December 10, 2025
| Date | Opponent | Time | |
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| Sat | Nov 15 | vs. Williston Northampton(S) | 2:00 PM |
| Wed | Nov 19 | Avon Old Farms(S) (note) | 3:00 PM |
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Founders Jamboree @ISCC
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| Wed | Nov 19 | Loomis Chaffee(S) (note) | 3:00 PM |
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Founders Jamboree @ISCC
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| Mon | Dec 1 | 11:30 AM | |
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Berkshire Jamboree
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| Mon | Dec 1 | Trinity-Pawling(S) (note) | 2:00 PM |
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Berkshire Jamboree
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| Wed | Dec 3 | vs. Frederick Gunn School | 3:00 PM |
| Sat | Dec 6 | @ Canterbury | 3:30 PM |
| Wed | Dec | @ Salisbury | X:45 PM |
| Fri | Dec | @ Milton | X:00 AM |
| Fri | Dec | Kimball Union | X:00 PM |
| Fri | Dec 19- Dec 21 | Flood-Marr Holiday Tournament | |
| Sat | Dec | Westminster | X:00 PM |
| Sun | Dec | @ TBD | X:00 PM |
| Fri | Jan | vs. Millbrook | X:00 PM |
| Sat | Jan | vs. St. Paul's | X:15 PM |
| Wed | Jan | @ Avon Old Farms | X:15 PM |
| Sat | Jan | vs. Loomis Chaffee | X:00 PM |
| Wed | Jan | vs. Kent | X:30 PM |
| Sat | Jan | Exeter (note) | X:00 PM |
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@Eaglebrook
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| Wed | Jan | vs. Berkshire | X:30 PM |
| Sat | Jan | vs. Deerfield | X:00 PM |
| Mon | Feb | @ Trinity-Pawling | X:00 PM |
| Wed | Feb | vs. Choate | X:00 PM |
| Fri | Feb | @ Lawrenceville | X:45 PM |
| Wed | Feb | @ Westminster | X:30 PM |
| Sat | Feb | @ Taft | X:45 PM |
| Mon | Feb | @ Berkshire | X:00 PM |
| Wed | Feb | @ Kent | X:30 PM |
| Sat | Feb | vs. Trinity-Pawling | X:00 PM |
| Wed | Feb | vs. Salisbury | X:30 PM |
| Sat | Feb | vs. Taft | X:45 PM |
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