March 14, 2009
| Date | Opponent | Time | |
|---|---|---|---|
| Sat | Dec 6 | @ Trinity-Pawling | 4:00 PM |
| Wed | Dec 10 | vs. Pomfret | 4:15 PM |
| Sat | Dec 13 | vs. Canterbury | 7:00 PM |
| Wed | Dec 17 | @ Choate | 3:00 PM |
| Thu | Dec 18 | @ St. Paul's | 12:00 AM |
| Fri | Dec 19 | vs. Trinity-Pawling | 12:00 AM |
| Fri | Dec 19 | @ Avon Old Farms | 11:00 AM |
| Sat | Dec 20 | vs. Kent | 12:00 AM |
| Mon | Jan 12 | vs. Kent | 12:00 AM |
| Wed | Jan 14 | @ Deerfield | 4:30 PM |
| Sat | Jan 17 | @ Hotchkiss | 3:00 PM |
| Wed | Jan 21 | @ Taft | 2:30 PM |
| Sat | Jan 24 | vs. Westminster | 7:00 PM |
| Thu | Jan 29 | @ Avon Old Farms | 12:00 AM |
| Sat | Jan 31 | @ Andover | 4:30 PM |
| Wed | Feb 4 | @ Williston Northampton | 4:15 PM |
| Wed | Feb 11 | vs. Deerfield | 4:30 PM |
| Fri | Feb 13 | vs. Frederick Gunn School | 4:30 PM |
| Sat | Feb 14 | @ Salisbury (note) | 3:00 PM |
|
game is at Berkshire
|
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| Wed | Feb 18 | @ Westminster | 2:00 PM |
| Sat | Feb 21 | vs. Northfield Mt. Hermon | 4:30 PM |
| Wed | Feb 25 | vs. Choate | 2:30 PM |
| Sat | Feb 28 | vs. Avon Old Farms | 7:00 PM |
|
