May Classic Races within 50 miles of Winchester, VA on Saturdays
City Location
1. Frederick Running Festival
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May 3, 2025Saturday
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5K run | kids run
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Frederick, MD
43 miles point to pointFrederick County, MD
2. Annual RCMS 5K
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Past DateMay 4, 2024Saturday
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5K run
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Germantown, MD
48 miles point to pointMontgomery County, MD
3. Ashburn Village Fiesta 5K/10K/Fun Run
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Past DateMay 4, 2024Saturday
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10K, 5K, 1M run
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Ashburn, VA
37 miles point to pointLoudoun County, VA
4. CCA 5K
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Past DateMay 4, 2024Saturday
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5K, 1M run
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Cumberland, MD
45 miles point to pointAllegany County, MD
5. Cougar Literacy 5K
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Past DateMay 4, 2024Saturday
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5K run
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Manassas Park, VA
46 miles point to point
6. Deer Dash 5K
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Past DateMay 4, 2024Saturday
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5K, 1M run
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New Market, MD
50 miles point to pointFrederick County, MD
7. Leopold's Preserve 5K & 10K
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Past DateMay 4, 2024Saturday
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10K, 5K trail run
Virtual OptionMore Information
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Broad Run, VA
34 miles point to pointFauquier County, VA
8. Lost River Trail Run
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Past DateMay 4, 2024Saturday
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13.5M, 9M, 4.5M, 1M trail run
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Mathias, WV
42 miles point to pointHardy County, WV
9. MCRRC Kids on The Run
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Past DateMay 4, 2024Saturday
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kids run
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Gaithersburg, MD
50 miles point to pointMontgomery County, MD
10. Mental Health Awareness 5K
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Past DateMay 4, 2024Saturday
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5K run
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Sterling, VA
41 miles point to pointLoudoun County, VA
11. Palio di Siena 5K for Siena Academy
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Past DateMay 4, 2024Saturday
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5K, 1M run
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Great Falls, VA
48 miles point to pointFairfax County, VA
12. Run First Wine Later 3K/5K
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Past DateMay 4, 2024Saturday
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5K, 3K trail run
Virtual OptionMore Information
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Lovettsville, VA
29 miles point to pointLoudoun County, VA
13. Run The Greenway
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Past DateMay 4, 2024Saturday
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10K, 5K run | kids run
Virtual OptionMore Information
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Ashburn, VA
37 miles point to pointLoudoun County, VA
14. Valley Health 10K
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Past DateMay 4, 2024Saturday
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10K run
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- Winchester, VA
15. Wicked Bottom 5K
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Past DateMay 4, 2024Saturday
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5K trail run | kids run
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Culpeper, VA
50 miles point to pointCulpeper County, VA
16. Antietam Brewery 5K and Beer Mile
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Past DateMay 11, 2024Saturday
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5K run | 1M novelty run
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Hagerstown, MD
40 miles point to pointWashington County, MD
17. Dolly Dash
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Past DateMay 11, 2024Saturday
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5K run
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Harpers Ferry, WV
25 miles point to pointJefferson County, WV
18. Friends of Claude Moore Park 5K Trail Run
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Past DateMay 11, 2024Saturday
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5K trail run
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Sterling, VA
41 miles point to pointLoudoun County, VA
19. Front Royal Kiwanis 5K
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Past DateMay 11, 2024Saturday
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5K run
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Front Royal, VA
18 miles point to pointWarren County, VA
20. Strasburg Mayfest 5K
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Past DateMay 11, 2024Saturday
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5K run
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Strasburg, VA
16 miles point to pointShenandoah County, VA
For the love of all that Is good And moisture wicking...
Though we Try To be accurate And On top Of things... Race details can change When we aren't lookin. And once in a while we simply make a mistake.
ALWAYS visit the race's website for the most complete and accurate race information.
ALWAYS visit the race's website for the most complete and accurate race information.