March 14, 2009
| Date | Opponent | Time | |
|---|---|---|---|
| Sat | Dec 6 | vs. St. Mark's | 3:00 PM |
| Wed | Dec 10 | @ Kent | 2:30 PM |
| Sat | Dec 13 | @ Loomis Chaffee | 3:00 PM |
| Sat | Dec 20 | @ Milton | 12:00 AM |
| Sat | Dec 20 | vs. Governor's | 9:00 AM |
| Sun | Dec 21 | vs. Brooks | 12:00 AM |
| Mon | Jan 5 | vs. NEWHL | 12:00 AM |
| Sat | Jan 10 | vs. Taft | 5:00 PM |
| Wed | Jan 14 | vs. Choate | 4:15 PM |
| Sat | Jan 24 | vs. Hotchkiss | 4:00 PM |
| Thu | Jan 29 | @ Williston Northampton | 12:00 AM |
| Sat | Jan 31 | vs. Frederick Gunn School | 3:00 PM |
| Mon | Feb 2 | vs. Kingswood Oxford | 5:15 PM |
| Wed | Feb 4 | vs. Pomfret | 4:30 PM |
| Wed | Feb 11 | @ Deerfield | 4:30 PM |
| Fri | Feb 13 | vs. Loomis Chaffee | 6:30 PM |
| Sat | Feb 14 | vs. Noble & Greenough | 2:00 PM |
| Wed | Feb 18 | @ Taft | 2:30 PM |
| Sat | Feb 21 | @ Berkshire | 2:30 PM |
| Mon | Feb 23 | vs. Greenwich Academy | 5:00 PM |
| Wed | Feb 25 | @ Andover | 4:00 PM |
| Sat | Feb 28 | vs. Kent | 2:30 PM |
| Wed | Mar 4 | vs. Choate | 12:00 AM |
|
