | vs. | Mt. Airy Pony D1 | | Mt. Airy |
| 1:00 pm | Tuscarora JV D2 | | vs. | Mt. Airy JV D2 | | Mt. Airy |
| 2:30 pm | Tuscarora JV D1 | | vs. | Mt. Airy JV D1 | | Mt. Airy |
| 4:00 pm | Tuscarora Varsity | | vs. | Mt. Airy Varsity | | Mt. Airy |
| N/A |
| Sunday, September 7, 2025 |
| —:— — | Tuscarora Flag | | vs. | BYE WEEK | | N/A |
| —:— — | Tuscarora MP D1 | | vs. | BYE WEEK | | N/A |
| —:— — | Tuscarora Pony D1 | | vs. | BYE WEEK | | N/A |
| —:— — | Tuscarora JV D1 | | vs. | BYE WEEK | | N/A |
| —:— — | Tuscarora Varsity | | vs. | BYE WEEK | | N/A |
| Oakdale |
| Saturday, September 6, 2025 |
| 9:00 am | Mt. Airy MP D2 | | vs. | Oakdale MP D2 | | Oakdale |
| 9:00 am | South Hagerstown Flag | | vs. | Oakdale Flag | | Oakdale |
| 10:30 am | South Hagerstown MP D1 | | vs. | Oakdale MP D1 | | Oakdale |
| 12:00 pm | Mt. Airy Pony D2 | | vs. | Oakdale Pony D2 | | Oakdale |
| 1:30 pm | South Hagerstown Pony D1 | | vs. | Oakdale Pony D1 | | Oakdale |
| 3:00 pm | South Hagerstown JV D2 | | vs. | Oakdale JV D2 | | Oakdale |
| 4:30 pm | South Hagerstown JV D1 | | vs. | Oakdale JV D1 | | Oakdale |
| 6:00 pm | South Hagerstown Varsity | | vs. | Oakdale Varsity | | Oakdale |
| Saturday, September 13, 2025 |
| 9:00 am | Spring Mills MP D2 | | vs. | Oakdale MP D2 | | Oakdale |
| 9:00 am | Catoctin Flag | | vs. | Oakdale Flag | | Oakdale |
| 10:30 am | Catoctin MP D1 | | vs. | Oakdale MP D1 | | Oakdale |
| 12:00 pm | Linganore Pony D2 | | vs. | Oakdale Pony D2 | | Oakdale |
| 1:30 pm | Spring Mills JV D2 | | vs. | Oakdale JV D2 | | Oakdale |
| 3:00 pm | Catoctin Pony D1 | | vs. | Oakdale Pony D1 | | Oakdale |
| 4:30 pm | Catoctin JV D1 | | vs. | Oakdale JV D1 | | Oakdale |
| 6:00 pm | Catoctin Varsity | | vs. | Oakdale Varsity | | Oakdale |
| Saturday, September 20, 2025 |
| 9:00 am | Boonsboro MP D2 | | vs. | Oakdale MP D2 | | Oakdale |
| 9:00 am | Frederick Flag | | vs. | Oakdale Flag | | Oakdale |
| 10:30 am | Frederick MP D1 | | vs. | Oakdale MP D1 | | Oakdale |
| 12:00 pm | Gamber Pony D2 | | vs. | Oakdale Pony D2 | | Oakdale |
| 1:30 pm | Gamber JV D2 | | vs. | Oakdale JV D2 | | Oakdale |
| 3:00 pm | Frederick Pony D1 | | vs. | Oakdale Pony D1 | | Oakdale |
| 4:30 pm | Frederick JV D1 | | vs. | Oakdale JV D1 | | Oakdale |
| 6:00 pm | Frederick Varsity | | vs. | Oakdale Varsity | | Oakdale |
| Saturday, October 11, 2025 |
| 9:00 am | Brunswick MP D2 | | vs. | Oakdale MP D2 | | Oakdale |
| 9:00 am | Brunswick Flag | | vs. | Oakdale Flag | | Oakdale |
| 10:30 am | Brunswick MP D1 | | vs. | Oakdale MP D1 | | Oakdale |
| 12:00 pm | Boonsboro Pony D2 | | vs. | Oakdale Pony D2 | | Oakdale |
| 1:30 pm | Brunswick Pony D1 | | vs. | Oakdale Pony D1 | | Oakdale |
| 3:00 pm | Brunswick JV D1 | | vs. | Oakdale JV D1 | | Oakdale |
| 4:30 pm | Brunswick Varsity | | vs. | Oakdale Varsity | | Oakdale |
