| Flight 1 (Round 2) |
| 16 |  | Hingham High School Harbormen | 4 | 5 | 6 | vs | 10 | 11 | 12 | St. Johns Prep Eagles |  |
| 17 |  | Sharon High School Eagles | 13 | 14 | 15 | vs | 16 | 17 | 18 | Wellesley High School Raiders |  |
| Flight 2 |
| 18 |  | Winchester High School Varsity | 4 | 5 | 6 | vs | 10 | 11 | 12 | Duxbury High School Dragons |  |
| 19 |  | Sharon High School Eagles | 13 | 14 | 15 | vs | 16 | 17 | 18 | Hingham High School Harbormen |  |
| Flight 3 |
| 20 |  | Winchester High School Varsity | 4 | 5 | 6 | vs | 10 | 11 | 12 | St. Johns Prep Eagles |  |
| 21 |  | Wellesley High School Raiders | 13 | 14 | 15 | vs | 16 | 17 | 18 | Duxbury High School Dragons |  |
| Flight 4 |
| 22 |  | Winchester High School Varsity | 4 | 5 | 6 | vs | 10 | 11 | 12 | Sharon High School Eagles |  |
| 23 |  | Wellesley High School Raiders | 13 | 14 | 15 | vs | 16 | 17 | 18 | Hingham High School Harbormen |  |
| Flight 5 |
| 24 |  | St. Johns Prep Eagles | 4 | 5 | 6 | vs | 10 | 11 | 12 | Duxbury High School Dragons |  |
| 25 |  | Wellesley High School Raiders | 13 | 14 | 15 | vs | 16 | 17 | 18 | Winchester High School Varsity |  |
| Flight 6 |
| 26 |  | St. Johns Prep Eagles | 4 | 5 | 6 | vs | 10 | 11 | 12 | Sharon High School Eagles |  |
| 27 |  | Hingham High School Harbormen | 13 | 14 | 15 | vs | 16 | 17 | 18 | Duxbury High School Dragons |  |
| Flight 7 |
| 28 |  | St. Johns Prep Eagles | 4 | 5 | 6 | vs | 10 | 11 | 12 | Wellesley High School Raiders |  |
| 29 |  | Hingham High School Harbormen | 13 | 14 | 15 | vs | 16 | 17 | 18 | Winchester High School Varsity |  |
| Flight 8 |
| 30 |  | Sharon High School Eagles | 4 | 5 | 6 | vs | 10 | 11 | 12 | Duxbury High School Dragons |  |