8th Boys · 8th Boys - Division 5 · 2021-22 · Winchester
Rank 5 · Record 7-14 · Power 878.0
| 2022-03-06 | D4G-Brookline (white) | 17-47 |
| 2022-03-04 | D5P-Arlington (white) | 22-15 |
| 2022-02-20 | D5P-Reading | 49-33 |
| 2022-02-13 | D5L-Natick | 11-46 |
| 2022-02-13 | D5L-Newton (blue) | 37-60 |
| 2022-02-12 | D5L-Lincoln-Sudbury (white) | 18-51 |
| 2022-02-06 | D4J-Newton (white) | 22-57 |
| 2022-02-05 | D5M-Arlington (gray) | 47-52 |
| 2022-02-05 | D5P-Burlington (blue) | 33-16 |
| 2022-01-22 | D5M-Belmont (gray) | 35-39 |
| 2022-01-16 | D5L-Lincoln-Sudbury (red) | 28-60 |
| 2022-01-15 | D5M-Belmont (blue) | 39-35 |
| 2022-01-09 | D5L-Wellesley (c) | 10-73 |
| 2022-01-08 | D5P-Arlington (white) | 17-56 |
| 2022-01-02 | D5M-Somerville (red) | 33-30 |
| 2021-12-19 | D5P-Arlington (white) | 34-33 |
| 2021-12-18 | D5P-Bedford (white) | 27-32 |
| 2021-12-12 | D5P-Bedford (white) | 19-20 |
| 2021-12-11 | D5M-Belmont (gray) | 20-15 |
| 2021-12-05 | D5P-Concord-Carlisle (white) | 23-58 |
| 2021-12-04 | D5M-Belmont (blue) | 20-48 |