| 1 | 2573 | 4/6/24 1:00pm | DeFazio #3 Conroy | Needham Courage | 4 - 2 | Wrentham Wroadrunners | |
| 2 | 2576 | Unscheduled | Field 7 Back Fields (9v9) | Wrentham Wroadrunners | - | Newton B Gremio | |
| 3 | 2579 | 4/20/24 1:00pm | Field 7 Back Fields (9v9) | Wrentham Wroadrunners | 7 - 3 | Northborough Green (Boys 5) | |
| 4 | 2582 | 4/27/24 2:00pm | Point32Health Field | Milton Celtic | - | Wrentham Wroadrunners | |
| 5 | 2585 | 5/4/24 1:00pm | Field 7 Back Fields (9v9) | Wrentham Wroadrunners | - | Southboro Stars | |
| 6 | 2588 | 5/11/24 1:00pm | Field 7 Back Fields (9v9) | Wrentham Wroadrunners | - | Needham Courage | |
| 7 | 2589 | 5/18/24 1:00pm | Weeks A | Newton B Gremio | - | Wrentham Wroadrunners | |
| 8 | 2594 | 5/25/24 1:00pm | Ellsworth-McAfee Field A | Northborough Green (Boys 5) | - | Wrentham Wroadrunners | |
| 9 | 2597 | 6/1/24 1:00pm | Field 7 Back Fields (9v9) | Wrentham Wroadrunners | - | Milton Celtic | |
| 10 | 2598 | 6/8/24 1:00pm | Trottier Middle School - Track Infield | Southboro Stars | - | Wrentham Wroadrunners | |
