| Squirt II | ||||
| Date | Time | Location | Opponent | Score |
| October 4-13: 2003 Mayor's Cup Tournament | ||||
| Parity Round | ||||
| Sat 10/18 | 7:00 am | Neponset | @ Somerville I | 2-7 |
| Sat 10/25 | 10:30 am | Hyde Park | Wellesley A2 | 1-9 |
| Sun 11/2 | 11:40 am | Quincy | @ Quincy B | 0-7 |
| Sat 11/8 | 8:10 am | Hyde Park (R/3) | Needham B1 | - |
| Sun 11/9 | 10:20 am | Cleveland Circle | TriBoro II | 0-8 |
| Sat 11/15 | 10:30 am | Hyde Park | Allston-Brighton I | 3-7 |
| Sat 11/22 | 8:10 am | Belmont High | @ Belmont II | 0-1 |
| Sat 11/29 | 7:00 am | South Boston | @ Hyde Park A | 1-6 |
| Sun 11/30 | 9:20 am | Hyde Park (R/3) | Brookline I | - |
| Regular Season | ||||
| Sat 12/13 | 7:00 am | South Boston | @ Dedham B | 2-5 |
| Sun 12/14 | 10:30 am | Neponset | Quincy B | 0-5 |
| Sat 12/20 | 9:00 am | West Roxbury | @ Belmont III | 5-0 |
| Sun 12/21 | 9:20 am | Hyde Park (M/3) | @ Dedham B | - |
| Sat 12/27 | 8:10 am | South Boston | Quincy C | 1-4 |
| Sat 1/3 | 11:00 am | Somerville | @ Wellesley Open B | 1-2 |
| Sat 1/10 | 10:30 am | Charlestown | Wellesley Open G | 5-0 |
| Sat 1/17 | 9:00 am | West Roxbury | Dedham B | 4-2 |
| January 19-29: District 1 State Tournament Playdowns | ||||
| Sat 1/24 | 10:30 am | South Boston | Wellesley Open B | 2-3 |
| Sat 1/31 | 4:00 pm | Cleveland Circle | Brookline II | 0-3 |
| Sat 2/7 | 9:20 am | Charlestown | Waltham C | 2-4 |
| Sat 2/14 | 7:00 am | Charlestown | @ Quincy C | 3-2 |
| Sun 2/15 | 9:20 am | Hyde Park (R/3) | Brookline II | - |
| Sat 2/21 | 10:30 am | South Boston | @ Wellesley Open G | 8-1 |
| Sun 2/29 | 10:30 am | Somerville | TriBoro III | 2-2 |
| Sun 3/7 | 10:00 am | South Boston | @ Waltham C | 1-6 |
| Mon 3/15 | 8:01 pm | Private Ice | Belmont III | |