| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | October 30, 2023 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Friday | November 3, 2023 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Monday | November 6, 2023 | 4:30 PM | 6:00 PM | Extra-Practice | WIS | |
| Friday | November 10, 2023 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Monday | November 13, 2023 | 7:30 PM | 9:00 PM | Practice | WMS New Gym | 7th Grade Girls Blue |
| Tuesday | November 14, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Friday | November 17, 2023 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Monday | November 20, 2023 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | November 21, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | November 27, 2023 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | November 28, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Friday | December 1, 2023 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Saturday | December 2, 2023 | 3:00 PM | 4:00 PM | Game | Weston HS Old Gym | vs. St. Mark 5/6G |
| Monday | December 4, 2023 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | December 5, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Friday | December 8, 2023 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Saturday | December 9, 2023 | 2:45 PM | 3:45 PM | Game | Mt Vernon STEM | @ Mt. Vernon Jr. Knights 5/6G |
| Sunday | December 10, 2023 | 12:00 PM | 1:00 PM | Game | George Washington Carver Community Center | @ Norwalk GBA 6G |
| Monday | December 11, 2023 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | December 12, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Friday | December 15, 2023 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Saturday | December 16, 2023 | 10:30 AM | 11:30 AM | Game | Weston HS Old Gym | vs. Fairfield FBA Blue 6G |
| Sunday | December 17, 2023 | 12:30 PM | 1:30 PM | Game | St Mary's Roman Catholic Church | @ St Mary 6G |
| Monday | December 18, 2023 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | December 19, 2023 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Thursday | January 4, 2024 | 4:30 PM | 6:00 PM | Practice | WIS | 4th Grade Girls |
| Friday | January 5, 2024 | 4:30 PM | 6:00 PM | Practice | WMS Old Gym | 5th Grade Girls |
| Saturday | January 6, 2024 | 10:30 AM | 11:30 AM | Game | Weston HS Old Gym | vs. New Canaan 6G |
| Monday | January 8, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Friday | January 12, 2024 | 4:30 PM | 6:00 PM | Practice | WIS | 5th Grade Girls |
| Saturday | January 13, 2024 | 3:00 PM | 4:00 PM | Game | Weston High School | vs. Wilton 6G |
| Friday | January 19, 2024 | 4:30 PM | 6:00 PM | Practice | WIS | 5th Grade Girls |
| Saturday | January 20, 2024 | 10:30 AM | 11:30 AM | Practice | WHS Old Gym | |
| Saturday | January 20, 2024 | 12:00 PM | 1:00 PM | Game | Weston High School | vs. Nonnewaug 6G |
| Sunday | January 21, 2024 | 3:15 PM | 4:15 PM | Game | St Ann Church | @ Fairfield FBA Blue 6G |
| Monday | January 22, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Thursday | January 25, 2024 | 4:30 PM | 6:00 PM | Practice | WIS | 4th Grade Girls |
| Friday | January 26, 2024 | 4:30 PM | 6:00 PM | Practice | WIS | 5th Grade Girls |
| Saturday | January 27, 2024 | 3:00 PM | 4:00 PM | Game | Weston HS Old Gym | vs. Mt. Vernon Jr. Knights 5/6G |
| Sunday | January 28, 2024 | 4:30 PM | 5:30 PM | Game | Westhill HS Main Gym | @ Stamford Youngtimers 6G |
| Monday | January 29, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | January 30, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Friday | February 2, 2024 | 4:30 PM | 6:00 PM | Practice | WIS | 5th Grade Girls |
| Saturday | February 3, 2024 | 3:00 PM | 4:00 PM | Game | Weston HS Old Gym | vs. Westport PAL White 6G |
| Sunday | February 4, 2024 | 12:30 PM | 1:30 PM | Game | NCCS Court 1 | @ New Canaan 6G |
| Monday | February 5, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | February 6, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Friday | February 9, 2024 | 4:30 PM | 6:00 PM | Practice | WMS New Gym | |
| Saturday | February 10, 2024 | 5:00 PM | 6:00 PM | Game | Saugatuck Elem | @ Westport PAL White 6G |
| Sunday | February 11, 2024 | 11:30 AM | 12:30 PM | Game | Easton Community Center | @ Redding-Easton 6G |
| Monday | February 12, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Monday | February 26, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | February 27, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Saturday | March 2, 2024 | 2:20 PM | 3:40 PM | Game | Newtown YA Court 3 | vs. St. Mark 5/6G |
| Sunday | March 3, 2024 | 2:40 PM | 4:00 PM | Game | Danbury HS -M New Gym | @ New Fairfield 6G |
| Monday | March 4, 2024 | 6:00 PM | 7:30 PM | Practice | WMS Old Gym | |
| Tuesday | March 5, 2024 | 6:00 PM | 7:30 PM | Practice | WMS New Gym |