| Smithsburg |
| Sunday, August 24, 2025 |
| —:— — | Gamber Pony D2 | | vs. | BYE WEEK | | Smithsburg |
| —:— — | Gamber JV D2 | | vs. | BYE WEEK | | Smithsburg |
| 12:30 pm | Gamber Flag | | vs. | Smithsburg NO Flag | | Smithsburg |
| 1:30 pm | Gamber MP D1 | | vs. | Smithsburg MP D1 | | Smithsburg |
| 3:00 pm | Gamber Pony D1 | | vs. | Smithsburg Pony D1 | | Smithsburg |
| 4:30 pm | Gamber JV D1 | | vs. | Smithsburg JV D1 | | Smithsburg |
| 6:00 pm | Gamber Varsity | | vs. | Smithsburg Varsity | | Smithsburg |
| Saturday, August 30, 2025 |
| —:— — | Oakdale Pony D2 | | vs. | BYE WEEK | | Smithsburg |
| —:— — | Oakdale JV D2 | | vs. | BYE WEEK | | Smithsburg |
| 12:00 pm | Oakdale MP D2 | | vs. | Boonsboro MP D2 | | Smithsburg |
| 12:00 pm | Oakdale Flag | | vs. | Smithsburg NO Flag | | Smithsburg |
| 1:30 pm | Oakdale MP D1 | | vs. | Smithsburg MP D1 | | Smithsburg |
| 3:00 pm | Oakdale Pony D1 | | vs. | Smithsburg Pony D1 | | Smithsburg |
| 4:30 pm | Oakdale JV D1 | | vs. | Smithsburg JV D1 | | Smithsburg |
| 6:00 pm | Oakdale Varsity | | vs. | Smithsburg Varsity | | Smithsburg |
| Saturday, September 20, 2025 |
| 12:30 pm | Urbana Flag | | vs. | Smithsburg NO Flag | | Smithsburg |
| 1:30 pm | Urbana MP D1 | | vs. | Smithsburg MP D1 | | Smithsburg |
| 3:00 pm | Urbana Pony D1 | | vs. | Smithsburg Pony D1 | | Smithsburg |
| 4:30 pm | Urbana JV D1 | | vs. | Smithsburg JV D1 | | Smithsburg |
| 6:00 pm | Urbana Varsity | | vs. | Smithsburg Varsity | | Smithsburg |
| Saturday, October 4, 2025 |
| 11:00 am | South Hagerstown Flag | | vs. | Smithsburg NO Flag | | Smithsburg |
| 12:00 pm | South Hagerstown MP D1 | | vs. | Smithsburg MP D1 | | Smithsburg |
| 1:30 pm | South Hagerstown JV D2 | | vs. | Spring Mills JV D2 | | Smithsburg |
| 3:00 pm | South Hagerstown Pony D1 | | vs. | Smithsburg Pony D1 | | Smithsburg |
| 4:30 pm | South Hagerstown JV D1 | | vs. | Smithsburg JV D1 | | Smithsburg |
| 6:00 pm | South Hagerstown Varsity | | vs. | Smithsburg Varsity | | Smithsburg |
| No Location Entered |
| Sunday, August 24, 2025 |
| —:— — | South Hagerstown Flag | | vs. | BYE WEEK | | |
| —:— — | South Hagerstown MP D1 | | vs. | BYE WEEK | | |
| —:— — | South Hagerstown Pony D1 | | vs. | BYE WEEK | | |
| —:— — | South Hagerstown JV D1 | | vs. | BYE WEEK | | |
| —:— — | South Hagerstown Varsity | | vs. | BYE WEEK | | |
| Sunday, August 31, 2025 |
| —:— — | Boonsboro Flag | | vs. | BYE WEEK | | |
| —:— — | Boonsboro MP D1 | | vs. | BYE WEEK | | |
| —:— — | Boonsboro Pony D1 | | vs. | BYE WEEK | | |
| —:— — | Boonsboro JV D1 | | vs. | BYE WEEK | | |
| —:— — | Boonsboro Varsity | | vs. | BYE WEEK | | |
| Sunday, September 14, 2025 |
| —:— — | Spring Mills Flag | | vs. | BYE WEEK | | |
| —:— — | Spring Mills MP D1 | | vs. | BYE WEEK | | |
| —:— — | Spring Mills Pony D2 | | vs. | BYE WEEK | | |
