| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | November 18, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | November 22, 2025 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS (Middle School Gym) | |
| Tuesday | November 25, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Tuesday | December 2, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | December 6, 2025 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | December 7, 2025 | 3:20 PM | 4:50 PM | Game | Watertown Middle School | vs. Watertown |
| Tuesday | December 9, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | December 13, 2025 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | December 14, 2025 | 8:30 AM | 10:00 AM | Game | DSMS | vs. Dover Sherborn |
| Tuesday | December 16, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | December 20, 2025 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | December 21, 2025 | 8:45 AM | 10:15 AM | Game | Ottoson Middle School | vs. Arlington |
| Tuesday | December 23, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | January 4, 2026 | 11:00 AM | 12:30 PM | Game | DSMS | vs. Southboro |
| Tuesday | January 6, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | January 10, 2026 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | January 11, 2026 | 12:15 PM | 1:45 PM | Game | DSMS | vs. Medford |
| Tuesday | January 13, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | January 17, 2026 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | January 18, 2026 | 1:45 PM | 3:15 PM | Game | Algonquin Regional High School | vs. Northboro |
| Tuesday | January 20, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | January 24, 2026 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | January 25, 2026 | 11:00 AM | 12:30 PM | Game | DSMS | vs. Revere |
| Tuesday | January 27, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | January 31, 2026 | 1:00 PM | 2:20 PM | Extra-Practice | DSMS | |
| Sunday | February 1, 2026 | 12:15 PM | 1:45 PM | Game | DSMS | vs. Newton |
| Tuesday | February 3, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | February 8, 2026 | 12:15 PM | 1:45 PM | Game | Medway High School | vs. Medway |
| Tuesday | February 10, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | February 14, 2026 | 1:00 PM | 2:20 PM | Extra-Practice | Dover-Sherborn High School | |
| Sunday | February 15, 2026 | 8:30 AM | 10:00 AM | Game | DSMS | vs. Framingham |
| Sunday | February 22, 2026 | 9:00 AM | 10:30 AM | Game | John F Kennedy Elementary School | vs. Holbrook |
| Saturday | February 28, 2026 | 2:15 PM | 3:45 PM | Extra-Practice | Pine Hill | |
| Sunday | March 1, 2026 | 11:40 AM | 1:10 PM | Game | Hunnewell Elementary School | vs. Wellesley |
| Tuesday | March 3, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | March 7, 2026 | 8:00 AM | 9:00 AM | Game | Ashland High School | vs. Ashland |