| Round 1 |
|---|
| 1 |  | Barnstable HS Raiders | 1-4-5 | vs | 2-3-6 | Moses Brown School Quakers |  |
| 2 |  | Portsmouth Abbey School Ravens | 2-4-5 | vs | 1-3-6 | Sharon High School Eagles |  |
| 3 |  | BB&N - Buckingham Browne and Nichols Knights | 1-3-5 | vs | 2-4-6 | Fairfield Prep Jesuits |  |
| 4 |  | Boston College High School Eagles | 1-2-3 | vs | 4-5-6 | Marthas Vineyard RHS Vineyarders |  |
| 5 | | Barnstable HS Raiders | 1-3-6 | vs | 2-4-5 | Portsmouth Abbey School Ravens | |
| 6 | | Fairfield Prep Jesuits | 2-3-4 | vs | 1-5-6 | Moses Brown School Quakers | |
| 7 | | Marthas Vineyard RHS Vineyarders | 2-4-6 | vs | 1-3-5 | Sharon High School Eagles | |
| 8 | | Boston College High School Eagles | 1-3-4 | vs | 2-5-6 | BB&N - Buckingham Browne and Nichols Knights | |
| 9 | | Portsmouth Abbey School Ravens | 1-2-6 | vs | 3-4-5 | Fairfield Prep Jesuits | |
| 10 | | Barnstable HS Raiders | 1-2-5 | vs | 3-4-6 | Marthas Vineyard RHS Vineyarders | |
| 11 | | BB&N - Buckingham Browne and Nichols Knights | 1-2-6 | vs | 3-4-5 | Moses Brown School Quakers | |
| 12 | | Boston College High School Eagles | 1-2-4 | vs | 3-5-6 | Sharon High School Eagles | |
| 13 | | Marthas Vineyard RHS Vineyarders | 1-4-5 | vs | 2-3-6 | Fairfield Prep Jesuits | |
| 14 | | Portsmouth Abbey School Ravens | 3-4-5 | vs | 1-2-6 | BB&N - Buckingham Browne and Nichols Knights | |
| 15 | | Sharon High School Eagles | 3-4-6 DNF | vs | 1-2-5 | Barnstable HS Raiders | |
| 16 | | Boston College High School Eagles | 1-3-6 | vs | 2-4-5 | Moses Brown School Quakers | |
| 17 | | BB&N - Buckingham Browne and Nichols Knights | 1-2-3 | vs | 4-5-6 | Marthas Vineyard RHS Vineyarders | |
| 18 | | Fairfield Prep Jesuits | 1-2-6 | vs | 3-4-5 | Sharon High School Eagles | |
| 19 | | Moses Brown School Quakers | 3-4-5 | vs | 1-2-6 | Portsmouth Abbey School Ravens | |
| 20 | | Barnstable HS Raiders | 3-4-6 | vs | 1-2-5 | Boston College High School Eagles | |
| 21 | | Sharon High School Eagles | 3-5-6 | vs | 1-2-4 | BB&N - Buckingham Browne and Nichols Knights | |
| 22 | | Marthas Vineyard RHS Vineyarders | 3-5-6 | vs | 1-2-4 | Moses Brown School Quakers | |
| 23 | | Fairfield Prep Jesuits | 2-4-6 | vs | 1-3-5 | Barnstable HS Raiders | |
| 24 | | Boston College High School Eagles | 1-2-3 | vs | 4-5-6 | Portsmouth Abbey School Ravens | |
| 25 | | Moses Brown School Quakers | 3-4-5 | vs | 1-2-6 | Sharon High School Eagles | |
| 26 | | Barnstable HS Raiders | 1-4-5 | vs | 2-3-6 | BB&N - Buckingham Browne and Nichols Knights | |
| 27 | | Portsmouth Abbey School Ravens | 1-2-5 | vs | 3-4-6 | Marthas Vineyard RHS Vineyarders | |
| 28 | | Boston College High School Eagles | 1-3-4 | vs | 2-5-6 | Fairfield Prep Jesuits | |
