Carlow Cup Past Winners
| Date | Winners | Date | Winners |
| 1987 | D. B. Smith | 2006 | Bert McKay |
| 1988 | J. G. Craig | 2007 | Kirsty Letton |
| 1989 | J. G. Craig | 2008 | Kirsty Letton |
| 1990 | D. B. Smith | 2009 | Jimmy H. Forrest |
| 1991 | J. G. Craig | 2010 | Julia Craig |
| 1992 | R. B. Duncan | 2011 | Bert McKay |
| 1993 | R. B. Duncan | 2012 | Julia Craig |
| 1994 | J. H. Forrest | 2013 | Grant Donald |
| 1995 | D. B. Smith | 2014 | Jack McCorkell |
| 1996 | D. B. Smith | 2015 | Bert McKay |
| 1997 | D. B. Smith | 2016 | Ewan Marr |
| 1998 | I. MacPherson | 2017 | Jack McCorkell |
| 1999 | J. Murray | 2018 | Jack McCorkell |
| 2000 | Andrew Cousar | 2019 | Alan Caldow |
| 2001 | Kirsty Letton | 2020 | N/A |
| 2002 | Kirsty Letton | 2021 | |
| 2003 | R. Cairns | 2022 | |
| 2004 | Kirsty Letton | 2023 | |
| 2005 | Andrew Cousar | 2024 |