| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | November 14, 2025 | 7:45 PM | 9:00 PM | Extra-Practice | Cuniff School | |
| Saturday | November 15, 2025 | 10:00 AM | 11:15 AM | Extra-Practice | Watertown Middle School | |
| Saturday | November 22, 2025 | 1:45 PM | 3:00 PM | Extra-Practice | Watertown Middle School | |
| Saturday | November 29, 2025 | 11:15 AM | 12:30 PM | Extra-Practice | Watertown Middle School | |
| Tuesday | December 2, 2025 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | December 7, 2025 | 2:10 PM | 3:20 PM | Game | Watertown Middle School | vs. Waltham |
| Tuesday | December 9, 2025 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | December 14, 2025 | 3:00 PM | 4:10 PM | Game | Wayland High School | @ Wayland |
| Tuesday | December 16, 2025 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | December 20, 2025 | 4:30 PM | 5:40 PM | Game | Watertown Middle School | vs. Lexington (blue) |
| Sunday | December 21, 2025 | 5:40 PM | 6:50 PM | Game | Watertown Middle School | vs. Bedford |
| Sunday | January 4, 2026 | 4:30 PM | 5:40 PM | Game | Medford High School | @ Medford (Blue) |
| Tuesday | January 6, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | January 11, 2026 | 5:40 PM | 6:50 PM | Game | Watertown Middle School | vs. Medford (White) |
| Tuesday | January 13, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | January 18, 2026 | 12:45 PM | 1:55 PM | Game | Collicot School | @ Milton (Silver) |
| Tuesday | January 20, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | January 24, 2026 | 6:00 PM | 7:10 PM | Game | Belmont High School | @ Belmont (white) D4Q |
| Sunday | January 25, 2026 | 2:10 PM | 3:20 PM | Game | Watertown Middle School | vs. Lincoln-Sudbury (white) |
| Tuesday | January 27, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | January 31, 2026 | 7:15 PM | 8:15 PM | Game | Belmont High School | @ Belmont (white) D6R |
| Sunday | February 1, 2026 | 10:20 AM | 11:30 AM | Game | Kennedy Middle School | @ Natick |
| Tuesday | February 3, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | February 8, 2026 | 8:45 AM | 9:55 AM | Game | Ottoson Middle School | @ Arlington (grey) |
| Tuesday | February 10, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | February 15, 2026 | 5:40 PM | 6:50 PM | Game | Watertown Middle School | vs. Concord-Carlisle (white) |
| Tuesday | February 17, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Sunday | February 22, 2026 | 5:40 PM | 6:50 PM | Game | Watertown Middle School | vs. Newton (white) |
| Tuesday | February 24, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Gann Academy | |
| Saturday | February 28, 2026 | 2:55 PM | 4:05 PM | Game | Winchester High School | @ Winchester (black) D4Q |
| Sunday | March 1, 2026 | 3:45 PM | 4:55 PM | Game | McDevitt Middle School | @ Waltham (white) |
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