| Day / Date | Opponent | Location | Home / Away | Results / Status | Score |
| Apr 08,2024 | 4:15 PM | Barrack Hebrew Academy | Stadium Courts | Home | Loss | 1 - 4 |
| Apr 10,2024 | 4:00 PM | Friends Central School | Friends Central School | Away | ||
| Apr 13,2024 | 10:00 AM | Boys' Tennis Invitational | Tennis Courts | Home | ||
| Apr 16,2024 | 4:00 PM | Shipley School | Tennis Courts | Home | Loss | 0 - 5 |
| Apr 19,2024 | 4:00 PM | George School | George School | Away | Loss | 2 - 3 |
| Apr 25,2024 | 4:00 PM | Germantown Friends School | Tennis Courts | Home | ||
| Apr 26,2024 | 4:00 PM | Abington Friends School | Abington Friends School | Away | Win | 4 - 1 |
| Apr 30,2024 | 4:00 PM | Friends Select School | Tennis Courts | Home | Win | 3 - 2 |
| May 08,2024 | 4:00 PM | Quaker Cup Semi-Final (vs. Abington Friends School) | Stadium Courts | Home |
Westtown School is a proud member of the Friends Schools League and Pennsylvania Independent School Athletic Association.
