| Date | Opponent | Time | |
| Sat | Dec | Berwick (note) | X:30 PM |
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Played at Phillips Exeter
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| Sun | Dec | Tabor (note) | X:30 PM |
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Played at Phillips Exeter
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| Wed | Dec | vs. Berkshire | X:30 PM |
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| Sat | Dec | Browse FREE Archive | X:00 PM |
| Mon | Dec | vs. Hotchkiss | X:00 PM |
| Wed | Dec | @ Taft | X:30 PM |
| Thu | Dec | St. Paul's (note) | X:00 PM |
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@Avon Old Farms Christmas Classic
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| Thu | Dec 13 - Dec 14 | Avon Old Farms Christmas Classic | |
| Fri | Dec 28 - Dec 30 | E.G. Watkins-Cushing Academy New Years Tournament | |
| Fri | Jan | @ Canterbury | X:45 PM |
| Sat | Jan | vs. Winchendon | X:30 PM |
| Sat | Jan | vs. Winchendon (note) | X:00 PM |
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Prep West Jamboree at Berkshire
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| Mon | Jan | vs. Trinity-Pawling | X:30 PM |
| Wed | Jan | @ Millbrook | X:15 PM |
| Sat | Jan | @ Williston-Northampton | X:30 PM |
| Sun | Jan | vs. Albany Academy | X:00 PM |
| Mon | Jan | @ Kent | X:30 PM |
| Wed | Jan | vs. Salisbury | X:30 PM |
| Wed | Jan | vs. Millbrook | X:30 PM |
| Wed | Feb | vs. Avon Old Farms | X:00 PM |
| Fri | Feb | @ Loomis-Chaffee | X:00 PM |
| Sat | Feb | @ Pomfret | X:30 PM |
| Sat | Feb | @ Albany Academy | X:00 PM |
| Mon | Feb | vs. Canterbury | X:45 PM |
| Wed | Feb | vs. Westminster | X:00 PM |
| Sat | Feb | @ Berkshire | X:30 PM |
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