| Date | Start | Visitor | Home | Venue |
| 12/2/2023 | 5:30 PM | Westwood Catholic B11-12 1 | Natick Catholic B11-12 2 | Kennedy Middle School |
| 12/2/2023 | 6:45 PM | Westwood Catholic B9-10 1 | Natick Catholic B9-10 2 | Kennedy Middle School |
| 12/9/2023 | 5:30 PM | St Mary Franklin B11-12 2 | Natick Catholic B11-12 3 | Kennedy Middle School |
| 12/16/2023 | 5:30 PM | St Catherine B9-10 2 | Natick Catholic B9-10 2 | Kennedy Middle School |
| 12/16/2023 | 6:45 PM | St Mary Franklin B11-12 1 | Natick Catholic B11-12 1 | Kennedy Middle School |
| 1/6/2024 | 5:30 PM | St Mary Franklin B910 1 | Natick Catholic B9-10 1 | Kennedy Middle School |
| 1/6/2024 | 6:45 PM | St Mary Franklin B910 2 | Natick Catholic B9-10 2 | Kennedy Middle School |
| 1/13/2024 | 5:30 PM | St Mary Wrentham B9-10 1 | Natick Catholic B9-10 1 | Kennedy Middle School |
| 1/13/2024 | 6:45 PM | Natick Catholic B9-10 3 | Natick Catholic B9-10 2 | Kennedy Middle School |
| 1/20/2024 | 5:30 PM | St Edwards B9-10 1 | Natick Catholic B9-10 2 | Kennedy Middle School |
| 1/20/2024 | 6:45 PM | St Mary Franklin B11-12 3 | Natick Catholic B11-12 3 | Kennedy Middle School |
| 1/27/2024 | 5:30 PM | Natick Catholic B11-12 3 | Natick Catholic B11-12 2 | Kennedy Middle School |
| 1/27/2024 | 6:45 PM | Natick Catholic B9-10 2 | Natick Catholic B9-10 1 | Kennedy Middle School |
| 2/3/2024 | 5:30 PM | St Ed B11-12 1 | Natick Catholic B11-12 1 | Kennedy Middle School |
| 2/3/2024 | 6:45 PM | St Ed B11-12 2 | Natick Catholic B11-12 2 | Kennedy Middle School |
| 2/10/2024 | 5:30 PM | St Edwards B9-10 2 | Natick Catholic B9-10 3 | Kennedy Middle School |
| 2/10/2024 | 6:45 PM | St Mary Franklin B11-12 3 | Natick Catholic B11-12 2 | Kennedy Middle School |
| 2/17/2024 | 5:30 PM | St Mary Franklin B910 2 | Natick Catholic B9-10 3 | Kennedy Middle School |
| 2/17/2024 | 6:45 PM | St Mary Wrentham B11-12 2 | Natick Catholic B11-12 1 | Kennedy Middle School |
| 2/24/2024 | 5:30 PM | St Mary Franklin B7-8 4 | Natick Catholic B7-8 1 | Kennedy Middle School |
| 2/24/2024 | 6:45 PM | St Catherine B9-10 1 | Natick Catholic B9-10 1 | Kennedy Middle School |