| Winner | Runner-up | |
| 1998 | Iscoyd & Fenns Bank Second XI | Montgomery Second XI |
| 1999 | Llanidloes Second XI | Worfield Second XI |
| 2000 | Montgomery Second XI | Welshpool Second XI |
| 2001 | Hinstock | Market Drayton Second XI |
| 2002 | Tibberton Second XI | Worfield Second XI |
| 2003 | Whitchurch Third XI | Alberbury Second XI |
| 2004 | Cae Glas Second XI | Willey Second XI |
| 2005 | Corvedale | Grove |
| 2006 | Hales | Much Wenlock Second XI |
| 2007 | Beacon | Quayside |
| 2008 | Tibberton Second XI | Knockin & Kinnerley Second XI |
| 2009 | Wroxeter & Uppington Second XI | Trysull & Seisdon Second XI |
| 2010 | Condover Second XSecond XI | Frankton Third XI |
| 2011 | Wem Third XI | Forton Second XI |
| 2012 | Wellington Fifth XI | Oswestry Fourth XI |
| 2013 | Welshpool Third XI | Broseley Second XI |
| 2019 | Column | Willey Second XI |
David Gallagher
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