2025: Friday Press On Regardless, Detroit Region, Bruce Fisher
2024: Friday Press On Regardless, Detroit Region, Bruce Fisher
2023: Roads Scamper, Milwaukee Region, Jim Crittenden
2022: Great Canyon, Arizona Border Region, Karl Brober
2021: Roads Scamper, Milwaukee Region, Jim Crittenden
2020: Hell and Back, Detroit Region, Scott Harvey Jr.
2019: MOWOG Winter Rally, Land O’ Lakes Region, Clarence & Kate Westberg
2018: Laurel Run, Steel Cities Region, Rick Beattie & Jeff Hutzelman
2017: Badger Trails, Land O’Lakes Region, John Emmons
2016: Badger Trails, Land O’Lakes Region, John Emmons
2015: Badger Trails, Land O’Lakes Region, John Emmons
2014: Badger Trails, Land O’Lakes Region, John Emmons
2013: Magical History Tour, Washington DC Region, David Head
2012: Badger Trails, Land O’Lakes Region, John Emmons
2011: Badger Trails, Land O’Lakes Region, John Emmons
2010: Badger Trails, Land O’ Lakes Region, John Emmons
2009: Northern Lights, Land O Lakes Region, Lois VanVleet
2008: The Barlow Trail, Oregon Region
2007: Badger Trails, Land O’Lakes Region, John A. Emmons
2006: Great Canyon, Arizona Border Region, Karl Broberg
2005: Badger Trails Land O’Lakes Region, John A. Emmons
2004: Badger Trails, Land O’Lakes Region, John A. Emmons
2003: Badger Trails, Land O’Lakes Region, John A. Emmons
2002: Laurel Tour, Steel Cities Region, William Hawkins
2001: Catoctin Monte, Washington DC Region, Jim Mirrielees & Eric Bloom
2000: Northern Lights, Land O’Lakes Region, Lois Van Vleet
1999: The Winery, San Francisco Region, Derf Nation
1998: Trail of the Lonesome Pine, Blue Ridge Region, Earl Hutson
1997: Great Canyon, Arizona Border Region, Dave Jameson & John Sears
1996: Historic New York, Finger Lakes Region, Debbi Segall
1995: Historic New York, Finger Lakes Region, Debbi Segall
1994: Oktoberally, Land O’Lakes Region, Lois Van Vleet
1993: Texas Triangle B2, Houston Region, Ken & Joan Mathew
1992: Historic New York, Finger Lakes Region, Debbi Segall
1991: See Ya Later Alligator, Houston Region, Bob Gillispie
1990: Inaugural, Cal Club Region, John Classen
1989: Harvest Moon Tulip Rally, Western Ohio Region, Mark Fox
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