Competition Winners
| Highland Clan Curling Club | |||||
| Competition History | |||||
| Year | Venue | Chieftain’s Cup | Jimmy MacLean | Jim Mitchell Quaich | Red River Cart |
| 1967 | Crossmyloof | McLeod | |||
| 1968 | Crossmyloof | McGregor | |||
| 1969 | Crossmyloof | MacIntyre | |||
| 1970 | Crossmyloof | McIntosh | |||
| 1971 | Crossmyloof | McGregor | |||
| 1972 | Crossmyloof | McLeod | |||
| 1973 | Crossmyloof | McLeod | |||
| 1974 | Crossmyloof | Mackay | |||
| 1975 | Crossmyloof | Kerr | |||
| 1976 | Crossmyloof | McGregor | |||
| 1977 | Crossmyloof | Cameron | |||
| 1978 | Crossmyloof | McGregor | |||
| 1979 | Crossmyloof | McGregor | |||
| 1980 | Crossmyloof | McGregor | |||
| 1981 | Crossmyloof | McGregor | |||
| 1982 | Crossmyloof | Lamont | |||
| 1983 | Crossmyloof | Lamont | |||
| 1984 | Crossmyloof | Cameron | |||
| 1985 | Crossmyloof | Angus | |||
| 1986 | Crossmyloof | MacKellor | |||
| 1987 | Lochgoilhead | MacKellor | Matheson | ||
| 1988 | Pitlochry | Cameron | McKellar | ||
| 1989 | Pitlochry | Scott | McKellar | ||
| 1990 | Pitlochry | McLaren | Graham | Campbell | |
| 1991 | Pitlochry | Kerr | Mackay | Lamont | |
| 1992 | Pitlochry | Gunn | Matheson | Campbell | |
| 1993 | Pitlochry | MacDougall | Graham | Cameron | |
| 1994 | Pitlochry | Kerr | Cameron | Farquarson | |
| 1995 | Pitlochry | McGregor | Campbell | Gunn | |
| 1996 | Pitlochry | Stewart | Mackenzie | MacGregor | |
| 1997 | Pitlochry | Campbell | McIntyre | Gunn | |
| 1998 | Pitlochry | Campbell | Johnston | Sinclair | |
| 1999 | Pitlochry | Campbell | Cameron | Sinclair | |
| 2000 | Pitlochry | Morrison | Johnston | Campbell | Gunn |
| 2001 | Pitlochry | Campbell | Gunn | Johnston | Cameron 2 |
| 2002 | Pitlochry | Gunn | Cameron 2 | Campbell | Cameron 2 |
| 2003 | Pitlochry | Gunn | Cameron 2 | Mackay | Campbell |
| 2004 | Pitlochry | Gunn | Cameron 2 | Lamont | Matheson |
| 2005 | Pitlochry | Campbell | Stewart | Gunn | Matheson |
| 2006 | Pitlochry | Lamont | MacDougall | Campbell | Gunn |
| 2007 | Pitlochry | Cameron | Gunn | Lamont | Matheson |
| 2008 | Pitlochry | Campbell | Matheson | Lamont | Stewart |
| 2009 | Greenacres | Gunn | Morrison | Cameron | Campbell |
| 2010 | Greenacres | Campbell | Gunn | MacDougall | Matheson |
| 2011 | Greenacres | Campbell | Cameron | MacDougall | Alexander |
| 2012 | Kinross | Gunn | Campbell | MacDougall | Cameron |
| 2013 | Kinross | Cameron | Alexander | Campbell | Gunn |
| 2014 | Kinross | Lamont | Morrison | MacDougall | Cameron |
| 2015 | Kinross | Lamont | Morrison | MacDougall | Campbell |
| 2016 | Kinross | MacDougall | Lamont | Morrison | Cameron |
| 2017 | Kinross | Hamilton | MacDougall | Morrison | Mackay |
| 2018 | Kinross | Gunn | Mackay | MacDougall | Hamilton |
| 2019 | Kinross | MacDougall | Morrison | Hamilton | Gunn |
| 2020 | Kinross | Morrison | Gunn | MacDougall | Hamilton |
| 2021 | |||||