The Mason-Dixon Soccer League conducts two seasons, the fall and spring. The Mason-Dixon Cup is awarded to the team with the best record during the fall season while the winner of the fall playoff lifts the Robert C. Sleighter, Jr. "Slick" Cup. The playoff winner at the end of the spring becomes the Spring League Champion.
Year
Mason-Dixon Cup
Robert C. Sleighter, Jr. "Slick" Cup
Spring Regular Season Champion
Spring Playoff Champion
2018
Blue Side FC
Blue Side FC
Blue Side FC
Blue Side FC
2017
Frederick Berserkers
Shepherdstown FC
Frederick Berserkers
Frederick Berserkers
2016
AFC Inter
Shepherdstown MB
AFC Inter
Shepherdstown MB
2015
Frederick Berserkers
Frederick Berserkers
AFC Inter
Frederick Berserkers
2014
Frederick City FC
Zeno FC
Internationals
Martinsburg FC
2013
FC Shepherdstown
AFC Inter
FC Shepherdstown
FC Reina
2012
FC Shepherdstown
FC Shepherdstown
FC Shepherdstown
FC Shepherdstown
2011
Frederick City FC
Chambersburg Wings
Bushwaller's FC
2010
Bushwaller's FC
Bushwaller's FC
Bushwaller's FC
2009
DMV United
Bushwaller's FC
Bushwaller's FC
2008
AFC Inter
Fredericktown United
Fredericktown United
2007
Fredericktown United
Fredericktown United
2006
Fredericktown United
Fredericktown United
2005
Fredericktown United
Bushwaller's FC
FC Shepherdstown Assault
2004
Bushwaller's FC
Bushwaller's FC
Bramati
2003
Bushwaller's FC
Fredericktown United
2002
Williamsport SC
Bushwaller's FC
2001
Bushwaller's FC
Waynesboro SC
2000
Williamsport SC
Bushwaller's FC
1999
Bushwaller's FC
Bushwaller's FC
1998
Chambersburg Wings
Bushwaller's FC
1997
Middletown
Waynesboro
1996
Chambersburg Wings
Middletown
1995
Chambersburg Wings
Johansson's
1994
Walkersville SC
Westminster Wolves
1993
Mercersburg
Chambersburg Wings
1992
Mercersburg
Chambersburg Wings
1991
Walkersville SC
Walkersville SC
1990
Chambersburg Wings
Middletown
1989
Williamsport
Chambersburg Wings
1988
Chambersburg Wings
McConnellsburg
1987
McConnellsburg
Walkersville SC
1986
McConnellsburg
McConnellsburg
1985
Williamsport
Walkersville SC
1984
Chambersburg Wings
Williamsport
1983
Chambersburg Wings
Chambersburg Wings
1982
Chambersburg Wings
Chambersburg Wings
1981
Walkersville SC
St. Thomas
1980
Walkersville SC
St. Thomas
1979
Chambersburg Wings
Chambersburg Wings
1978
Chambersburg Wings
Chambersburg Wings
1977
Chambersburg Wings
St. Thomas
1976
Chambersburg Wings
Middletown
1975
Williamsport
1974
Middletown
1973
Williamsport
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