| —:— — | Spring Mills Pony D1 | | vs. | BYE WEEK | | |
| —:— — | Spring Mills JV D1 | | vs. | BYE WEEK | | |
| —:— — | Spring Mills Varsity | | vs. | BYE WEEK | | |
| Sunday, September 21, 2025 |
| —:— — | Gamber Flag | | vs. | BYE WEEK | | |
| —:— — | Gamber MP D1 | | vs. | BYE WEEK | | |
| —:— — | Gamber Pony D1 | | vs. | BYE WEEK | | |
| —:— — | Gamber JV D1 | | vs. | BYE WEEK | | |
| —:— — | Gamber Varsity | | vs. | BYE WEEK | | |
| Sunday, September 28, 2025 |
| —:— — | Middletown Flag | | vs. | BYE WEEK | | |
| —:— — | Middletown MP D1 | | vs. | BYE WEEK | | |
| —:— — | Middletown Pony D2 | | vs. | BYE WEEK | | |
| —:— — | Middletown Pony D1 | | vs. | BYE WEEK | | |
| —:— — | Middletown JV D1 | | vs. | BYE WEEK | | |
| —:— — | Middletown Varsity | | vs. | BYE WEEK | | |
| Sunday, October 5, 2025 |
| —:— — | Walkersville Flag | | vs. | BYE WEEK | | |
| —:— — | Walkersville MP D1 | | vs. | BYE WEEK | | |
| —:— — | Walkersville Pony D2 | | vs. | BYE WEEK | | |
| —:— — | Walkersville Pony D1 | | vs. | BYE WEEK | | |
| —:— — | Walkersville JV D2 | | vs. | BYE WEEK | | |
| —:— — | Walkersville JV D1 | | vs. | BYE WEEK | | |
| —:— — | Walkersville Varsity | | vs. | BYE WEEK | | |
| Sunday, October 12, 2025 |
| —:— — | Linganore Flag | | vs. | BYE WEEK | | |
| —:— — | Linganore MP D1 | | vs. | BYE WEEK | | |
| —:— — | Linganore Pony D2 | | vs. | BYE WEEK | | |
| —:— — | Linganore Pony D1 | | vs. | BYE WEEK | | |
| —:— — | Linganore JV D1 | | vs. | BYE WEEK | | |
| —:— — | Linganore Varsity | | vs. | BYE WEEK | | |
| Sunday, October 19, 2025 |
| —:— — | Smithsburg NO Flag | | vs. | BYE WEEK | | |
| —:— — | Smithsburg MP D1 | | vs. | BYE WEEK | | |
| —:— — | Smithsburg Pony D1 | | vs. | BYE WEEK | | |
| —:— — | South Hagerstown JV D2 | | vs. | BYE WEEK | | |
| —:— — | Smithsburg JV D1 | | vs. | BYE WEEK | | |
| —:— — | Smithsburg Varsity | | vs. | BYE WEEK | | |
| Saturday, October 25, 2025 |
| 8:00 am | 1st Round Playoffs Begin | |
| Saturday, November 1, 2025 |
| —:— — | 2nd Round Playoffs Begin | |
| Saturday, November 8, 2025 |
| —:— — | 3rd Round of Playoffs Begin | |
| South Hagerstown |
| Saturday, August 30, 2025 |
| 8:00 am | Frederick Flag | | vs. | South Hagerstown Flag | | South Hagerstown |
| 9:00 am | Frederick MP D1 | | vs. | South Hagerstown MP D1 | | South Hagerstown |
| 10:30 am | Frederick Pony D1 | | vs. | South Hagerstown Pony D1 | | South Hagerstown |
| 12:00 pm | Frederick JV D1 | | vs. | South Hagerstown JV D1 | | South Hagerstown |
| 1:30 pm | Frederick Varsity | | vs. | South Hagerstown Varsity | | South Hagerstown |
| Saturday, September 20, 2025 |
| 8:00 am | Brunswick Flag | | vs. | South Hagerstown Flag | | South Hagerstown |
| 8:00 am | Brunswick MP D2 | | vs. | Gamber MP D2 | | South Hagerstown |
| 9:30 am | Brunswick MP D1 | | vs. | South Hagerstown MP D1 | | South Hagerstown |
