March 15, 2019
| Date | Opponent | Time | |
|---|---|---|---|
| Wed | Nov 28 | vs. Rivers | 4:00 PM |
| Fri | Nov 30 | @ Milton | 5:15 PM |
| Mon | Dec 3 | vs. St. Mark's | 4:45 PM |
| Sat | Dec 8 | @ Exeter | 4:00 PM |
| Wed | Dec 12 | @ Brooks | 4:00 PM |
| Fri | Dec 14 | Winchendon | 2:00 PM |
| Fri | Dec 14- Dec 16 | St. Sebastian's Tournament | |
| Sat | Dec 15 | vs. Albany Academy | 7:00 AM |
| Sun | Dec 16 | vs. Northwood Junior | 3:00 PM |
| Wed | Dec 19 | Catholic Memorial (note) | 7:00 PM |
|
@ Warrior
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| Fri | Dec 28 | vs. Williston Northampton (note) | 11:00 AM |
|
Prep Showcase
|
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| Sat | Dec 29 | Berkshire (note) | 2:15 PM |
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Prep Showcase @ Nobles
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| Wed | Jan 2 | vs. Noble & Greenough | 3:30 PM |
| Sat | Jan 5 | vs. Belmont Hill | 12:30 PM |
| Tue | Jan 8 | vs. BB&N | 4:15 PM |
| Sat | Jan 12 | vs. Tabor (note) | 3:15 PM |
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Travis Roy Cup
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| Sat | Jan 19 | @ Governor's | 3:30 PM |
| Wed | Jan 23 | @ Noble & Greenough | 4:30 PM |
| Fri | Jan 25 | vs. Thayer | 5:30 PM |
| Wed | Jan 30 | vs. Milton | 4:30 PM |
| Fri | Feb 1 | @ St. Paul's | 4:30 PM |
| Sat | Feb 2 | vs. Proctor | 3:15 PM |
| Wed | Feb 6 | @ Belmont Hill | 4:30 PM |
| Fri | Feb 8 | vs. Lawrence Academy | 5:30 PM |
| Sat | Feb 9 | vs. Hoosac | 1:00 PM |
| Wed | Feb 13 | @ Tabor | 5:15 PM |
| Sat | Feb 16 | vs. Governor's | 1:00 PM |
| Wed | Feb 20 | @ Lawrence Academy | 4:00 PM |
| Fri | Feb 22 | @ Thayer | 6:00 PM |
| Wed | Feb 27 | vs. Dexter | 4:00 PM |
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