| Round 2 |
|---|
| 29 | | Barnstable HS Raiders | 3-5-6 RAF | vs | 1-2-4 | Moses Brown School Quakers | |
| 30 | | Portsmouth Abbey School Ravens | 3-4-5 | vs | 1-2-6 | Marthas Vineyard RHS Vineyarders | |
| 31 | | Sharon High School Eagles | 1-2-5 | vs | 3-4-6 | Fairfield Prep Jesuits | |
| 32 | | Boston College High School Eagles | 2-3-4 | vs | 1-5-6 | BB&N - Buckingham Browne and Nichols Knights | |
| 33 | | Barnstable HS Raiders | 1-2-6 | vs | 3-4-5 | Portsmouth Abbey School Ravens | |
| 34 | | Fairfield Prep Jesuits | 4-5-6 | vs | 1-2-3 | Moses Brown School Quakers | |
| 35 | | BB&N - Buckingham Browne and Nichols Knights | 1-2-4 | vs | 3-5-6 | Marthas Vineyard RHS Vineyarders | |
| 36 | | Boston College High School Eagles | 2-4-5 | vs | 1-3-6 | Sharon High School Eagles | |
| 37 | | Portsmouth Abbey School Ravens | 4-5-6 | vs | 1-2-3 | Fairfield Prep Jesuits | |
| 38 | | Barnstable HS Raiders | 1-4-5 | vs | 2-3-6 | BB&N - Buckingham Browne and Nichols Knights | |
| 39 | | Sharon High School Eagles | 1-2-4 | vs | 3-5-6 | Moses Brown School Quakers | |
| 40 | | Boston College High School Eagles | 1-2-6 | vs | 3-4-5 | Marthas Vineyard RHS Vineyarders | |
| 41 | | BB&N - Buckingham Browne and Nichols Knights | 1-2-3 | vs | 4-5-6 | Fairfield Prep Jesuits | |
| 42 | | Portsmouth Abbey School Ravens | 3-5-6 | vs | 1-2-4 | Sharon High School Eagles | |
| 43 | | Marthas Vineyard RHS Vineyarders | 2-4-5 | vs | 1-3-6 | Barnstable HS Raiders | |
| 44 | | Boston College High School Eagles | 2-3-6 | vs | 1-4-5 | Moses Brown School Quakers | |
| 45 | | Sharon High School Eagles | 1-5-6 | vs | 2-3-4 | BB&N - Buckingham Browne and Nichols Knights | |
| 46 | | Fairfield Prep Jesuits | 1-2-6 | vs | 3-4-5 | Marthas Vineyard RHS Vineyarders | |
| 47 | | Moses Brown School Quakers | 1-3-5 | vs | 2-4-6 | Portsmouth Abbey School Ravens | |
| 48 | | Barnstable HS Raiders | 1-4-6 | vs | 2-3-5 | Boston College High School Eagles | |
| 49 | | Marthas Vineyard RHS Vineyarders | 4-5-6 | vs | 1-2-3 | Sharon High School Eagles | |
| 50 | | BB&N - Buckingham Browne and Nichols Knights | 1-2-5 | vs | 3-4-6 | Moses Brown School Quakers | |
| 51 | | Fairfield Prep Jesuits | 3-5-6 | vs | 1-2-4 | Barnstable HS Raiders | |
| 52 | | Boston College High School Eagles | 1-2-3 | vs | 4-5-6 | Portsmouth Abbey School Ravens | |
| 53 | | Moses Brown School Quakers | 1-3-4 | vs | 2-5-6 | Marthas Vineyard RHS Vineyarders | |
| 54 | | Barnstable HS Raiders | 4-5-6 | vs | 1-2-3 | Sharon High School Eagles | |
| 55 | | Portsmouth Abbey School Ravens | 2-5-6 | vs | 1-3-4 | BB&N - Buckingham Browne and Nichols Knights | |
| 56 | | Boston College High School Eagles | 1-3-5 | vs | 2-4-6 | Fairfield Prep Jesuits | |
