3 running and triathlon events in Town of Iola, Wisconsin

From big races to Saturday morning group runs—find running and triathlon events and connect with the local endurance sports community.

• Iola Spring Trail Race [iolawintersportsclub.org] [Register at runsignup.com]
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  Sat, Apr 18, 2026 at 9:00 AM

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  Join us for the annual Iola Spring Trail Race on Saturday April 18th, 2026. Come enjoy a day on the trails at the IWSC! Two different race distances, 5k and 15k. The 5k is a winding course moving...

  Join us for the annual Iola Spring Trail Race on Saturday April 18th, 2026. Come enjoy a day on the trails at the IWSC! Two different race distances, 5k and 15k. The 5k is a winding course moving primarily over ski trail this is a perfect course for people looking to dip their foot into trail racing or reminisce on their high school cross country days! The 15k course is a more technical course with singletrack trail and lung busting climbs - one of which will take you to the top of the IWSC's Ski Jumping Hill! 15k starts at 9am and the 5k starts at 9:15am.

  There will also be a free kids 1k race weather permitting. Food and drinks will be available to purchase in the Chalet. $30/race until March 1st, $40 after March 1st. Day of registration will be available from 8-845 day of the race (cash only).

  5k 15k

  E398 County Rd MM, Town of Iola, Wisconsin, 54945, United States
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• First Mondays Summer Trail Series [iolawintersportsclub.org] [Register at runsignup.com]
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  Mon, Jun 01, 2026 at 6:00 PM

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  The First Mondays 5k Trail Race Series at the Iola Winter Sports Club is a fun new running series for 2025.

  The IWSC will host a trail race/run every First Monday of June/July/August with the final...

  The First Mondays 5k Trail Race Series at the Iola Winter Sports Club is a fun new running series for 2025.

  The IWSC will host a trail race/run every First Monday of June/July/August with the final night the Series Championship in August. Each month there will be a new course for the racers - think fun, exciting, introductory trail races for everyone!

  We will also be hosting a vertical challenge race each series night where participants will attempt to be the first to run from the bottom of our ski jumps to the top on a different hill each event! There will be a free-1k kids race and plenty for kiddos to do while the races are going on - from music, food, mountain bike skills area, etc.

  Day of registration is available and will open at 5pm each night. Kids 1k race starts at 5:40pm followed by the vertical challenge. 5k race will start after the vertical challenge at 6pm.

  This is an untimed event but participants earn points throughout the series to earn raffle tickets for a giveaway at the final event in August!

  5k Run Trail

  E398 County Rd MM, Town of Iola, Wisconsin, 54945, United States
  OpenStreetMap Google Maps