6th Boys · 6th Boys - Division 5 · 2019-20 · Winchester
Rank 4 · Record 6-18 · Power 885.6
| 2020-03-05 | D5W-Dover Sherborn (blue) | 20-47 |
| 2020-03-01 | D5NW-Watertown (red) | 24-55 |
| 2020-02-29 | D5N-Concord-Carlisle (white) | 22-50 |
| 2020-02-23 | D5NE-Brookline (blue) | 19-56 |
| 2020-02-16 | D5NW-Waltham Boys (white) | 38-30 |
| 2020-02-15 | D5N-Winchester (green) | 38-25 |
| 2020-02-09 | D5N-Winchester (green) | 34-22 |
| 2020-02-08 | D5NW-Arlington (white) | 21-55 |
| 2020-02-01 | D5NW-Arlington (white) | 19-43 |
| 2020-02-01 | D5NW-Weston (white) | 28-52 |
| 2020-01-26 | D5NW-Arlington (white) | 23-38 |
| 2020-01-25 | D5NW-Watertown (red) | 38-48 |
| 2020-01-19 | D5N-Reading (red) | 31-27 |
| 2020-01-18 | D5N-Reading (red) | 17-27 |
| 2020-01-12 | D5NW-Belmont (blue) | 22-35 |
| 2020-01-05 | D5N-Bedford (white) | 29-35 |
| 2020-01-04 | D5N-Winchester (green) | 36-25 |
| 2019-12-22 | D5N-Lexington | 11-60 |
| 2019-12-21 | D5N-Concord-Carlisle (white) | 16-35 |
| 2019-12-15 | D5NW-Weston (maroon) | 4-38 |
| 2019-12-14 | D5N-Bedford (white) | 20-25 |
| 2019-12-08 | D5N-Concord-Carlisle (white) | 19-46 |