| 11:00 am | Walkersville JV D2 | | vs. | South Hagerstown JV D2 | | South Hagerstown |
| 12:30 pm | Brunswick Pony D1 | | vs. | South Hagerstown Pony D1 | | South Hagerstown |
| 2:00 pm | Brunswick JV D1 | | vs. | South Hagerstown JV D1 | | South Hagerstown |
| 3:30 pm | Brunswick Varsity | | vs. | South Hagerstown Varsity | | South Hagerstown |
| Saturday, September 27, 2025 |
| 8:00 am | Mt. Airy Flag | | vs. | South Hagerstown Flag | | South Hagerstown |
| 9:00 am | Mt. Airy MP D1 | | vs. | South Hagerstown MP D1 | | South Hagerstown |
| 10:30 am | Mt. Airy Pony D1 | | vs. | South Hagerstown Pony D1 | | South Hagerstown |
| 12:00 pm | Mt. Airy JV D2 | | vs. | South Hagerstown JV D2 | | South Hagerstown |
| 1:30 pm | Mt. Airy JV D1 | | vs. | South Hagerstown JV D1 | | South Hagerstown |
| 3:00 pm | Mt. Airy Varsity | | vs. | South Hagerstown Varsity | | South Hagerstown |
| Saturday, October 11, 2025 |
| 8:00 am | Catoctin Flag | | vs. | South Hagerstown Flag | | South Hagerstown |
| 9:00 am | Catoctin MP D1 | | vs. | South Hagerstown MP D1 | | South Hagerstown |
| 10:30 am | Oakdale JV D2 | | vs. | South Hagerstown JV D2 | | South Hagerstown |
| 12:00 pm | Catoctin Pony D1 | | vs. | South Hagerstown Pony D1 | | South Hagerstown |
| 1:30 pm | Catoctin JV D1 | | vs. | South Hagerstown JV D1 | | South Hagerstown |
| 3:00 pm | Catoctin Varsity | | vs. | South Hagerstown Varsity | | South Hagerstown |
| Spring Mills |
| Sunday, August 24, 2025 |
| 9:00 am | Mt. Airy Flag | | vs. | Spring Mills Flag | | Spring Mills |
| 9:00 am | Mt. Airy MP D2 | | vs. | Spring Mills MP D2 | | Spring Mills |
| 10:30 am | Mt. Airy MP D1 | | vs. | Spring Mills MP D1 | | Spring Mills |
| 12:00 pm | Mt. Airy Pony D2 | | vs. | Spring Mills Pony D2 | | Spring Mills |
| 1:30 pm | Mt. Airy Pony D1 | | vs. | Spring Mills Pony D1 | | Spring Mills |
| 3:00 pm | Mt. Airy JV D2 | | vs. | Spring Mills JV D2 | | Spring Mills |
| 4:30 pm | Mt. Airy JV D1 | | vs. | Spring Mills JV D1 | | Spring Mills |
| 6:00 pm | Mt. Airy Varsity | | vs. | Spring Mills Varsity | | Spring Mills |
| Saturday, September 6, 2025 |
| 9:00 am | Gamber MP D2 | | vs. | Spring Mills MP D2 | | Spring Mills |
| 9:00 am | Gamber Flag | | vs. | Spring Mills Flag | | Spring Mills |
| 10:30 am | Gamber MP D1 | | vs. | Spring Mills MP D1 | | Spring Mills |
| 12:00 pm | Gamber Pony D2 | | vs. | Spring Mills Pony D2 | | Spring Mills |
| 1:30 pm | Gamber Pony D1 | | vs. | Spring Mills Pony D1 | | Spring Mills |
| 3:00 pm | Gamber JV D2 | | vs. | Spring Mills JV D2 | | Spring Mills |
| 4:30 pm | Gamber JV D1 | | vs. | Spring Mills JV D1 | | Spring Mills |
| 6:00 pm | Gamber Varsity | | vs. | Spring Mills Varsity | | Spring Mills |
| Saturday, September 20, 2025 |
| 9:00 am | Linganore MP D2 | | vs. | Spring Mills MP D2 | | Spring Mills |
