| Date | Teams | Varsity Results | JV Results |
|---|---|---|---|
| 4/2/2008 | Sherwood at Gaithersburg V 7 pm/JV 5:15 pm | 3-15 (L) | 8-3 (W) |
| 4/8/2008 | Sherwood at Blake V 5:15 pm/JV 3:30 pm | 12-5 (W) | 8-0 (W) |
| 4/10/2008 | Springbrook at Sherwood V 7 pm/JV at SP 5 pm | 12-5 (W) | 11-1 (W) |
| 4/12/2008 | Sherwood at Paint Branch V 12 pm/JV 10 am | 12-5 (W) | 13-2 (W) |
| 4/14/2008 | Whitman at Sherwood V 7 pm/JV 5:15 pm | 8-9 (L) | 8-1 (W) |
| 4/15/2008 | Kennedy at Sherwood V 7 pm | 12-5 (W) | -- |
| 4/16/2008 | Kennedy at Sherwood JV 5:30 pm | -- | 14-0 (W) |
| 4/18/2008 | Sherwood at Blair V 7 pm/JV 5:15 pm | 12-3 (W) | 14-4 (W) |
| 4/22/2008 | Damascus at Sherwood V 7 pm/JV 5:15 pm | 13-1 (W) | 6-7 (L) |
| 4/23/2008 | Sherwood at Quince Orchard V 7 pm/JV 5:15 pm | 6-11 (L) | 15-6 (W) |
| 4/25/2008 | Churchill at Sherwood V 7 pm/JV 5:15 pm | 5-7 (L) | 12-3 (W) |
| 4/29/2008 | Poolesville at Sherwood JV 3:30 pm | -- | 17-4 (W) |
| 4/30/2008 | Wootton at Sherwood V 5:15 pm | 5-12 (L) | -- |
| 5/5/2008 | Sherwood at Magruder V 5:15 pm | 10-4 (W) | -- |
| Playoffs | |||
| 5/8/2008 | First round: Einstein at Sherwood V 7 pm | 14-0 (W) | -- |
| 5/10/2008 | Second round: Sherwood at Churchill 10 am | 11-14 (L) | -- |