| Day / Date | Opponent | Location | Home / Away | Results / Status | Score |
| Sep 27,2023 | 3:30 PM | Montgomery School | Montgomery School | Away | ||
| Oct 02,2023 | 3:30 PM | Collegium Charter School | Walker House Field | Home | ||
| Oct 04,2023 | 3:30 PM | Shipley School | Shipley School | Away | ||
| Oct 09,2023 | 3:30 PM | Delaware County Christian School | Walker House Field | Home | ||
| Oct 11,2023 | 3:45 PM | Germantown Academy | Germantown Academy | Away | ||
| Oct 18,2023 | 3:45 PM | Germantown Friends School | Walker House Field | Home | ||
| Oct 23,2023 | 3:30 PM | Friends Central School | Walker House Field | Home | ||
| Oct 25,2023 | 3:30 PM | Delaware County Christian School | Delaware County Christian Lower School Field #2 | Away | ||
| Oct 30,2023 | 3:30 PM | Montgomery School | Walker House Field | Home | ||
| Nov 01,2023 | 4:00 PM | Barrack Hebrew Academy | Walker House Field | Home |
Westtown School is a proud member of the Friends Schools League and Pennsylvania Independent School Athletic Association.
