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Family (father and/or mother and one or more dependent children) with the most miles completed. The miles applied are those where at least one parent and one child start any sanctioned distance at an event.
| Year | Family Name | Miles |
| 2023 | Stilwell Family | 1425 |
| 2022 | Stoneburner/Feinsod Family | 1405 |
| 2021 | Jellison/Dugan Family | 1250 |
| 2020 | (not awarded) | |
| 2019 | Jarrett Family | 2035 |
| 2018 | Bowling Family | 1825 |
| 2017 | Bowling Family | 2090 |
| 2016 | Blakeley Family | 2465 |
| 2015 | Blakeley Family | 2170 |
| 2014 | MacLeod Family | 1355 |
| 2013 | Bradley Family | 1760 |
| 2012 | Blakeley Family | 1600 |
| 2011 | Blakeley Family | 1750 |
| 2010 | Yost Family | 2460 |
| 2009 | Yost Family | 2620 |
| 2008 | Yost Family | 2285 |
| 2007 | Eiland Family | 2310 |
| 2006 | Bradley Family | 3325 |
| 2005 | Eiland Family | 2635 |
| 2004 | Binns-DiCamillo Family | 2410 |
| 2003 | Barrett Family | 3170 |
| 2002 | Johnson Family | 6345 |
| 2001 | Johnson Family | 4085 |
| 2000 | Johnson Family | 9170 |
| 1999 | Mitchell Family | 4030 |
| 1998 | Monsivais Family | 3685 |
| 1997 | Peticolas-Stroud Family | 7020 |
| 1996 | Kinter Family | 2570 |
| 1995 | Westergard Family | 3590 |
| 1994 | Westergard Family | 2365 |
| 1993 | Paulo Family | 3045 |
| 1992 | Wall Family | 2450 |
| 1991 | Gibbs Family | 3415 |
| 1990 | French/Butler Family | 2960 |
| 1989 | Bowling Family | 4525 |
| 1988 | Fant Family | 2760 |
| 1987 | Christiansen Family | 2675 |
| 1986 | Gaddis Family | 3315 |
| 1985 | Gaddis Family | 3670 |
| 1984 | Beehee Family | 3710 |
| 1983 | Beehee Family | 2785 |
| 1982 | Gibb Family | 2660 |
| 1981 | Hollander Family | 3890 |
| 1980 | Nance Family | 2710 |