| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | October 30, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | November 1, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | November 6, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | November 8, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | November 13, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | November 15, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | November 20, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | November 27, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | November 29, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Sunday | December 3, 2023 | 5:30 PM | 6:30 PM | Game | Parsons Complex | vs. Triple Double Milford 4B |
| Monday | December 4, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | December 6, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | December 9, 2023 | 1:00 PM | 2:00 PM | Game | Insports Centers | vs. FBA Yellow 4B |
| Sunday | December 10, 2023 | 3:15 PM | 4:15 PM | Game | Parsons Complex | vs. Triple Double Fairfield 4B |
| Monday | December 11, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | December 13, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Sunday | December 17, 2023 | 6:30 PM | 7:30 PM | Game | Parsons Complex | vs. REBA 4B A |
| Monday | December 18, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | December 20, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | January 3, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | January 6, 2024 | 9:00 AM | 10:30 AM | Extra-Practice | Weston Middle School | |
| Monday | January 8, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | January 10, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | January 13, 2024 | 9:00 AM | 10:30 AM | Extra-Practice | Weston Middle School | |
| Sunday | January 14, 2024 | 9:00 AM | 10:00 AM | Game | Parsons Complex | vs. St Theresa Boys 4B - Todd |
| Wednesday | January 17, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | January 20, 2024 | 11:00 AM | 12:00 PM | Game | Parsons Complex | vs. East Haven 4B |
| Sunday | January 21, 2024 | 6:30 PM | 7:30 PM | Game | Parsons Complex | vs. Shelton Orange 4B |
| Monday | January 22, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | January 24, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | January 27, 2024 | 1:30 PM | 2:30 PM | Game | Weston High School | vs. TBD |
| Sunday | January 28, 2024 | 2:15 PM | 3:15 PM | Game | Parsons Complex | vs. REBA 4B B |
| Monday | January 29, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | January 31, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Sunday | February 4, 2024 | 4:30 PM | 5:30 PM | Game | Parsons Complex | vs. Shelton Orange |
| Monday | February 5, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | February 7, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | February 10, 2024 | 1:15 PM | 2:15 PM | Game | Parsons Complex | vs. Tbd |
| Sunday | February 11, 2024 | TBD | TBD | Game | Milford | vs. Tbd |
| Monday | February 12, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | February 14, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | February 26, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Wednesday | February 28, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | March 2, 2024 | 4:30 PM | 5:30 PM | Game | Parsons Complex | @ Westport PAL |
| Sunday | March 3, 2024 | 2:15 PM | 3:15 PM | Game | Parsons Complex | @ Milford Knights 4B Blue |
| Monday | March 4, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym |