May Classic Races within 25 miles of Westport, CT
City Location
1. Forgotten Forest Ultra Run
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May 3, 2025Saturday
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9H trail run
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Stratford, CT
11 miles point to pointFairfield County, CT
2. MCA 5K & Fun Run
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Past DateMay 4, 2024Saturday
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5K run | kids run
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Milford, CT
15 miles point to pointNew Haven County, CT
3. Breast Cancer Alliance 5K
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Past DateMay 5, 2024Sunday
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5K run
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Greenwich, CT
18 miles point to pointFairfield County, CT
4. Cinco de Mayo 5K
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Past DateMay 5, 2024Sunday
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5K run
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Oyster Bay, NY
21 miles point to pointNassau County, NY
5. Circle of Care 5K
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Past DateMay 5, 2024Sunday
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5K run
Virtual OptionMore Information
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Wilton, CT
9 miles point to pointFairfield County, CT
6. Miles for Margaritas & Cinco de Mama 5K
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Past DateMay 5, 2024Sunday
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5K, 1M run | kids run
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Stratford, CT
11 miles point to pointFairfield County, CT
7. Robert Grable Memorial 5K
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CancelledMay 5, 2024Sunday
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5K, 1K run
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Mount Sinai, NY
20 miles point to pointSuffolk County, NY
8. West Side Run
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Past DateMay 5, 2024Sunday
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5K, 1M run
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Syosset, NY
23 miles point to pointNassau County, NY
9. YMCA 5K in Memory of Marcie Mazzola
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Past DateMay 5, 2024Sunday
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5K run | kids run
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Huntington, NY
19 miles point to pointSuffolk County, NY
10. Loucks Masters Mile
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May 8, 2025Thursday
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1M run
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White Plains, NY
24 miles point to pointWestchester County, NY
11. Charlie Goldberger Loucks 5K
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May 10, 2025Saturday
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5K run
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White Plains, NY
24 miles point to pointWestchester County, NY
12. Run for the Health of It
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May 10, 2025Saturday
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5K run
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Northport, NY
15 miles point to pointSuffolk County, NY
13. Central Islip Fire Department 5K
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Past DateMay 11, 2024Saturday
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5K run
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Central Islip, NY
24 miles point to pointSuffolk County, NY
14. Glen Cove YMCA 5K
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Past DateMay 11, 2024Saturday
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5K run
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Glen Cove, NY
25 miles point to pointNassau County, NY
15. Riverside Run
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Past DateMay 11, 2024Saturday
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3M run | kids run
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Greenwich, CT
18 miles point to pointFairfield County, CT
16. 5K Run For Ukraine
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Past DateMay 12, 2024Sunday
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5K run
Virtual OptionMore Information
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Darien, CT
9 miles point to pointFairfield County, CT
17. Milford Campus Bridgeport Hospital Mother's Day 5K
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Past DateMay 12, 2024Sunday
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5K run | kids run
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Milford, CT
15 miles point to pointNew Haven County, CT
18. Run Like a Mother - Ridgefield
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Past DateMay 12, 2024Sunday
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5K run | kids run
Virtual OptionMore Information
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Ridgefield, CT
14 miles point to pointFairfield County, CT
19. WeCare-Mother's Day 5K
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Past DateMay 12, 2024Sunday
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5K run
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Brookfield, CT
25 miles point to pointFairfield County, CT
20. Stamford Boys & Girls Corporate 5K
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Past DateMay 15, 2024Wednesday
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5K run
Virtual OptionMore Information
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Stamford, CT
12 miles point to pointFairfield County, CT
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.