Note * 2020 there was a tie for 1st place with no play-off.
| 2021 | Douglas MacDonald | Greyhawk Golf Course |
| 2020 * | Tom Henderson | Smiths Falls |
| 2020 * | John Taylor | Public Player |
| 2019 | Tom Hossfeld | Hylands |
| 2018 | John Taylor | Public Player |
| 2017 | Mike Poloni | Greensmere |
| 2016 | Larry Morin | Rivermead |
| 2015 | Lyle Alexander | Greensmere |
| 2014 | Joseph Pethes | Rivermead |
| 2013 | Joseph Pethes | Rivermead |
| 2012 | Dru Lafave | GreyHawk |
| 2011 | Rick St. Dennis | Vieux Moulins |
| 2010 | Rick St. Dennis | Kingsway Park |
| Year | Janet Mathews Trophy | Club |
| 2021 | Pam Fraser | Greyhawk |
| 2020 | Pam Fraser | Hylands |
| 2019 | Teri De Luis | Brockville |
| 2018 | Carole Letendre | Algonquin |
| 2017 | Carole Letendre | Algonquin |
| 2016 | Diane Dolan | Hylands |
| 2015 | Bonnie Wolff | Carelton |
| 2014 | Teri De Luis | Brockville |
| 2013 | Diane Dolan | Hylands |
| 2012 | Diane Dolan | Hylands |
| 2011 | Susan Pearl | Rideau View |