| Round 1 |
|---|
| 1 |  | Darien High School Blue Wave | 2-5-6 | vs | 1-3-4 | Barrington High School Eagles |  |
| 2 |  | Hingham High School Harbormen | 1-4-6 | vs | 2-3-5 | Sharon High School Eagles |  |
| 3 |  | Fairfield Ludlowe High School Falcons | 3-4-6 | vs | 1-2-5 | Milton Academy Mustangs |  |
| 4 |  | East Greenwich High School Avengers | 1-2-5 | vs | 3-4-6 | Barnstable HS Red Hawks |  |
| 5 |  | Marthas Vineyard RHS Vineyarders | 1-3-5 | vs | 2-4-6 | Duxbury High School Dragons |  |
| 6 | | Hingham High School Harbormen | 1-2-4 | vs | 3-5-6 | Darien High School Blue Wave | |
| 7 | | Fairfield Ludlowe High School Falcons | 4-5-6 | vs | 1-2-3 | Barrington High School Eagles | |
| 8 | | East Greenwich High School Avengers | 1-2-4 | vs | 3-5-6 | Sharon High School Eagles | |
| 9 | | Marthas Vineyard RHS Vineyarders | 4-5-6 | vs | 1-2-3 | Milton Academy Mustangs | |
| 10 | | Barnstable HS Red Hawks | 1-5-6 | vs | 2-3-4 | Duxbury High School Dragons | |
| 11 | | Fairfield Ludlowe High School Falcons | 2-5-6 | vs | 1-3-4 | Hingham High School Harbormen | |
| 12 | | East Greenwich High School Avengers | 1-2-4 | vs | 3-5-6 | Darien High School Blue Wave | |
| 13 | | Marthas Vineyard RHS Vineyarders | 3-4-5 | vs | 1-2-6 | Barrington High School Eagles | |
| 14 | | Barnstable HS Red Hawks | 2-5-6 | vs | 1-3-4 | Sharon High School Eagles | |
| 15 | | Milton Academy Mustangs | 1-3-5 | vs | 2-4-6 | Duxbury High School Dragons | |
| 16 | | East Greenwich High School Avengers | 2-3-4 | vs | 1-5-6 | Fairfield Ludlowe High School Falcons | |
| 17 | | Marthas Vineyard RHS Vineyarders | 1-4-6 | vs | 2-3-5 | Hingham High School Harbormen | |
| 18 | | Barnstable HS Red Hawks | 1-3-4 | vs | 2-5-6 | Darien High School Blue Wave | |
| 19 | | Milton Academy Mustangs | 2-4-5 | vs | 1-3-6 | Barrington High School Eagles | |
| 20 | | Sharon High School Eagles | 1-2-4 | vs | 3-5-6 | Duxbury High School Dragons | |
| 21 | | Marthas Vineyard RHS Vineyarders | 3-5-6 | vs | 1-2-4 | East Greenwich High School Avengers | |
| 22 | | Barnstable HS Red Hawks | 3-4-6 | vs | 1-2-5 | Fairfield Ludlowe High School Falcons | |
| 23 | | Milton Academy Mustangs | 1-5-6 | vs | 2-3-4 | Hingham High School Harbormen | |
| 24 | | Sharon High School Eagles | 1-2-5 | vs | 3-4-6 | Darien High School Blue Wave | |
| 25 | | Barrington High School Eagles | 1-2-6 | vs | 3-4-5 | Duxbury High School Dragons | |
| 26 | | Barnstable HS Red Hawks | 2-3-5 | vs | 1-4-6 | Marthas Vineyard RHS Vineyarders | |
| 27 | | Milton Academy Mustangs | 1-3-5 | vs | 2-4-6 | East Greenwich High School Avengers | |
| 28 | | Sharon High School Eagles | 2-4-6 | vs | 1-3-5 | Fairfield Ludlowe High School Falcons | |
| 29 | | Barrington High School Eagles | 1-2-5 | vs | 3-4-6 | Hingham High School Harbormen | |
| 30 | | Darien High School Blue Wave | 1-5-6 DNF,DNF | vs | 2-3-4 | Duxbury High School Dragons | |
