| Round 1 |
|---|
| 1 |  | Lincoln Academy Eagles | 1-2-6 | vs | 3-4-5 | Falmouth High School, ME Yachtsmen |  |
| 2 |  | Cape Elizabeth High School Capers | 4-5-6 | vs | 1-2-3 | Camden Hills RHS Varsity |  |
| 3 |  | Portland High School Bulldogs | 4-5-6 | vs | 1-2-3 | Unregistered-NESSA Southern Maine |  |
| 4 |  | Yarmouth High School Clippers | 1-2-3 | vs | 4-5-6 | Boothbay RHS SeaHawks Gold |  |
| 5 | | Cape Elizabeth High School Capers | 4-5-6 | vs | 1-2-3 | Lincoln Academy Eagles | |
| 6 | | Portland High School Bulldogs | 2-4-5 | vs | 1-3-6 | Falmouth High School, ME Yachtsmen | |
| 7 | | Boothbay RHS SeaHawks Gold | 2-5-6 | vs | 1-3-4 | Camden Hills RHS Varsity | |
| 8 | | Unregistered-NESSA Southern Maine | 1-3-5 | vs | 2-4-6 | Yarmouth High School Clippers | |
| 9 | | Portland High School Bulldogs | 1-2-5 | vs | 3-4-6 | Cape Elizabeth High School Capers | |
| 10 | | Boothbay RHS SeaHawks Gold | 3-4-5 | vs | 1-2-6 | Lincoln Academy Eagles | |
| 11 | | Unregistered-NESSA Southern Maine | 1-2-6 | vs | 3-4-5 | Falmouth High School, ME Yachtsmen | |
| 12 | | Yarmouth High School Clippers | 4-5-6 | vs | 1-2-3 | Camden Hills RHS Varsity | |
| 13 | | Boothbay RHS SeaHawks Gold | 1-3-5 | vs | 2-4-6 | Portland High School Bulldogs | |
| 14 | | Unregistered-NESSA Southern Maine | 1-2-4 | vs | 3-5-6 | Cape Elizabeth High School Capers | |
| 15 | | Camden Hills RHS Varsity | 2-4-5 | vs | 1-3-6 | Lincoln Academy Eagles | |
| 16 | | Falmouth High School, ME Yachtsmen | 2-3-4 | vs | 1-5-6 | Yarmouth High School Clippers | |
| 17 | | Unregistered-NESSA Southern Maine | 1-2-3 | vs | 4-5-6 | Boothbay RHS SeaHawks Gold | |
| 18 | | Camden Hills RHS Varsity | 1-3-4 | vs | 2-5-6 | Portland High School Bulldogs | |
| 19 | | Falmouth High School, ME Yachtsmen | 1-2-4 | vs | 3-5-6 | Cape Elizabeth High School Capers | |
| 20 | | Yarmouth High School Clippers | 4-5-6 | vs | 1-2-3 | Lincoln Academy Eagles | |
| 21 | | Camden Hills RHS Varsity | 3-4-6 | vs | 1-2-5 | Unregistered-NESSA Southern Maine | |
| 22 | | Falmouth High School, ME Yachtsmen | 1-2-4 | vs | 3-5-6 | Boothbay RHS SeaHawks Gold | |
| 23 | | Lincoln Academy Eagles | 1-2-5 | vs | 3-4-6 | Portland High School Bulldogs | |
| 24 | | Cape Elizabeth High School Capers | 2-5-6 | vs | 1-3-4 | Yarmouth High School Clippers | |
| 25 | | Falmouth High School, ME Yachtsmen | 2-4-5 | vs | 1-3-6 | Camden Hills RHS Varsity | |
| 26 | | Lincoln Academy Eagles | 1-2-3 | vs | 4-5-6 | Unregistered-NESSA Southern Maine | |
| 27 | | Cape Elizabeth High School Capers | 2-3-6 | vs | 1-4-5 | Boothbay RHS SeaHawks Gold | |
| 28 | | Yarmouth High School Clippers | 2-4-5 | vs | 1-3-6 | Portland High School Bulldogs | |