| 9:00 am | Linganore Flag | | vs. | Spring Mills Flag | | Spring Mills |
| 10:30 am | Linganore MP D1 | | vs. | Spring Mills MP D1 | | Spring Mills |
| 12:00 pm | Linganore Pony D2 | | vs. | Spring Mills Pony D2 | | Spring Mills |
| 1:30 pm | Linganore Pony D1 | | vs. | Spring Mills Pony D1 | | Spring Mills |
| 3:00 pm | Linganore JV D2 | | vs. | Spring Mills JV D2 | | Spring Mills |
| 4:30 pm | Linganore JV D1 | | vs. | Spring Mills JV D1 | | Spring Mills |
| 6:00 pm | Linganore Varsity | | vs. | Spring Mills Varsity | | Spring Mills |
| Saturday, October 18, 2025 |
| 9:00 am | Catoctin Flag | | vs. | Spring Mills Flag | | Spring Mills |
| 10:00 am | Catoctin MP D1 | | vs. | Spring Mills MP D1 | | Spring Mills |
| 11:30 am | Middletown Pony D2 | | vs. | Spring Mills Pony D2 | | Spring Mills |
| 1:00 pm | Gamber JV D2 | | vs. | Spring Mills JV D2 | | Spring Mills |
| 2:30 pm | Catoctin Pony D1 | | vs. | Spring Mills Pony D1 | | Spring Mills |
| 4:00 pm | Catoctin JV D1 | | vs. | Spring Mills JV D1 | | Spring Mills |
| 5:30 pm | Catoctin Varsity | | vs. | Spring Mills Varsity | | Spring Mills |
| Tuscarora |
| Sunday, August 24, 2025 |
| 8:00 am | Oakdale Flag | | vs. | Tuscarora Flag | | Tuscarora |
| 9:00 am | Oakdale MP D1 | | vs. | Tuscarora MP D1 | | Tuscarora |
| 10:30 am | Oakdale Pony D1 | | vs. | Tuscarora Pony D1 | | Tuscarora |
| 12:00 pm | Oakdale JV D2 | | vs. | Tuscarora JV D2 | | Tuscarora |
| 1:30 pm | Oakdale JV D1 | | vs. | Tuscarora JV D1 | | Tuscarora |
| 3:00 pm | Oakdale Varsity | | vs. | Tuscarora Varsity | | Tuscarora |
| Sunday, August 31, 2025 |
| 8:00 am | Spring Mills Flag | | vs. | Tuscarora Flag | | Tuscarora |
| 8:00 am | Spring Mills MP D2 | | vs. | Brunswick MP D2 | | Tuscarora |
| 9:30 am | Spring Mills MP D1 | | vs. | Tuscarora MP D1 | | Tuscarora |
| 11:00 am | Spring Mills Pony D2 | | vs. | Boonsboro Pony D2 | | Tuscarora |
| 12:30 pm | Spring Mills Pony D1 | | vs. | Tuscarora Pony D1 | | Tuscarora |
| 2:00 pm | Spring Mills JV D2 | | vs. | Tuscarora JV D2 | | Tuscarora |
| 3:30 pm | Spring Mills JV D1 | | vs. | Tuscarora JV D1 | | Tuscarora |
| 5:00 pm | Spring Mills Varsity | | vs. | Tuscarora Varsity | | Tuscarora |
| Sunday, September 14, 2025 |
| 8:00 am | Middletown Flag | | vs. | Tuscarora Flag | | Tuscarora |
| 9:00 am | Middletown MP D1 | | vs. | Tuscarora MP D1 | | Tuscarora |
| 10:30 am | Mt. Airy JV D2 | | vs. | Tuscarora JV D2 | | Tuscarora |
| 12:00 pm | Middletown Pony D1 | | vs. | Tuscarora Pony D1 | | Tuscarora |
| 1:30 pm | Middletown JV D1 | | vs. | Tuscarora JV D1 | | Tuscarora |
| 3:00 pm | Middletown Varsity | | vs. | Tuscarora Varsity | | Tuscarora |
| Sunday, September 21, 2025 |
| —:— — | BYE WEEK | | vs. | Tuscarora JV D2 | | Tuscarora |
| 8:00 am | Boonsboro Flag | | vs. | Tuscarora Flag | | Tuscarora |
| 9:00 am | Boonsboro MP D1 | | vs. | Tuscarora MP D1 | | Tuscarora |
