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SWC Boy's Cross-Country

 

  Champion

  Runner-Up

2017

 Newtown  Pomperaug

2016

 New Milford

 Pomperaug

2015

  New Milford

  Pomperaug

2014

  New Milford

  Pomperaug

2013

  Brookfield

  New Milford

2012

  Newtown

  New Milford

2011

  New Milford

  Newtown

2010

  New Milford

  Pomperaug

2009

  New Milford

  Pomperaug

2008

  New Milford

  Brookfield

2007

  New Milford

  Brookfield

2006

  New Milford

  Newtown

2005

  New Milford

  Newtown

2004

  New Milford

  Newtown

2003

  New Milford

  Newtown

2002

  New Milford

  Joel Barlow

2001

  Pomperaug

  New Milford

2000

  New Milford

  Bunnell

1999

  New Milford

  Bunnell

1998

  New Milford

  Pomperaug

1997

  Pomperaug

  Joel Barlow

1996

  Newtown

  Joel Barlow

1995

  Joel Barlow

  Weston