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Trail Running Calendar near Madison 2026-2027

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Explore the top trail runs near Madison for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Scenic chip timed 8K and 16K trail runs near Madison on October 18, 2026 with age group awards, post run food, and a 280 runner field limit.
November 2026
Trail races at Elver Park in Madison on November 7, 2026 offering 10K, 5K and a free 1K kids fun run, with course maps, a post-race raffle and social gathering.
December 2026
Night-time out-and-back runs on a flat crushed limestone trail in Lake Mills WI, with approximately 17.5 and 31 mile options and required lights and reflective gear.
May 2027
Trail races at Donald County Park offering 5 km, 15 km and a Kids One Mile Fun Run with proceeds supporting Friends of Donald Park for trail maintenance.
Rumble on the Ridge is a backyard ultra style last person standing race near Arena, Wisconsin, run on a 1 to 1.25 mile loop with 20 minute laps. The course reverses direction every four hours and includes 250 to 300 feet of elevation gain per lap.
Out-and-back trail event in Belleville, Wisconsin offering 50 mile, 50K, and Half Marathon distances on the Badger and Sugar River rail trails with regular aid stations.
September 2027
Last Dot Standing alternates hourly 4.2 mile runs between Belleville Community Park and Dot's Tavern until one runner remains; other multi hour race options are available.
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