| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | October 28, 2025 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Thursday | October 30, 2025 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Thursday | November 6, 2025 | 6:00 PM | 7:30 PM | Practice | WMS New Gym | |
| Monday | November 10, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | November 12, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | November 17, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | November 19, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | November 24, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | December 1, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | December 3, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Saturday | December 6, 2025 | 4:30 PM | 5:30 PM | Game | Weston HS New Gym | vs. Ridgefield Black 8B |
| Monday | December 8, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | December 10, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Saturday | December 13, 2025 | 11:45 AM | 12:45 PM | Game | HolyTrin Greek | @ PHD Westport 8B |
| Saturday | December 13, 2025 | 3:00 PM | 4:00 PM | Game | Weston HS New Gym | vs. Redding-Easton Black 8B |
| Sunday | December 14, 2025 | 10:15 AM | 11:15 AM | Game | Wakeman-Smilow | @ FBA Red Raiders 8B |
| Monday | December 15, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | December 17, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Saturday | December 20, 2025 | 1:30 PM | 2:30 PM | Game | Weston HS New Gym | vs. Pomperaug 8B |
| Sunday | December 21, 2025 | 11:00 AM | 12:00 PM | Game | Bethel MS | @ Bethel Maroon 8B |
| Monday | December 22, 2025 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | January 5, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | January 7, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Saturday | January 10, 2026 | 12:00 PM | 1:00 PM | Game | Weston HS New Gym | vs. Bethel White 8B |
| Saturday | January 10, 2026 | 5:00 PM | 6:00 PM | Game | Carver Center | @ Norwalk Youth Carver Gold 8B |
| Sunday | January 11, 2026 | 2:30 PM | 3:30 PM | Game | Middlesex MS Large | @ Darien YMCA Blue 8B |
| Monday | January 12, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | January 14, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | January 21, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Saturday | January 24, 2026 | 6:00 PM | 7:00 PM | Game | Weston HS New Gym | vs. Brookfield 8B |
| Sunday | January 25, 2026 | 6:20 PM | 7:20 PM | Game | Rochambeau MS | @ Pomperaug 8B |
| Monday | January 26, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | January 28, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Saturday | January 31, 2026 | 1:30 PM | 2:30 PM | Game | Weston HS New Gym | vs. NE Supreme Stratford 8B |
| Sunday | February 1, 2026 | 7:15 PM | 8:15 PM | Game | Redding ComCtr | @ Redding-Easton Black 8B |
| Monday | February 2, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | February 4, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Friday | February 6, 2026 | 6:15 PM | 7:15 PM | Game | Bedford MS | @ Westport PAL White 8B |
| Saturday | February 7, 2026 | 3:00 PM | 4:00 PM | Game | Weston HS New Gym | vs. Seymour 7/8B |
| Sunday | February 8, 2026 | 10:30 AM | 11:30 AM | Game | Yanity | @ Ridgefield Black 8B |
| Monday | February 9, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | February 11, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | February 23, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | February 25, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | March 2, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | March 4, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | March 9, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | March 11, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Monday | March 16, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym | |
| Wednesday | March 18, 2026 | 7:30 PM | 9:00 PM | Practice | WMS Old Gym |