| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | November 17, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill | |
| Tuesday | November 18, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill | |
| Monday | November 24, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | November 25, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | December 2, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | December 7, 2025 | 2:45 PM | 4:45 PM | Game | Dover Sherborn High School | vs. Milford (White-Bertoni) D5R |
| Monday | December 8, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | December 9, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | December 14, 2025 | 11:15 AM | 1:15 PM | Game | Wayland High School - Back Court | @ @Wayland (Silver) D5T |
| Monday | December 15, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | December 16, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | December 21, 2025 | 2:45 PM | 4:45 PM | Game | Dover Sherborn High School | vs. Wayland (Orange) D5R |
| Monday | December 22, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | December 23, 2025 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | January 4, 2026 | 12:45 PM | 2:45 PM | Game | Southborough Mary Finn School | @ @Southboro (White) D5R |
| Monday | January 5, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | January 6, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Monday | January 12, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | January 13, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | January 18, 2026 | 9:45 AM | 11:45 AM | Game | Dover Sherborn Middle School | vs. Brookline (White) D5R |
| Tuesday | January 20, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | January 25, 2026 | 10:20 AM | 12:20 PM | Game | The Roxbury Latin School : Court 1 | @ @Parkway (White) D5M |
| Monday | January 26, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | January 27, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Saturday | January 31, 2026 | 12:15 PM | 1:15 PM | Game | Winchester | vs. Winchester |
| Sunday | February 1, 2026 | 9:45 AM | 11:45 AM | Game | Dover Sherborn High School | vs. Arlington (White) D5T |
| Monday | February 2, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | February 3, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | February 8, 2026 | 11:00 AM | 1:00 PM | Game | Dover Sherborn Middle School | vs. Northboro (White) D5R |
| Monday | February 9, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | February 10, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | February 15, 2026 | 12:30 PM | 2:30 PM | Game | Belmont Day School - Gold Gym | @ @Belmont (Navy) D5T |
| Monday | February 23, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Tuesday | February 24, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | March 1, 2026 | 8:30 AM | 10:30 AM | Game | Dover Sherborn High School | vs. Newton (ORANGE) D5T |
| Monday | March 2, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Saturday | March 7, 2026 | 9:05 AM | 10:05 AM | Game | Hopkinton Middle School | vs. Belmont |
| Sunday | March 8, 2026 | 11:45 AM | 12:45 PM | Game | Hopkinton Middle School | vs. Waltham |