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Below is the 2009-2010 season schedule for the Conestoga Pioneers. 6 pm start times are for JV; Varsity start time is 7 pm.
| Dec 12, 2009, all day (Sat) | Pleasant Valley Tournament |
| Dec 16, 2009, 6 pm (Wed) | Penncrest away |
| Dec 27, 2009, all day (Sun) | AI Dupont Tournament |
| Dec 28, 2009, all day (Mon) | AI Dupont Tournament |
| Jan 6, 2010, 6 pm (Wed) | Lower Merion away |
| Jan 8, 2010, 6 pm (Fri) | Springfield at home |
| Jan 13, 2010, 6 pm (Wed) | Harriton away |
| Jan 15, 2010, 3:30 pm (Fri) | Garnet Valley at home VARSITY starts first |
| Jan 16, 2010, all day (Sat) | Richmond, VA tournament |
| Jan 21, 2010, 6 pm (Thu) | Radnor away |
| Jan 22, 2010, 4 pm (Fri) | Five Star Duals at Conestoga |
| Jan 23, 2010, all day (Sat) | Five Star Duals at Conestoga |
| Jan 27, 2010, 6 pm (Wed) | Marple Newtown at home Youth Night |
| Jan 30, 2010 ? pm (Sat) | Wrestling Wrendevouz Parent Dinner |
| Feb 3, 2010, 6 pm (Wed) | Strath Haven away |
| Feb 6, 2010, 6 pm (Sat) | Upper Darby at home / POSTPONED |
| Feb 10, 2010 6 pm (Wed) | Haverford at home / POSTPONED |
| Feb 12, 2010, 6 pm (Fri) | Ridley away |
| Feb 13, 2010, 7 pm (Sat) | Haverford at home VARSITY ONLY Hall of Fame Night (new date) Senior Night (new date) (rescheduled due to snow) |
| Feb 16, 2010, 6 pm (Tue) | Upper Darby at home Senior Night (new date) (rescheduled due to snow) |
| Feb 20, 2010, all day (Sat) | Sectionals |
| Feb 27, 2010, all day (Sat) | Districts |
| Mar 5 & 6, all day (Fri/Sat) | Regionals |
| Mar 11-13, all day (Thurs-Sat) | States |
