The 'Henderson Trophy' pressented by the Legg family to be presented to the Matchplay winner of the Henderson Championship.
Winners:
- 2023: Dominic Harrington (Ferndown)
- 2022: Ben White (Ferndown)
- 2019: Alex Johnston (Broadstone)
- 2018: George Thompson (Ferndown)
- 2017: Adam Harris (Sherborne)
- 2016: Tom Plumb (Sherborne)
- 2015: David Lyon (Lyme Regis)
- 2014: Billy-Joe Bugden (Parkstone)
- 2013: Billy-Joe Bugden (Parkstone)
- 2012: Jack Baker (Knighton Heath)
- 2011: Harry Mitchell (Ferndown)
- 2010: Harry Shaw (Canford Magna)
- 2009: Robert Condliffe (Bridport & West Dorset)
- 2008: Clinton Norris (Knighton Heath)
- 2007: James Wythe (Ferndown)