October Classic Races within 50 miles of Dubuque, IA
City Location
1. GRRRR Great River Road Road Race
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Oct 4, 2025Saturday
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10K, 5K run
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McGregor, IA
45 miles point to pointClayton County, IA
2. Swiss Valley Trail Races
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Oct 4, 2025Saturday
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50K, 25K, 5.2M trail run
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Peosta, IA
10 miles point to pointDubuque County, IA
3. PTA Monster Dash
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Past DateOct 5, 2024Saturday
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5K run
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Fennimore, WI
33 miles point to pointGrant County, WI
4. Pumpkinfest 5K
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Past DateOct 5, 2024Saturday
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5K run
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Anamosa, IA
43 miles point to pointJones County, IA
5. Backbone Trail Run
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Oct 11, 2025Saturday
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4.5M trail run
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Dundee, IA
47 miles point to pointDelaware County, IA
6. Haunted Heritage Trail Fun Run
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Past DateOct 13, 2024Sunday
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10K, 5K, 1M trail run
Virtual OptionMore Information
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Dyersville, IA
24 miles point to pointDubuque County, IA
7. Mines of Spain 100
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Oct 17, 2025Friday
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100M, 100K trail run
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Dubuque, IA
Dubuque County, IA
8. Monster Dash 5K
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Past DateOct 19, 2024Saturday
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5K run
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Platteville, WI
19 miles point to pointGrant County, WI
9. Stream Walk Trail Runs
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Past DateOct 19, 2024Saturday
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30K, 20K, 10K trail run
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Woodman, WI
41 miles point to pointGrant County, WI
10. Galena River Fall Half Marathon
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Oct 25, 2025Saturday
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13.1M, 8K trail run
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Galena, IL
14 miles point to pointJo Daviess County, IL
11. Pony Hollow Trail 15K & 5K Run
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Oct 25, 2025Saturday
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15K, 5K trail run
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Elkader, IA
46 miles point to pointClayton County, IA
12. Trick or Trot 5K
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Past DateOct 26, 2024Saturday
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5K run
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Bloomington, WI
30 miles point to pointGrant County, WI
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.