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  • Distance: 3 km from Oconomowoc
    Sat, Jul 25, 2026 at 6:30 AM

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    I TRI, THEREFORE I AM! ELEVEN YEAR ANNIVERSARY!

    Join us on Saturday, July 25, 2026 for the Lake Country Triathlon, one of the Midwest premiere endurance challenges. Located in the heart of beautiful Lake Country, Wisconsin. The Lake Country Triathlon offers an amazing race experience that begins with a swim in the clear waters of Lac La Belle, an incredible scenic ride through the rural glacial landscape of SE Wisconsin, and a run through the charming community of Oconomowoc.

    This year is our 11th year since re-establishing the triathlon in 2015. Over the past 11 years, we've seen athletes from nearly every state, Canada, and even Europe. We are the perfect setting for the first time triathlete and provide challenging competition for the world's best elite triathletes. We're hoping this year will be our largest and best Lake Country Tri yet and we hope you'll join us in July!

    Alan Halfen

    Race Director

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    17.65 Miles32.7 Miles70.3 MilesRunSwimTriathlon via RunSignup
  • Distance: 661 m from Oconomowoc
    Sat, Sep 12, 2026 at 7:00 AM

    Whether you’re gearing up for your first race, locking in a training run for a big fall marathon, or just want to cruise a gorgeous course, the DoLittle won’t disappoint. This stretch of the trail is scenic, smooth, and speedy — ideal for setting a PR or just enjoying the spring vibes.

    🤔 What’s with the name?

    You know... Do a little marathon. 😉 Whether that’s a few miles or the full 26.2, we’re here for it!

    This is not just flat. It is laser-flat, lightning-fast, and fully certified, a course built to reward strong legs and smart pacing. Even better, it is a dream for spectators. Your fans and crew can cheer you on up to eight times without budging, then roll straight into the start and finish to witness the moment you make it official.

    If you are ready for a high-energy, runner-first marathon that delivers speed, support, and unforgettable vibes, lace up and join us. This is the race that shows up.

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    3.1 Miles6.2 Miles13.1 Miles24 Miles26.2 MilesMarathonRunTrail via RunSignup
  • N74 W35911 Servants' Way, Waukesha County, Wisconsin, 53066, United States
    OpenStreetMap Google Maps
    Distance: 2.5 km from Oconomowoc
    Sat, Oct 10, 2026 at 9:00 AM

    All proceeds benefit children with special needs at Zachariah's Acres, a 501(c)(3) organization located in the town of Oconomowoc, WI.

    Zachariah's Acres hosts nature-based experiences for children with special needs and their families. When families attend one of our signature events, they create life-long memories, enhance social skills, strengthen family relationships, and simply relax in nature. Favorite activities include fishing, guided nature walks and rolls through prairie grass and wildflowers, snowshoeing, sleigh rides, hay wagon rides, apple picking, or cooking in our educational kitchen.

    More than 38 schools, nonprofits, and community partners visit Zachariah's Acres on a regular basis for educational field trips, outdoor recreation, vocational skills training, volunteer opportunities, and hands-on learning.

    For more information & to get involved, visit zachariahsacres.org.

    New for 2026 - Rucking!

    What is rucking?

    Rucking is a physical activity that involves walking or hiking with a weighted backpack (called a rucksack). The term comes from the military, where soldiers train and operate carrying heavy loads over long distances. In civilian fitness and recreation, rucking is gaining popularity as a versatile and low-impact workout.

    More information about rucking.

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    3.1 Miles13.1 MilesRunWalk via RunSignup
  • W330 N5113 County Road C, Delafield, Wisconsin, 53058, United States
    OpenStreetMap Google Maps
    Distance: 7.6 km from Oconomowoc
    Sat, Oct 17, 2026 at 8:00 AM

    National Sweetest Day Run 🍬❤️

    Celebrate National Sweetest Day by doing something truly sweet for yourself and those you care about—join us for a fun run or walk! Whether you’re running solo, with friends, or sharing this special day with a loved one, this event is all about spreading joy, kindness, and a little bit of sweat.

    Event Highlights:

    • Distance Options: 5K, 10K, or Half Marathon—something for everyone!

    • Sweet Treats: Enjoy post-race goodies to reward your hard work.

    • Scenic Course: A beautiful trail surrounded by nature—perfect for a relaxing run or walk.

    • For Everyone: Bring your sweetest someone, your bestie, or the whole family!

    National Sweetest Day is about showing kindness and love, and there’s no sweeter way to do that than by spending time together outdoors. So grab your running shoes, spread some cheer, and make this Sweetest Day one to remember! ❤️


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    3.1 Miles6.2 Miles13.1 MilesFun RunRunTrailWalk via RunSignup
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Local running group

  • Group
    Distance: 47.7 km

    Buena Tierra Run Club emerged from a simple revelation. After co-founder Patrick ran through Chicago's Latino Pilsen neighborhood, he knew Milwaukee needed a space where Latino runners could gather, celebrate, and reshape the health narrative in their community. Founded in November 2023, what started with seven people at a first run has grown into a movement of more than 250 runners. Now they gather regularly at Milwaukee's Zócalo Food Park, building a community bound by movement, pride, and the spirit of the Southside. Every run is free and open to all, a chance to inspire the next generation and rep Milwaukee in a way that truly speaks to you.

    See full details
    CommunityRun
    East Wells Street, Milwaukee, Wisconsin, 53203, United States
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