The following list are previous year's overall and regional winners.
- 2008 Woodlot Owner of the Year
- 2007 Woodlot Owner of the Year
- 2006 Woodlot Owner of the Year
- 2005 Woodlot Owner of the Year
- 2004 Woodlot Owner of the Year
- 2003 Woodlot Owner of the Year
- 2002 Woodlot Owner of the Year
- 2001 Woodlot Owner of the Year
- 2000 Woodlot Owner of the Year
- 1999 Woodlot Owner of the Year