2008/09 Hawick Utd
2007/08 Stow
2006/07 Coldstream Ams
2005/06 Langholm Legion
2004/05 West Barns Star
2003/04 Duns
2002/03 Hawick Legion
2001/02 Hawick Utd
2000/01 Leithen Rovers
1999/00 Berwick Harrow
1998/99 Coldstream Ams
1997/98 Ayton
1996/97 Berwick Legion
1995/96 Langholm Legion
1994/95 Gala Rovers
1993/94 Hawick Utd
1992/93 Ancrum
1991/92 Earlston Rhymers
1990/91 Earlston Rhymers
1989/90 Ancrum**
1988/89 Heriot
1987/88 Ancrum**
1986/87 Gala Hotspur**
1985/86 Jed Legion
1984/85 Selkirk
1983/84 Spittal Rovers
1982/83 Chirnside**
1981/82 Ancrum
1980/81 Selkirk Victoria**
1979/80 Kelso Legion
1978/79 Earlston Rhymers
1977/78 Peebles Rovers
1976/77 Heriot
1975/76 Eyemouth Legion**
1974/75 Gordon**
1973/74 Hawick Utd Colts
1972/73 Hawick Legion Rovers
1971/72 Gala Hotspur
1970/71 Chirnside
** No entry on shield, details taken from the book 'From Mossilee to San Siro-The History of Gala Rovers' by Cubbs Turnbull
