| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Thursday | November 20, 2025 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill | |
| Saturday | November 22, 2025 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Thursday | December 4, 2025 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | December 6, 2025 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Sunday | December 7, 2025 | 3:15 PM | 4:15 PM | Game | Milton High School | vs. Milton |
| Thursday | December 11, 2025 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | December 13, 2025 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Sunday | December 14, 2025 | 11:00 AM | 12:00 PM | Game | DSMS | vs. Holliston |
| Thursday | December 18, 2025 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | December 20, 2025 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Sunday | December 21, 2025 | 6:10 PM | 7:10 PM | Game | North Quincy High School | vs. North Quincy |
| Sunday | January 4, 2026 | 8:30 AM | 9:30 AM | Game | Dover-Sherborn High School | vs. Westborough |
| Thursday | January 8, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | January 10, 2026 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Sunday | January 11, 2026 | 9:25 AM | 10:25 AM | Game | Sharon High School | vs. Sharon |
| Thursday | January 15, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | January 17, 2026 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Sunday | January 18, 2026 | 11:00 AM | 12:00 PM | Game | DSMS | vs. Medway |
| Thursday | January 22, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | January 24, 2026 | 2:20 PM | 3:40 PM | Extra-Practice | DSMS | |
| Sunday | January 25, 2026 | 2:45 PM | 3:45 PM | Game | Sunita L. Williams Elementary School | vs. Needham |
| Thursday | January 29, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Sunday | February 1, 2026 | 3:30 PM | 4:30 PM | Game | Hopkinton Middle School | vs. Hopkinton |
| Thursday | February 5, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | February 7, 2026 | 2:20 PM | 3:40 PM | Extra-Practice | Pine Hill | |
| Sunday | February 8, 2026 | 8:30 AM | 9:30 AM | Game | DSMS | vs. Parkway |
| Thursday | February 12, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Sunday | February 15, 2026 | 8:30 AM | 9:30 AM | Game | Dover-Sherborn High School | vs. Norwood |
| Saturday | February 21, 2026 | 2:20 PM | 3:40 PM | Extra-Practice | DSHS | |
| Sunday | February 22, 2026 | 12:00 PM | 1:00 PM | Game | Fuller Middle School | vs. Framingham |
| Thursday | February 26, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | February 28, 2026 | 2:30 PM | 3:30 PM | Game | Needham High School | vs. Needham |
| Sunday | March 1, 2026 | 9:45 AM | 10:45 AM | Game | DSMS | vs. Northboro |
| Thursday | March 5, 2026 | 8:00 PM | 9:00 PM | Extra-Practice | 4 Pine Hill Ln | |
| Saturday | March 7, 2026 | 8:40 AM | 9:40 AM | Game | 97 Green St | vs. Medway |