March 14, 2018
| Date | Opponent | Time | |
|---|---|---|---|
| Wed | Nov 15 | Trinity-Pawling | 9:00 AM |
| Mon | Nov 27 | @ Hotchkiss(S) (note) | 1:00 PM |
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Hotchkiss Jamboree
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| Mon | Nov 27 | Millbrook(S) (note) | 2:45 PM |
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Game played at Hotchkiss as part of Jamboree
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| Thu | Nov 30 | vs. Brunswick | 5:00 PM |
| Sat | Dec 2 | vs. Trinity-Pawling | 6:00 PM |
| Wed | Dec 6 | @ Pomfret | 4:30 PM |
| Sat | Dec 9 | @ Canterbury | 6:15 PM |
| Mon | Dec 11 | vs. Choate | 5:30 PM |
| Thu | Dec 14 | Berkshire | 3:00 PM |
| Thu | Dec 14- Dec 16 | Avon Old Farms Christmas Classic | |
| Fri | Dec 15 | Trinity-Pawling | 9:00 AM |
| Fri | Dec 15 | Frederick Gunn School | 5:00 PM |
| Sat | Dec 16 | St. Paul's | 10:30 AM |
| Sat | Jan 6 | @ Kent | 5:00 PM |
| Wed | Jan 10 | vs. Deerfield | 3:15 PM |
| Sat | Jan 13 | @ Hotchkiss | 3:00 PM |
| Sun | Jan 14 | vs. Cushing | 2:30 PM |
| Thu | Jan 18 | vs. Taft | 3:00 PM |
| Sat | Jan 20 | @ Westminster | 2:00 PM |
| Wed | Jan 24 | vs. Avon Old Farms | 2:30 PM |
| Sat | Jan 27 | vs. Andover | 6:00 PM |
| Sun | Jan 28 | @ Millbrook | 3:30 PM |
| Wed | Jan 31 | vs. Williston Northampton | 4:30 PM |
| Thu | Feb 8 | @ Deerfield (note) | 5:30 PM |
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Game will be played at Eaglebrook School
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| Sat | Feb 10 | vs. Salisbury | 4:00 PM |
| Wed | Feb 14 | vs. Westminster | 3:00 PM |
| Sat | Feb 17 | @ Northfield Mt. Hermon | 3:00 PM |
| Wed | Feb 21 | @ Choate | 3:00 PM |
| Sat | Feb 24 | @ Avon Old Farms | 7:00 PM |
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