| Date | Time | Opponent | Location | More Info | Rescheduled? |
| Wednesday, Apr 10 |
3:30
| Convent of the Sacred Heart | H | |
|
| Wednesday, Apr 10 |
3:30
| Rye Country Day School | H | |
|
| Saturday, Apr 13 |
3:00
| Williston Northampton School | A | |
|
| Wednesday, Apr 17 |
2:30
| Westover School | H | |
|
| Wednesday, Apr 17 |
2:30
| Choate Rosemary Hall | H | |
|
| Saturday, Apr 20 |
2:30
| Miss Porter's School | A | |
|
| Wednesday, Apr 24 |
3:30
| Hotchkiss School | A | @Round Hill |
|
| Wednesday, Apr 24 |
3:30
| Greenwich Academy | A | @Round Hill |
|
| Saturday, Apr 27 |
2:30
| Ethel Walker School | H | |
|
| Saturday, Apr 27 |
2:30
| Loomis Chaffee School | H | |
|
| Saturday, Apr 27 |
2:30
| Convent of the Sacred Heart | H | |
|
| Wednesday, May 01 |
3:00
| Westover School | A | @Hotchkiss |
|
| Wednesday, May 01 |
3:00
| Hotchkiss School | A | |
|
| Wednesday, May 01 |
3:00
| Miss Porter's School | A | @Hotchkiss |
|
| Wednesday, May 08 |
3:00
| Ethel Walker School | A | @Tower Ridge CC |
(Cancelled)
|
| Wednesday, May 08 |
3:00
| Greenwich Academy | A | @Tower Ridge CC |
(Cancelled)
|
| Wednesday, May 08 |
3:00
| Choate Rosemary Hall | A | @Tower Ridge CC |
(Cancelled)
|
| Saturday, May 11 |
3:00
| Loomis Chaffee School | A | @Wintonbury Hills |
|
| Monday, May 13 |
8:00 AM
| Independent School Golf Classic | A | @Blue Hills C.C. |
|
| Wednesday, May 15 |
2:30
| Founders League | H | |
|