| Date | Week day | Type | Opponents | Start time | End time | Location | Departure | Transportation | League / Non-League |
|---|---|---|---|---|---|---|---|---|---|
| Sep 20, 2025 | Sat | Regular Season | Roy C Ketcham/ Wappingers JHS (Wappingers Junior High) | TBD | Pawling HS | L | |||
| Sep 26, 2025 | Fri | Regular Season | John Jay HS/ Van Wyck JHS (Van Wyck Girls/Boys Cross Country), Carmel | 4:30 PM | Pawling High School | L | |||
| Oct 3, 2025 | Fri | Regular Season | Arlington (LaGrange Girls Cross Country), John Jay HS/ Van Wyck JHS (Van Wyck Girls/Boys Cross Country) @ Roy C Ketcham/ Wappingers JHS (Wappingers Junior High) | 4:30 PM | 6:00 PM | Wappingers Junior High School | L | ||
| Oct 8, 2025 | Wed | Regular Season | Poughkeepsie, Arlington (Union Vale Girls Cross Country) @ John Jay HS/ Van Wyck JHS (Van Wyck Girls/Boys Cross Country) | 4:30 PM | 6:00 PM | TBD | L | ||
| Oct 15, 2025 | Wed | Regular Season | Arlington (LaGrange Girls Cross Country), John Jay HS/ Van Wyck JHS (Van Wyck Girls/Boys Cross Country) | 4:30 PM | Pawling High School | L |
Date: 2026-08-17