| 1999 |
Scott & Angela Anhalt |
Manitowoc |
| 2000 |
David & (Patty) Endres |
Lodi |
| 2001 |
Randy Roecker & Ruth Roecker |
Loganville |
| 2002 |
Kevin & Christine Griswold |
Ixonia |
| 2003 - New Glarus |
Dean & Lynn Strauss |
Sheboygan Falls |
| 2004 - Eau Claire |
Doug & Christina Rebout |
Janesville |
| 2005 - Eau Claire |
Peter & Christina Winch |
Fennimore |
| 2006 - Green Bay |
Kevin & Erika Klahn |
Brooklyn |
| 2009 - Eau Claire |
Kat Becker & Tony Schultz |
Athens |
| 2010 - Mishicot |
Heather & Jay Jauquet |
Pulaski |
| 2011 - Eau Claire |
Patty & Gary Edelburg |
Scandinavia |
| 2012 - Marshfield |
Laura Daniels & Jarred Searls |
Cobb |
| 2013 - Keshena |
Dave & Stacy Jauquet |
Luxemburg |
| 2014- Green Bay |
Jim & Shelly Grosenick |
Watertown |
| 2015 - Weston |
Marieke Penterman |
Thorp |
| 2016 - Eau Claire |
Daniel & Sarah Diederich |
Hobart |
| 2017 - Baraboo |
Sam & Jenn Zimmerman |
Ringle |
| 2018 - Watertown |
Justin & Darci Daniels |
Hixton |
| 2019 - Johnson Creek |
Tony Mellenthin |
Eau Galle |
| 2020 - Chippewa Falls |
Katy Schultz |
Fox Lake |
| 2021 - Neenah |
Shane & Jennifer Sauer |
Waterloo |
| 2022 - Neenah |
Bryanna & Dylan Handel |
Barneveld |
| 2023 - Manitowoc |
Michael & Courtney Gutschenritter |
Oconomowoc |
