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| Date | Opponent | Time | Location | Results | ||
| 9/18/10 | Northfield Mount Hermon | 2:00 PM | Kent | |||
| 9/22/10 | Salisbury School | 3:00 PM | Salisbury | |||
| 9/25/10 | Choate Rosemary Hall | 2:30 PM | Kent | |||
| 9/29/10 | Berkshire School | 3:00 PM | Kent | |||
| 10/2/10 | Deerfield Academy | 3:00 PM | Deerfield | |||
| 10/6/10 | South Kent School | 2:30 PM | Kent | |||
| 10/9/10 | Brunswick School | 3:30 PM | Kent | |||
| 10/13/10 | Kingswood-Oxford School | 3:30 PM | Kent | |||
| 10/16/10 | Canterbury School | 2:30 PM | Canterbury | |||
| 10/20/10 | Millbrook School | 3:00 PM | Millbrook | |||
| 10/23/10 | Hopkins School | 4:00 PM | Hopkins | |||
| 10/27/10 | Avon Old Farms | 3:00 PM | Kent | |||
| 10/30/10 | Taft School | 2:30 PM | Kent | |||
| 11/3/10 | Trinity-Pawling School | 3:00 PM | Kent | |||
| 11/6/10 | Hotchkiss School | 3:00 PM | Kent | |||
| 11/10/10 | Westminster School | 3:00 PM | Westminster | |||
| 11/13/10 | Loomis Chaffee School | 1:30 PM | Loomis | |||