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| Event | Start Date | Type | Designation | Location |
|---|---|---|---|---|
| Recreational Event | 5/2/2004 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 7/18/2004 | Competition | Hillclimb | West Bend, WI |
| Recreational Event | 5/1/2005 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/19/2005 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/15/2005 | Recreation | Recreational Event | West Bend, WI |
| Recreational Event | 5/21/2006 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 7/16/2006 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/21/2006 | Recreation | Recreational Event | West Bend, WI |
| Recreational Event | 5/6/2007 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/17/2007 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/21/2007 | Recreation | Recreational Event | West Bend, WI |
| Recreational Event | 5/4/2008 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 7/6/2008 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/19/2008 | Recreation | Recreational Event | West Bend, WI |
| Recreational Event | 5/3/2009 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/21/2009 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/18/2009 | Recreation | Recreational Event | Hartford, WI |
| Recreational Event | 5/16/2010 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/20/2010 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/17/2010 | Recreation | Recreational Event | West Bend, WI |
| Recreational Event | 5/15/2011 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/19/2011 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/16/2011 | Recreation | Recreational Event | |
| Recreational Event | 5/20/2012 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/17/2012 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/21/2012 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/16/2013 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/20/2013 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/15/2014 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/19/2014 | Recreation | Recreational Event | West Bend, WI |
| Recreational Event | 5/17/2015 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/21/2015 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/18/2015 | Recreation | Recreational Event | Newburg, WI |
| Recreational Event | 5/7/2016 | Recreation | Recreational Event | West Bend, WI |
| Hillclimb Event | 6/19/2016 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/15/2016 | Recreation | Recreational Event | Tba, |
| Hillclimb Event | 6/18/2017 | Competition | Hillclimb | Kewaskum, WI |
| Field and Forest Dual Sport Ride | 10/14/2017 | Recreation | Recreational Event | Kewaskum, WI |
| Hillclimb Event | 6/17/2018 | Competition | Hillclimb | Kewaskum, WI |
| Recreational Event | 10/20/2018 | Recreation | Recreational Event | Kewaskum, WI |
| Kettle Moraine Hillclimb | 6/16/2019 | Competition | Hillclimb | Keaskum, WI |
| Old -N- Kickin | 7/21/2019 | Recreation | Recreational Event | Jackson, WI |
| Recreational Event | 10/19/2019 | Recreation | Recreational Event | Hartford, WI |
| Old N Kickin | 8/23/2020 | Recreation | Road Ride/Run | New Fane , WI |
| Dual Sport Ride | 10/17/2020 | Recreation | Dual Sport | Kewaskum , WI |
| Kettle Moraine Motorcycle Hillclimb | 6/20/2021 | Competition | Hillclimb | Kewaskum, WI |
| Old N Kicking | 8/1/2021 | Recreation | Road Ride/Run | Slinger, WI |
| Field and Forest Dual Sport Ride | 10/16/2021 | Recreation | Dual Sport | Boltonville , WI |
| KMSR HillClimb | 6/19/2022 | Competition | Hillclimb | Kewaskum, WI |
| Old N Kickin | 8/14/2022 | Recreation | Road Ride/Run | Beechwood, WI |
| Kettle Moraine Field & Forest Dual Sport Ride | 10/15/2022 | Recreation | Dual Sport | St. Lawrence, WI |
| Kettle Moraine Sport Riders Father's Day Hillclimb | 6/18/2023 | Competition | Hillclimb | Kewaskum, WI |
| Old N Kicking Ride | 8/6/2023 | Recreation | Road Ride/Run | Hartford, WI |
| Kettle Moraine Field+Forest Dual Sport Ride | 10/14/2023 | Recreation | Dual Sport | Kewaskum, WI |
| KMSR Fathers Day Motorcycle Hillclimb | 6/16/2024 | Competition | Hillclimb | Kewaskum, WI |