| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | October 30, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | November 1, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | November 3, 2023 | 6:00 PM | 7:30 PM | Practice | WIS | 7th Grade Boys Gold, 8th Grade Boys |
| Monday | November 6, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | November 8, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | November 10, 2023 | 6:00 PM | 7:30 PM | Practice | WIS | 7th Grade Boys Gold, 8th Grade Boys |
| Monday | November 13, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | November 15, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | November 17, 2023 | 6:00 PM | 7:30 PM | Practice | WIS | 7th Grade Boys Gold, 8th Grade Boys |
| Monday | November 20, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Monday | November 27, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | November 29, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | December 1, 2023 | 6:00 PM | 7:30 PM | Practice | WIS | 8th Grade Boys |
| Saturday | December 2, 2023 | 10:30 AM | 12:00 PM | Game | Weston HS New Gym | vs. Milford Knights White 7B |
| Monday | December 4, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | December 6, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | December 8, 2023 | 6:00 PM | 7:30 PM | Practice | WIS | 7th Grade Boys Gold, 8th Grade Boys |
| Saturday | December 9, 2023 | 10:30 AM | 11:30 AM | Game | Weston High School | vs. Norwalk Youth Carver 7B |
| Sunday | December 10, 2023 | 4:00 PM | 5:30 PM | Game | Wakeman-Southp | @ Wakeman Southport White 7B |
| Monday | December 11, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | December 13, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | December 15, 2023 | 6:00 PM | 7:30 PM | Practice | WIS | 7th Grade Boys Gold, 8th Grade Boys |
| Saturday | December 16, 2023 | 3:00 PM | 4:00 PM | Game | Weston High School | vs. Darien YMCA White 7B |
| Saturday | December 16, 2023 | 3:00 PM | 4:00 PM | Game | Weston High School | vs. Darien YMCA White 7B |
| Saturday | December 16, 2023 | 7:00 PM | 8:30 PM | Game | Foran High School | @ Milford Knights White 7B |
| Sunday | December 17, 2023 | 5:30 PM | 7:00 PM | Game | Insports Court 1 | @ Monroe Red Storm 7B |
| Monday | December 18, 2023 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | December 20, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Saturday | December 23, 2023 | 1:30 PM | 2:30 PM | Game | George Washington Carver Community Center | @ Norwalk Youth Carver 7B |
| Wednesday | January 3, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | January 5, 2024 | 6:00 PM | 7:30 PM | Practice | WIS | 8th Grade Boys |
| Friday | January 5, 2024 | 6:15 PM | 7:45 PM | Game | Reed Intermediate School | @ Newtown 7B |
| Monday | January 8, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | January 10, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | January 12, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | 7th Grade Boys Gold, 8th Grade Boys |
| Saturday | January 13, 2024 | 12:00 PM | 1:30 PM | Game | Weston High School | vs. Wakeman Southport White 7B |
| Sunday | January 14, 2024 | 1:30 PM | 3:00 PM | Game | Reed Intermed | @ Newtown Blue 7B |
| Wednesday | January 17, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | January 19, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | 7th Grade Boys Gold, 8th Grade Boys |
| Saturday | January 20, 2024 | 4:30 PM | 6:00 PM | Game | Weston HS New Gym | vs. Fairfield FBA Red 7B |
| Sunday | January 21, 2024 | 4:15 PM | 5:45 PM | Game | New Canaan Country School, Frogtown Road, New Canaan, CT, USA | @ New Canaan Red 7B |
| Monday | January 22, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | January 24, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | January 26, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | 8th Grade Boys, 7th Grade Boys Gold |
| Saturday | January 27, 2024 | 6:00 PM | 7:30 PM | Game | Weston High School | vs. Stamford JCC White 7B |
| Monday | January 29, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | January 31, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | February 2, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | 7th Grade Boys Gold, 8th Grade Boys |
| Saturday | February 3, 2024 | 4:30 PM | 6:00 PM | Game | Weston HS New Gym | vs. Game Changers 7B |
| Sunday | February 4, 2024 | 4:00 PM | 5:30 PM | Game | Danbury PAL | @ Danbury PAL White 7B |
| Monday | February 5, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | February 7, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | February 9, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | 7th Grade Boys Gold, 8th Grade Boys |
| Saturday | February 10, 2024 | 6:00 PM | 7:30 PM | Game | Weston HS Old Gym | vs. Amity Orangemen 7B |
| Monday | February 12, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | February 14, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Saturday | February 17, 2024 | 10:30 AM | 12:00 PM | Game | Weston High School | vs. Monroe Red Storm 7B |
| Saturday | February 24, 2024 | 4:30 PM | 6:00 PM | Game | Weston High School | vs. Newtown Blue 7B |
| Sunday | February 25, 2024 | 2:30 PM | 4:00 PM | Game | Jonathan Law High School | @ Milford White 7B |
| Monday | February 26, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | February 28, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Saturday | March 2, 2024 | 10:10 AM | 11:30 AM | Game | Shelton Interm | vs. Darien YMCA White 7B |
| Sunday | March 3, 2024 | 4:45 PM | 6:05 PM | Game | Shelton Interm | vs. Wakeman Southport White 7B |
| Monday | March 4, 2024 | 7:30 PM | 9:00 PM | Practice | WIS | |
| Wednesday | March 6, 2024 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | |
| Friday | March 8, 2024 | 4:30 PM | 6:00 PM | Extra-Practice | Weston Intermediate School | |
| Saturday | March 9, 2024 | 5:00 PM | 6:30 PM | Game | Joseph Foran High School | vs. Westport PAL Gold |
| Sunday | March 10, 2024 | 2:20 PM | 3:40 PM | Game | Shelton Interm | vs. Greenwich Select 7B |