| 31 | | Milton Academy Mustangs | 2-5-6 | vs | 1-3-4 | Barnstable HS Red Hawks | |
| 32 | | Sharon High School Eagles | 1-2-5 | vs | 3-4-6 | Marthas Vineyard RHS Vineyarders | |
| 33 | | Barrington High School Eagles | 1-2-3 | vs | 4-5-6 | East Greenwich High School Avengers | |
| 34 | | Darien High School Blue Wave | 4-5-6 DNF | vs | 1-2-3 | Fairfield Ludlowe High School Falcons | |
| 35 | | Hingham High School Harbormen | 3-4-5 | vs | 1-2-6 | Duxbury High School Dragons | |
| 36 | | Sharon High School Eagles | 2-5-6 | vs | 1-3-4 | Milton Academy Mustangs | |
| 37 | | Barrington High School Eagles | 2-3-4 | vs | 1-5-6 | Barnstable HS Red Hawks | |
| 38 | | Darien High School Blue Wave | 2-3-5 | vs | 1-4-6 | Marthas Vineyard RHS Vineyarders | |
| 39 | | Hingham High School Harbormen | 2-4-6 | vs | 1-3-5 | East Greenwich High School Avengers | |
| 40 | | Fairfield Ludlowe High School Falcons | 1-3-6 | vs | 2-4-5 | Duxbury High School Dragons | |
| 41 | | Barrington High School Eagles | 1-2-3 | vs | 4-5-6 | Sharon High School Eagles | |
| 42 | | Darien High School Blue Wave | 2-3-6 | vs | 1-4-5 | Milton Academy Mustangs | |
| 43 | | Hingham High School Harbormen | 2-4-5 | vs | 1-3-6 | Barnstable HS Red Hawks | |
| 44 | | Fairfield Ludlowe High School Falcons | 1-2-4 | vs | 3-5-6 | Marthas Vineyard RHS Vineyarders | |
| 45 | | East Greenwich High School Avengers | 1-3-5 | vs | 2-4-6 | Duxbury High School Dragons | |
| Round 2 |
|---|
| 46 | | Milton Academy Mustangs | 2-3-6 | vs | 1-4-5 | Fairfield Ludlowe High School Falcons | |
| 47 | | East Greenwich High School Avengers | 1-3-5 | vs | 2-4-6 | Sharon High School Eagles | |
| 48 | | Barrington High School Eagles | 1-2-6 | vs | 3-4-5 | Barnstable HS Red Hawks | |
| 49 | | East Greenwich High School Avengers | 1-2-6 | vs | 3-4-5 | Milton Academy Mustangs | |
| 50 | | Barnstable HS Red Hawks | 2-3-5 | vs | 1-4-6 | Fairfield Ludlowe High School Falcons | |
| 51 | | Sharon High School Eagles | 1-3-6 | vs | 2-4-5 | Barrington High School Eagles | |
| 52 | | Barnstable HS Red Hawks | 2-5-6 | vs | 1-3-4 | East Greenwich High School Avengers | |
| 53 | | Sharon High School Eagles | 1-2-5 | vs | 3-4-6 | Milton Academy Mustangs | |
| 54 | | Barrington High School Eagles | 4-5-6 | vs | 1-2-3 | Fairfield Ludlowe High School Falcons | |
| 55 | | Sharon High School Eagles | 3-4-5 | vs | 1-2-6 | Barnstable HS Red Hawks | |
| 56 | | Fairfield Ludlowe High School Falcons | 1-2-3 | vs | 4-5-6 | East Greenwich High School Avengers | |
| 57 | | Milton Academy Mustangs | 3-4-6 | vs | 1-2-5 | Barrington High School Eagles | |
| 58 | | Fairfield Ludlowe High School Falcons | 2-4-5 | vs | 1-3-6 | Sharon High School Eagles | |
| 59 | | Milton Academy Mustangs | 1-2-5 | vs | 3-4-6 | Barnstable HS Red Hawks | |
| 60 | | Barrington High School Eagles | 1-2-6 | vs | 3-4-5 | East Greenwich High School Avengers | |
