| 2011 | 30 May 26 | 2026 Wicked Wine Run Boise | 1K/5K | Caldwell, ID |
| 2012 | 06 Jun 26 | 2026 Wicked Wine Run Portland, OR | 1K/5K | Rickreall, OR |
| 2013 | 13 Jun 26 | 2026 Wicked Wine Run Fredericksburg, VA | 1K/5K | Spotsylvania Courthouse, VA |
| 2014 | 10 Oct 26 | 2026 Wicked Wine Run Napa Valley Fall Date | 1K/5K | American Canyon, CA |
| 2015 | 26 Sep 26 | 2026 Wicked Wine Run Dallas Ft. Worth | 1K/5K | Burleson, TX |
| 2016 | 27 Jun 26 | 2026 Wicked Wine Run Finger Lakes, NY | 1K/5K | Dundee, NY |
| 2017 | 30 May 26 | 2026 Wicked Wine Run Newport News, VA | 1K/5K | Williamsburg, VA |
| 2018 | 31 Oct 26 | 2026 Wicked Wine Run Pittsburgh | 1K/5K | Allison Park, PA |
| 2019 | 08 Aug 26 | 2026 Wicked Wine Run Cleveland | 1K/5K | Geneva, OH |
| 2020 | 25 Jul 26 | 2026 Handcart Days Races | 1K/5K | Bountiful, UT |
| 2021 | 17 Oct 26 | 2026 Wicked Wine Run Paso Robles | 1K/5K | Paso Robles, CA |
| 2022 | 20 Jun 26 | 2026 Wicked Wine Run Eugene, OR | 1K/5K | Eugene, OR |
| 2023 | 24 Oct 26 | 2026 Wicked Wine Run Chicago | 1K/5K | Wheaton, IL |
| 2024 | 25 Jul 26 | 2026 Wicked Wine Run Minneapolis | 1K/5K | Stillwater, MN |
| 2025 | 21 Nov 26 | 2026 Wicked Wine Run Pensacola | 1K/5K | Milton, FL |