| 10:30 am | Boonsboro Pony D2 | | vs. | Urbana Pony D2 | | Tuscarora |
| 12:00 pm | Boonsboro Pony D1 | | vs. | Tuscarora Pony D1 | | Tuscarora |
| 1:30 pm | Boonsboro JV D1 | | vs. | Tuscarora JV D1 | | Tuscarora |
| 3:00 pm | Boonsboro Varsity | | vs. | Tuscarora Varsity | | Tuscarora |
| Sunday, October 12, 2025 |
| 8:00 am | Gamber Flag | | vs. | Tuscarora Flag | | Tuscarora |
| 9:00 am | Gamber MP D1 | | vs. | Tuscarora MP D1 | | Tuscarora |
| 10:30 am | Gamber Pony D1 | | vs. | Tuscarora Pony D1 | | Tuscarora |
| 12:00 pm | Gamber JV D2 | | vs. | Tuscarora JV D2 | | Tuscarora |
| 1:30 pm | Gamber JV D1 | | vs. | Tuscarora JV D1 | | Tuscarora |
| 3:00 pm | Gamber Varsity | | vs. | Tuscarora Varsity | | Tuscarora |
| Urbana |
| Sunday, August 24, 2025 |
| 9:00 am | Linganore Flag | | vs. | Urbana Flag | | Urbana |
| 9:00 am | Linganore MP D2 | | vs. | Urbana MP D2 | | Urbana |
| 10:30 am | Linganore MP D1 | | vs. | Urbana MP D1 | | Urbana |
| 12:00 pm | Linganore Pony D2 | | vs. | Urbana Pony D2 | | Urbana |
| 1:30 pm | Linganore Pony D1 | | vs. | Urbana Pony D1 | | Urbana |
| 3:00 pm | Linganore JV D2 | | vs. | Urbana JV D2 | | Urbana |
| 4:30 pm | Linganore JV D1 | | vs. | Urbana JV D1 | | Urbana |
| 6:00 pm | Linganore Varsity | | vs. | Urbana Varsity | | Urbana |
| Sunday, September 14, 2025 |
| 9:00 am | South Hagerstown Flag | | vs. | Urbana Flag | | Urbana |
| 9:00 am | Middletown MP D2 | | vs. | Urbana MP D2 | | Urbana |
| 10:30 am | South Hagerstown MP D1 | | vs. | Urbana MP D1 | | Urbana |
| 12:00 pm | Middletown Pony D2 | | vs. | Urbana Pony D2 | | Urbana |
| 1:30 pm | South Hagerstown Pony D1 | | vs. | Urbana Pony D1 | | Urbana |
| 3:00 pm | South Hagerstown JV D2 | | vs. | Urbana JV D2 | | Urbana |
| 4:30 pm | South Hagerstown JV D1 | | vs. | Urbana JV D1 | | Urbana |
| 6:00 pm | South Hagerstown Varsity | | vs. | Urbana Varsity | | Urbana |
| Saturday, September 27, 2025 |
| 9:00 am | Oakdale MP D2 | | vs. | Urbana MP D2 | | Urbana |
| 9:00 am | Oakdale Flag | | vs. | Urbana Flag | | Urbana |
| 10:30 am | Oakdale MP D1 | | vs. | Urbana MP D1 | | Urbana |
| 12:00 pm | Oakdale Pony D2 | | vs. | Urbana Pony D2 | | Urbana |
| 1:30 pm | Oakdale Pony D1 | | vs. | Urbana Pony D1 | | Urbana |
| 3:00 pm | Oakdale JV D2 | | vs. | Urbana JV D2 | | Urbana |
| 4:30 pm | Oakdale JV D1 | | vs. | Urbana JV D1 | | Urbana |
| 6:00 pm | Oakdale Varsity | | vs. | Urbana Varsity | | Urbana |
| Sunday, October 12, 2025 |
| 9:00 am | Gamber MP D2 | | vs. | Urbana MP D2 | | Urbana |
| 9:00 am | Frederick Flag | | vs. | Urbana Flag | | Urbana |
| 10:30 am | Frederick MP D1 | | vs. | Urbana MP D1 | | Urbana |
| 12:00 pm | Gamber Pony D2 | | vs. | Urbana Pony D2 | | Urbana |
| 1:30 pm | Linganore JV D2 | | vs. | Urbana JV D2 | | Urbana |
