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  • Donald Dash Trail Run [donaldparktrailruns.com] [Register at runsignup.com]

    Sat, May 02, 2026 at 8:15 AM

    Description

    Course Description: Two race distance option with the goal being to have an option for people new to racing and/or trail runs by offering a shorter distance race (5 km) and a longer race for those...

    Course Description: Two race distance option with the goal being to have an option for people new to racing and/or trail runs by offering a shorter distance race (5 km) and a longer race for those looking for an extra challenge (15 km). There will be some prairie, some single track, some sand, some slick bridges, and of course some hills!

    New in 2026 Kids One Mile FUN RUN!

    Distances: 5 km & 15 km. There is a capacity of ~300 participants so make sure and register early. 100% proceeds donated to Friends of Donald Park. Funds earmarked for trail maintenance and repair. ​During Race: Energy drink, water and energy food provided at aid stations. Awards: Overall M/F (Special locally crafted award), age groups m/f, prizes, door prizes, cash for setting a new course record.

    Where: Donald County Park, Mount Horeb WI. Pop’s Knoll entrance on HWY 92. Directions: 1945 HWY 92 Mount Horeb, WI 53572. Two miles west of Mount Vernon, 20 miles south west of Madison, 5 miles south east of Mount Horeb. Parking is limited at Pop’s Knoll entrance, please car pool if possible.

    Time: Kids Fun Run (8:15), 15 KM (9:00), 5 KM (9:15)
    22 km from New Glarus
    1945 Highway 92, Mount Horeb, Wisconsin, 53572, United States
    OpenStreetMap Google Maps

    1 Miles 5k 15k Fun Run Run Trail

  • Holly's Heart and Sole Family Fun Run [runsignup.com] [Register at runsignup.com]

    Sat, Jul 25, 2026 at 8:30 AM

    Description

    Holly's Heart and Sole Run is a race in memory of our beloved Holly Rose, daughter, sister, mother, friend, who lost her battle with breast cancer in July of 2016 at the age of 33. She left behind...

    Holly's Heart and Sole Run is a race in memory of our beloved Holly Rose, daughter, sister, mother, friend, who lost her battle with breast cancer in July of 2016 at the age of 33. She left behind her family and friends, including her young son, who all miss her and her smile, energy and contagious laugh every day. This race is organized to honor her memory and raise money for scholarships for graduates of Monroe High School who are pursuing degrees in Education, Music or Spanish.
    23 km from New Glarus
    2700 5th Street, Monroe, Wisconsin, 53566, United States
    OpenStreetMap Google Maps

    2 Miles 3.1 Miles 6.2 Miles Fun Run Run

  • Badger Trail Races [finishers.com]

    Sat, Aug 01, 2026

    9.4 km from New Glarus
    Dane County, Wisconsin, United States
    OpenStreetMap Google Maps

    Run Trail

  • Oregon Kids Triathlon [oregonkidstri.com] [Register at runsignup.com]

    Sat, Aug 08, 2026 at 7:00 AM

    Description

    Swim, bike, run…and have fun!

    Welcome to the Oregon Kids Triathlon - an annual event brought to you by the Oregon Community Swim Club. With triathlons ranked as one of the fastest growing sports in...

    Swim, bike, run…and have fun!

    Welcome to the Oregon Kids Triathlon - an annual event brought to you by the Oregon Community Swim Club. With triathlons ranked as one of the fastest growing sports in the United States for kids, we’re getting excited for our 20th Annual event coming up on August 8, 2026 in Oregon, Wisconsin!

    This truly is an event for kids of all ages and abilities on a flat, safe course with five age groups from 5 to 14 years old. The young athletes start with a pool swim, move on to an in-village bike course and finish with an on-trail run course. Race length is based on age group.

    Regardless of athletic ability or prior triathlon experience, this event was created to be achievable for all participants. OKT is all about giving kids a fun way to stay active and walk away with a sense of pride in being able to say “I’m a Triathlete!”

    A custom finisher medal will be waiting for your young athlete at the finish line. We expect to sell out so sign up today!

    Online registrations will be accepted until August 5 at 8:00 pm or until the race is sold out. The online entry fee is $35 + processing fee until July 7. The fee will increase to $45 after July 7. Race day entries will be accepted if space is available.

    What's Included

    • Entry into Triathlon

    • Friday Night Expo

    • Finisher medal

    • Trophies for top finishers in each bracket - boys and girls

    • Event shirt - size guaranteed if registration is received by July 14; shirts available after but sizes will be based on what's still available

    • Goody bag

    • Post-race food and beverage

    • A great time!

    Age Groups & Distances

    5 - 6 years old: swim 50 meters - bike 1.1 miles - run 0.5 miles

    7 - 8 years old: swim 50 meters - bike 1.1 miles - run 0.5 miles

    9 - 10 years old: swim 100 meters - bike 3.6 miles - run 1.10 miles

    11 - 12 years old: swim 100 meters - bike 3.6 miles - run 1.10 miles

    13 - 14 years old: swim 200 meters - bike 5.7 miles - run 1.55 miles

    If you have any questions or would like more information, please email okt@oregonswimclub.com.
    24.2 km from New Glarus
    249 Brook Street, Oregon, Wisconsin, 53575, United States
    OpenStreetMap Google Maps

    Kids Run Swim Trail Triathlon Walk

  • Harley's Hustle [runsignup.com]

    Sat, Oct 03, 2026 at 8:30 AM

    Description

    Harley’s Hustle is an annual event in memory of our daughter, Harley McKenna, who passed away at 40 weeks and 1 day and was delivered stillborn on June 26th, 2018. We were blessed with the comfort...

    Harley’s Hustle is an annual event in memory of our daughter, Harley McKenna, who passed away at 40 weeks and 1 day and was delivered stillborn on June 26th, 2018. We were blessed with the comfort and warmth of a community, professionals, and friends that gave us support through our grief. The stories are many and joyous. Nurses, doctors, funeral directors, community leaders, pastors, and more made such a positive impact. In an effort for us to pay it forward, add to Harley’s legacy, and work to see that we can spread awareness of the commonality of this event, Harley’s Hustle began.
    24.7 km from New Glarus
    425 14th Avenue, Monroe, Wisconsin, 53566, United States
    OpenStreetMap Google Maps

    5k Run

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