2008/09 Chirnside
2007/08 Gala Rovers
2006/07 Leithen Rovers
2005/06 Hawick Waverley
2004/05 Chirnside
2003/04 Monteith
2002/03 Symington Tinto
2001/02 Kirkconnel
2000/01 Symington Tinto
1999/00 Coldstream Ams
1998/99 Upper Annandale
1997/98 Duns Legion
1996/97 Duns Legion
1995/96 Kirk Utd
1994/95 Shotts YMCA
1993/94 Monteith
1992/93 Shotts YMCA
1991/92 Duns Legion
1990/91 Monteith
1989/90 Rigside
1988/89 Chirnside
1987/88 Maxwelltown HSFP
1986/87 Hawick Legion
1985/86 Monteith
1984/85 Douglas Thistle
1983/84 Tweeddale Rovers
1982/83 Monteith
1981/82 Monteith
1980/81 Shotts MD
1979/80 Lanark Thistle
1978/79 Lanark Thistle
1977/78 Dunbar Blue Circle
1976/77 Dunbar Blue Circle
1975/76 Tweeddale Rovers
1974/75 Tweeddale Rovers
1973/74 Tweeddale Rovers
1972/73 Kelso Utd
1971/72 Hawick Utd
1970/71 Symington
1969/70 Lauder
1968/69 Symington
1967/68 Tweeddale Rovers
1966/67 Tweeddale Rovers
1965/66 Tweeddale Rovers
1964/65 Gala
1963/64 Gala Rovers
1962/63 Gala Rovers
1961/62 Morebattle
1960/61 Tweeddale Rovers
1959/60 Gordon Westruther
1958/59 Selkirk Thistle
1957/58 Broughton Utd
1956/57 Gordon Westruther
1955/56 Greenlaw
1954/55 Greenlaw
1953/54 Gala Rovers
1952/53 Peebles YMCA
1951/52 Eyemouth Swifts
