| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Saturday | November 8, 2025 | 11:15 AM | 12:30 PM | Extra-Practice | Watertown Middle School | |
| Saturday | November 15, 2025 | 11:15 AM | 12:30 PM | Extra-Practice | Watertown Middle School | |
| Saturday | November 22, 2025 | 11:15 AM | 12:30 PM | Extra-Practice | Watertown Middle School | |
| Saturday | November 29, 2025 | 11:15 AM | 12:30 PM | Extra-Practice | Watertown Middle School | |
| Thursday | December 4, 2025 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | December 6, 2025 | 2:55 PM | 4:10 PM | Game | Winchester High School | vs. Winchester |
| Sunday | December 7, 2025 | 11:50 AM | 1:05 PM | Game | Hosmer School | vs. Wayland |
| Thursday | December 11, 2025 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | December 14, 2025 | 1:00 PM | 2:15 PM | Game | Watertown Middle School | vs. Reading |
| Sunday | December 21, 2025 | 2:30 PM | 3:45 PM | Game | Wellesley Middle School | vs. Wellesley |
| Sunday | January 4, 2026 | 3:20 PM | 4:35 PM | Game | Watertown Middle School | vs. Framingham |
| Thursday | January 8, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | January 10, 2026 | 2:10 PM | 3:25 PM | Game | Hosmer School | vs. Winchester |
| Sunday | January 11, 2026 | 4:30 PM | 5:45 PM | Game | Watertown Middle School | vs. Winchester |
| Thursday | January 15, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | January 18, 2026 | 7:00 PM | 8:15 PM | Game | Watertown Middle School | vs. Newton |
| Thursday | January 22, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | January 25, 2026 | 12:30 PM | 1:45 PM | Game | Belmont Day School | vs. Belmont |
| Thursday | January 29, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | February 1, 2026 | 12:50 PM | 2:05 PM | Game | Weston Middle School | vs. Weston |
| Thursday | February 5, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | February 7, 2026 | 9:10 AM | 10:25 AM | Game | Clark Avenue School | vs. Chelsea |
| Saturday | February 14, 2026 | 5:40 PM | 6:55 PM | Game | Watertown Middle School | vs. Belmont |
| Sunday | February 15, 2026 | 4:30 PM | 5:45 PM | Game | Watertown Middle School | vs. Holliston |
| Thursday | February 19, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | February 22, 2026 | 3:00 PM | 4:15 PM | Game | Brackett Elementary School | vs. Arlington |
| Saturday | February 28, 2026 | 3:00 PM | 4:15 PM | Game | Belmont High School | vs. Belmont |
| Sunday | March 1, 2026 | 2:00 PM | 3:15 PM | Game | Davis School | vs. Bedford |
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