| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | November 17, 2025 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Monday | November 24, 2025 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Monday | December 1, 2025 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | December 5, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | December 7, 2025 | 12:00 PM | 1:30 PM | Game | King Philip Middle School | vs. Norfolk |
| Monday | December 8, 2025 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Sunday | December 14, 2025 | 9:45 AM | 11:15 AM | Game | DSMS | vs. Holliston |
| Monday | December 15, 2025 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | December 19, 2025 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | December 21, 2025 | 11:00 AM | 12:30 PM | Game | DSMS | vs. Foxboro |
| Monday | December 22, 2025 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Sunday | January 4, 2026 | 1:00 PM | 2:30 PM | Game | Cunningham Elementary School | vs. Milton |
| Monday | January 5, 2026 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | January 9, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | January 11, 2026 | 2:45 PM | 4:15 PM | Game | Dover-Sherborn High School | vs. Milton (White) |
| Monday | January 12, 2026 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | January 16, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | January 18, 2026 | 2:15 PM | 3:45 PM | Game | Hopkinton Middle School | vs. Hopkinton |
| Friday | January 23, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Friday | January 30, 2026 | 6:30 PM | 7:30 PM | Extra-Practice | Chickering School | |
| Sunday | February 1, 2026 | 11:00 AM | 12:30 PM | Game | Dover-Sherborn High School | vs. Medway |
| Monday | February 2, 2026 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | February 6, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | February 7, 2026 | 1:15 PM | 2:45 PM | Game | John J. Ahern Middle School | vs. Foxboro - Confirmed |
| Sunday | February 8, 2026 | 9:10 AM | 10:40 AM | Game | Mass Premier Courts | vs. Mansfield |
| Monday | February 9, 2026 | 7:30 PM | 9:00 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | February 13, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | February 15, 2026 | 9:30 AM | 11:00 AM | Game | Dover-Sherborn High School | vs. Needham |
| Sunday | February 22, 2026 | 9:30 AM | 11:00 AM | Game | DSMS | vs. Parkway |
| Friday | February 27, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Sunday | March 1, 2026 | 2:45 PM | 4:15 PM | Game | Dana Barros Basketball Club | vs. Canton |
| Monday | March 2, 2026 | 7:45 PM | 9:15 PM | Extra-Practice | Dover-Sherborn High School | |
| Friday | March 6, 2026 | 6:30 PM | 7:45 PM | Extra-Practice | Chickering School | |
| Saturday | March 7, 2026 | 1:05 PM | 2:35 PM | Game | Hopkinton Doyle Gym | vs. Lexington (Gold) 7G |
| Sunday | March 8, 2026 | 11:30 AM | 1:00 PM | Game | Trottier Middle School | vs. Wayland Orange |