| Day / Date | Opponent | Location | Home / Away | Results / Status | Score |
| Nov 16,2023 | 4:30 PM | Perkiomen School | Coach Downey Court | Home | Win | 75 - 34 |
| Dec 02,2023 | 4:10 PM | Art Turner Memorial (vs. Bishop Ireton) | St. Paul VI Catholic High School (VA) | Away | Win | 63 - 59 |
| Dec 03,2023 | 1:10 PM | Art Turner Memorial (vs. Sidwell Friends) | St. Paul VI Catholic High School (VA) | Away | Win | 52 - 49 |
| Dec 07,2023 | 8:30 PM | Capital Classic (vs. Winston Salem Christian) | Sidwell Friends | Away | Loss | 56 - 58 |
| Dec 08,2023 | 4:00 PM | She Got Game @ St. James Place (vs. IMG Academy) | The St. James (DC) | Away | Loss | 46 - 63 |
| Dec 09,2023 | 10:55 AM | She Got Game @ St. James (vs. St. Vincent) | The St. James (DC) | Away | Win | 67 - 54 |
| Dec 12,2023 | 5:30 PM | Archbishop John Carroll High School | Archbishop John Carroll High School | Away | Win | 63 - 43 |
| Dec 17,2023 | 3:00 PM | City of Love (@ Jefferson) (vs. Blair Academy) | Jefferson University | Away | Win | 60 - 38 |
| Dec 19,2023 | 6:00 PM | Neumann Goretti | Coach Downey Court | Home | Win | 81 - 60 |
| Dec 30,2023 | 4:00 PM | Jordan Classic (vs. Red Bank Catholic NJ) | Away | Win | 67 - 47 | |
| Dec 30,2023 | 5:30 PM | Jordan Classic @ Baruch College vs. Red Bank Catholic (NJ) | Away | |||
| Jan 03,2024 | 4:00 PM | Abington Friends School | Abington Friends School | Away | Win | 93 - 18 |
| Jan 05,2024 | 5:30 PM | Friends Central School | Coach Downey Court | Home | Win | 77 - 18 |
| Jan 06,2024 | 1:00 PM | Westtown Double Header-Friends' Central vs. Archbishop Wood (vs. Fort Erie International) | Coach Downey Court | Home | Win | 68 - 40 |
| Jan 06,2024 | 3:00 PM | Westtown Double Header- Westtown vs. Fort Erie International | Coach Downey Court | Home | ||
| Jan 07,2024 | 4:00 PM | Blue Star Event (Philly) (vs. Shabach Academy) | Jefferson University | Away | Win | 62 - 42 |
| Jan 12,2024 | 5:30 PM | Shipley School | Coach Downey Court | Home | Win | 95 - 48 |
| Jan 13,2024 | | Hoops4Harmony (vs. Delone Catholic) | York, PA | Away | Win | 67 - 30 |
| Jan 14,2024 | | McDonough @ York, PA (vs. McDonogh School) | York, PA | Away | Win | 74 - 48 |
| Jan 17,2024 | 4:00 PM | Barrack Hebrew Academy | Away | Win | 67 - 29 | |
| Jan 21,2024 | 3:00 PM | Play by Play Event (vs. Archbishop Wood) | Jefferson University | Away | Win | 58 - 30 |
| Jan 23,2024 | 5:30 PM | Germantown Friends School | Coach Downey Court | Home | Win | 55 - 21 |
| Jan 26,2024 | 5:30 PM | George School | Coach Downey Court | Home | Win | 72 - 49 |
| Jan 30,2024 | 4:00 PM | Friends Select School | Coach Downey Court | Home | Win | 93 - 10 |
| Jan 31,2024 | 4:00 PM | Academy of the New Church School | Academy of the New Church School | Away | Win | 71 - 17 |
| Feb 06,2024 | 5:30 PM | FSL Semi-Final v Shipley (vs. Shipley School) | Coach Downey Court | Home | Win | 88 - 44 |
| Feb 09,2024 | 6:30 PM | FSL Championship (vs. Friends Central School) | LaSalle University | Away | Win | 64 - 33 |
| Feb 20,2024 | 5:30 PM | PAISAA Quarterfinals (vs. Perkiomen School) | Coach Downey Court | Home | Win | 79 - 29 |
| Feb 23,2024 | 5:30 PM | PAISAA Semi-Final (vs. Notre Dame) | Coach Downey Court | Home | Win | 66 - 41 |
| Mar 03,2024 | 5:00 PM | PAISAA Championship v Friends' Central (vs. Friends Central School) | St Joseph's University Hagan Arena | TBD | Win | 76 - 24 |
Westtown School is a proud member of the Friends Schools League and Pennsylvania Independent School Athletic Association.
