| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Saturday | January 4, 2025 | 8:30 AM | 9:30 AM | Game | Dover Sherborn Middle School | vs. Hopkinton (McCullough) D5Q |
| Saturday | January 11, 2025 | 11:45 AM | 12:45 PM | Game | Woodland Elementary School | @ @Milford (Black-ORourke) D5M |
| Saturday | January 18, 2025 | 1:00 PM | 2:00 PM | Game | Woodland Elementary School | @ @Milford (Red-Consigli) D5Q |
| Saturday | January 25, 2025 | 4:15 PM | 5:15 PM | Game | Brackett Elementary School | @ @Arlington (White) D5T |
| Saturday | February 1, 2025 | 12:15 PM | 1:15 PM | Game | Dover Sherborn High School | vs. Parkway (White) D5M |
| Saturday | February 8, 2025 | 9:45 AM | 10:45 AM | Game | Dover Sherborn Middle School | vs. Natick D5Q |
| Saturday | February 15, 2025 | 11:00 AM | 12:00 PM | Game | Dover Sherborn High School | vs. Needham (BLUE) D5M |
| Saturday | February 22, 2025 | 12:15 PM | 1:15 PM | Game | Dover Sherborn Middle School | vs. Dedham (Destefano) D5M |
| Saturday | March 1, 2025 | 3:20 PM | 4:20 PM | Game | Medway Middle School (Anderson Gym) | @ @Medway (White) D5M |
| Monday | November 17, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Tuesday | November 18, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Monday | November 24, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Tuesday | November 25, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Tuesday | December 2, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Sunday | December 7, 2025 | 9:30 AM | 10:30 AM | Game | Holliston Adams Middle School (Sunday) | @ @Holliston (Wing - White) D5Q |
| Monday | December 8, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Tuesday | December 9, 2025 | 7:15 PM | 8:30 PM | Extra-Practice | Pine Hill School, Sherborn, MA | |
| Sunday | December 14, 2025 | 8:30 AM | 9:30 AM | Game | Dover Sherborn High School | vs. Westwood D5M |
| 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 | 12:30 PM | 1:30 PM | Game | Northborough Algonquin HS Court B | @ @Northboro (Red 1) D5Q |
| 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 | 8:30 AM | 9:30 AM | Game | Dover Sherborn Middle School | vs. Hopkinton (McCullough) D5Q |
| 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 | |
| Sunday | January 11, 2026 | 11:45 AM | 12:45 PM | Game | Woodland Elementary School | @ @Milford (Black-ORourke) D5M |
| 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 | 1:00 PM | 2:00 PM | Game | Woodland Elementary School | @ @Milford (Red-Consigli) D5Q |
| Tuesday | January 20, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| 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 | |
| Sunday | February 1, 2026 | 12:15 PM | 1:15 PM | Game | Dover Sherborn High School | vs. Parkway (White) D5M |
| 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 | 9:45 AM | 10:45 AM | Game | Dover Sherborn Middle School | vs. Natick D5Q |
| Sunday | February 8, 2026 | 4:15 PM | 5:15 PM | Game | Brackett Elementary School | vs. Arlington D5T |
| 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 22, 2026 | 12:15 PM | 1:15 PM | Game | Dover Sherborn Middle School | vs. Dedham (Destefano) D5M |
| Saturday | February 28, 2026 | 4:30 PM | 5:30 PM | Game | Newman Elementary School | vs. Needham Blue D5M |
| Sunday | March 1, 2026 | 12:40 PM | 1:40 PM | Game | Medway Middle School (Old Gym) | @ @Medway (White) D5M |
| Monday | March 2, 2026 | 7:15 PM | 8:30 PM | Practice | Pine Hill Gym | |
| Sunday | March 8, 2026 | 11:45 AM | 12:45 PM | Game | Hopkington Doyle Gym | vs. Wayland (Silver) 6G D5T |
| Tuesday | March 10, 2026 | 7:15 PM | 8:45 PM | Extra-Practice | Pine Hill Elementary School | |
| Wednesday | March 11, 2026 | 6:30 PM | 7:30 PM | Game | Dana Barros Basketball Club | vs. Milford |