| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | November 12, 2025 | 6:00 PM | 7:00 PM | Extra-Practice | Kingsbury Club | |
| Sunday | November 16, 2025 | 3:30 PM | 4:00 PM | Game | North Quincy High School | vs. Walpole |
| Sunday | November 16, 2025 | 4:00 PM | 4:30 PM | Game | North Quincy High School | vs. Bourne |
| Sunday | November 16, 2025 | 4:30 PM | 5:00 PM | Game | North Quincy High School | vs. Mansfield |
| Sunday | November 16, 2025 | 5:30 PM | 6:00 PM | Game | North Quincy High School | vs. North Quincy |
| Thursday | November 20, 2025 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary School | |
| Thursday | December 4, 2025 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary School | |
| Saturday | December 6, 2025 | 10:30 AM | 11:30 AM | Extra-Practice | Pine Hill Elementary School | |
| Sunday | December 7, 2025 | 12:15 PM | 1:15 PM | Game | DSMS | vs. Northboro (Red) |
| Thursday | December 11, 2025 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary School | |
| Saturday | December 13, 2025 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary School | |
| Saturday | December 13, 2025 | 3:30 PM | 4:30 PM | Game | Cunningham Elementary School | vs. Milton |
| Sunday | December 14, 2025 | 3:50 PM | 4:50 PM | Game | Dedham Middle School | vs. Dedham |
| Thursday | December 18, 2025 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary School | |
| Saturday | December 20, 2025 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary School | |
| Sunday | December 21, 2025 | 2:45 PM | 3:45 PM | Game | DSMS | vs. Dover Sherborn (Davis) |
| Sunday | January 4, 2026 | 9:00 AM | 10:00 AM | Game | Millis High School | vs. Millis |
| Thursday | January 8, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | January 10, 2026 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary | |
| Sunday | January 11, 2026 | 9:50 AM | 10:50 AM | Game | Middlesex School | vs. Concord-Carlisle |
| Thursday | January 15, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | January 17, 2026 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary | |
| Sunday | January 18, 2026 | 8:30 AM | 9:30 AM | Game | DSMS | vs. Framingham |
| Thursday | January 22, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine HilL Elementary | |
| Saturday | January 24, 2026 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary | |
| Thursday | January 29, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine HIll Elementary | |
| Saturday | January 31, 2026 | 10:30 AM | 11:30 AM | Extra-Practice | Pine Hill Elementary | |
| Sunday | February 1, 2026 | 8:50 AM | 9:50 AM | Game | Natick Community-Senior Center | vs. Natick |
| Thursday | February 5, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | February 7, 2026 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary | |
| Saturday | February 7, 2026 | 2:15 PM | 3:15 PM | Game | Cunningham Elementary School | vs. Milton |
| Sunday | February 8, 2026 | 2:45 PM | 3:45 PM | Game | DSMS | vs. Winchester |
| Thursday | February 12, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | February 14, 2026 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elemenary | |
| Thursday | February 26, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Pine Hill Elementary | |
| Saturday | February 28, 2026 | 10:30 AM | 11:45 AM | Extra-Practice | Pine Hill Elementary | |
| Sunday | March 1, 2026 | 8:30 AM | 9:30 AM | Game | DSMS | vs. Arlington |