| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | November 18, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | November 20, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Tuesday | November 25, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Tuesday | December 2, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | December 4, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | December 7, 2025 | 12:15 PM | 1:15 PM | Game | Dover-Sherborn High School | vs. Watertown (Red) |
| Tuesday | December 9, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | December 11, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | December 14, 2025 | 4:35 PM | 5:35 PM | Game | Westborough High School | vs. Westborough (Weigensberg) |
| Tuesday | December 16, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | December 18, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | January 4, 2026 | 12:15 PM | 1:15 PM | Game | Dover-Sherborn High School | vs. Northboro |
| Tuesday | January 6, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | January 8, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | January 11, 2026 | 9:45 AM | 10:45 AM | Game | DSMS | vs. Reading (Brown) |
| Tuesday | January 13, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | January 15, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | January 18, 2026 | 11:30 AM | 12:30 PM | Game | Trottier Middle School | vs. Southboro (white) |
| Tuesday | January 20, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | January 22, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | January 25, 2026 | 1:00 PM | 2:00 PM | Game | William Diamond Middle School | vs. Lexington (gold) |
| Tuesday | January 27, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | January 29, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | February 1, 2026 | 2:45 PM | 3:45 PM | Game | Dover-Sherborn High School | vs. Lincoln-Sudbury (Green) |
| Tuesday | February 3, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | February 5, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | February 8, 2026 | 1:45 PM | 2:45 PM | Game | Wayland High School | vs. Wayland (Orange) |
| Tuesday | February 10, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | February 12, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | February 15, 2026 | 12:15 PM | 1:15 PM | Game | DSMS | vs. Wellesley (B) |
| Sunday | February 22, 2026 | 1:20 PM | 2:20 PM | Game | Fuller Middle School | vs. Framingham (Gray) |
| Tuesday | February 24, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | February 26, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Sunday | March 1, 2026 | 2:45 PM | 3:45 PM | Game | Dover-Sherborn High School | vs. Weston |
| Tuesday | March 3, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS | |
| Thursday | March 5, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | DSMS |