March 15, 2010
      
| Date | Opponent | Time | |
|---|---|---|---|
| Wed | Nov 18 | vs. TBA(S) | 2:15 PM | 
| Sun | Nov 29 | @ Taft(S) (note) | 12:15 PM | 
| St. Paul's Jamboree | |||
| Sun | Nov 29 | Tabor(S) (note) | 4:00 PM | 
| @ St. Paul's School | |||
| Mon | Nov 30 | @ St. Paul's(S) (note) | 12:00 PM | 
| St. Paul's School Jamboree | |||
| Wed | Dec 2 | @ Millbrook | 4:30 PM | 
| Sat | Dec 5 | vs. Hotchkiss | 5:00 PM | 
| Mon | Dec 7 | vs. Berkshire | 5:15 PM | 
| Sat | Dec 12 | vs. Loomis Chaffee | 7:00 PM | 
| Sat | Dec 19 | @ Lawrenceville (note) | 11:00 AM | 
| Lawrenceville Tournament | |||
| Sat | Dec 19 | Taft (note) | 9:00 PM | 
| Lawrenceville Christmas Tournament | |||
| Sun | Dec 20 | @ Choate | 2:30 PM | 
| Fri | Jan 1 | @ Frederick Gunn School (note) | 1:15 PM | 
| Watkins Tournament - Cushing Academy | |||
| Sat | Jan 2 | @ Culver Academy (note) | 9:00 AM | 
| Watkins Tournament - Cushing Academy | |||
| Sat | Jan 2 | vs. Northwood Junior (note) | 5:30 PM | 
| Cushing E.G. Watkins Tournament | |||
| Sun | Jan 3 | @ TBA (note) | 12:00 AM | 
| Watkins Tournament - Cushing Academy | |||
| Sun | Jan 3 | Pomfret (note) | 9:00 AM | 
| Cushing Academy | |||
| Wed | Jan 6 | vs. Williston Northampton | 3:30 PM | 
| Fri | Jan 8 | @ Frederick Gunn School | 4:15 PM | 
| Sun | Jan 10 | vs. The Hill School | 1:00 PM | 
| Wed | Jan 13 | @ Choate | 2:00 PM | 
| Sat | Jan 16 | vs. Albany Academy | 6:30 PM | 
| Sun | Jan 17 | vs. Albany Academy | 1:00 PM | 
| Wed | Jan 20 | vs. Westminster | 2:30 PM | 
| Sat | Jan 23 | @ Taft | 3:00 PM | 
| Mon | Jan 25 | vs. Millbrook | 4:30 PM | 
| Sat | Jan 30 | @ Pomfret | 4:00 PM | 
| Sun | Jan 31 | @ Winchendon | 1:00 PM | 
| Wed | Feb 3 | @ Berkshire | 4:15 PM | 
| Thu | Feb 11 | @ Trinity-Pawling (note) | 4:45 PM | 
| Rescheduled from Feb. 10 | |||
| Sat | Feb 13 | vs. Cushing | 4:00 PM | 
| Sun | Feb 14 | vs. Winchendon | 1:30 PM | 
| Wed | Feb 17 | @ Williston Northampton | 4:30 PM | 
| Sat | Feb 20 | @ Kent | 7:00 PM | 
| Mon | Feb 22 | vs. Frederick Gunn School | 4:15 PM | 
| Wed | Feb 24 | @ Avon Old Farms | 2:30 PM | 
| Sat | Feb 27 | vs. Salisbury | 4:00 PM | 
| 
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