| 3:00 pm | Frederick Pony D1 | | vs. | Urbana Pony D1 | | Urbana |
| 4:30 pm | Frederick JV D1 | | vs. | Urbana JV D1 | | Urbana |
| 6:00 pm | Frederick Varsity | | vs. | Urbana Varsity | | Urbana |
| Walkersville |
| Sunday, September 7, 2025 |
| 8:00 am | Boonsboro Flag | | vs. | Walkersville Flag | | Walkersville |
| 8:00 am | Boonsboro MP D2 | | vs. | Walkersville MP D2 | | Walkersville |
| 9:30 am | Boonsboro MP D1 | | vs. | Walkersville MP D1 | | Walkersville |
| 11:00 am | Boonsboro Pony D2 | | vs. | Walkersville Pony D2 | | Walkersville |
| 12:30 pm | Tuscarora JV D2 | | vs. | Walkersville JV D2 | | Walkersville |
| 2:00 pm | Boonsboro Pony D1 | | vs. | Walkersville Pony D1 | | Walkersville |
| 3:30 pm | Boonsboro JV D1 | | vs. | Walkersville JV D1 | | Walkersville |
| 5:00 pm | Boonsboro Varsity | | vs. | Walkersville Varsity | | Walkersville |
| Saturday, September 27, 2025 |
| 8:00 am | Mt. Airy MP D2 | | vs. | Walkersville MP D2 | | Walkersville |
| 8:00 am | Tuscarora Flag | | vs. | Walkersville Flag | | Walkersville |
| 9:30 am | Tuscarora MP D1 | | vs. | Walkersville MP D1 | | Walkersville |
| 11:00 am | Mt. Airy Pony D2 | | vs. | Walkersville Pony D2 | | Walkersville |
| 12:30 pm | Tuscarora Pony D1 | | vs. | Walkersville Pony D1 | | Walkersville |
| 2:00 pm | Tuscarora JV D2 | | vs. | Walkersville JV D2 | | Walkersville |
| 3:30 pm | Tuscarora JV D1 | | vs. | Walkersville JV D1 | | Walkersville |
| 5:00 pm | Tuscarora Varsity | | vs. | Walkersville Varsity | | Walkersville |
| Saturday, October 11, 2025 |
| 8:00 am | Spring Mills MP D2 | | vs. | Walkersville MP D2 | | Walkersville |
| 8:00 am | Spring Mills Flag | | vs. | Walkersville Flag | | Walkersville |
| 9:30 am | Spring Mills MP D1 | | vs. | Walkersville MP D1 | | Walkersville |
| 11:00 am | Spring Mills Pony D2 | | vs. | Walkersville Pony D2 | | Walkersville |
| 12:30 pm | Spring Mills Pony D1 | | vs. | Walkersville Pony D1 | | Walkersville |
| 2:00 pm | Spring Mills JV D2 | | vs. | Walkersville JV D2 | | Walkersville |
| 3:30 pm | Spring Mills JV D1 | | vs. | Walkersville JV D1 | | Walkersville |
| 5:00 pm | Spring Mills Varsity | | vs. | Walkersville Varsity | | Walkersville |
| Saturday, October 18, 2025 |
| 8:00 am | Urbana MP D2 | | vs. | Walkersville MP D2 | | Walkersville |
| 8:00 am | South Hagerstown Flag | | vs. | Walkersville Flag | | Walkersville |
| 9:30 am | South Hagerstown MP D1 | | vs. | Walkersville MP D1 | | Walkersville |
| 11:00 am | Urbana Pony D2 | | vs. | Walkersville Pony D2 | | Walkersville |
| 12:30 pm | Urbana JV D2 | | vs. | Walkersville JV D2 | | Walkersville |
| 2:00 pm | South Hagerstown Pony D1 | | vs. | Walkersville Pony D1 | | Walkersville |
| 3:30 pm | South Hagerstown JV D1 | | vs. | Walkersville JV D1 | | Walkersville |
| 5:00 pm | South Hagerstown Varsity | | vs. | Walkersville Varsity | | Walkersville |
