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Date:
Sat, Oct 17, 2026 at 8:00 AM
Location:
W330 N5113 County Road C
Delafield, Wisconsin
53058
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
13.1 Miles 3.1 Miles 6.2 Miles Fun Run Run Trail Walk

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! ❤️


More races nearby

  • Run From The Tax Man [runsignup.com]

    Sat, Apr 11, 2026 at 8:00 AM

    Description

    Feeling the weight of tax season? Shake it off and hit the trails with us at the Run From The Tax Man! This lighthearted, fun run is the perfect way to escape the stress, outrun the paperwork, and...

    Feeling the weight of tax season? Shake it off and hit the trails with us at the Run From The Tax Man! This lighthearted, fun run is the perfect way to escape the stress, outrun the paperwork, and enjoy some fresh air with fellow "tax fugitives."

    Let’s be honest—at least once in life, everyone dreams of running from the tax man! Why not do it figuratively at Run From the Tax Man? 🏃‍♂️💨

    About the Course:

    Lapham Peak offers one of the most challenging courses in the Wisconsin Trail Assail Series. It’s not as tough as writing that check on April 15th—but it’s close! 😉 This hilly and technical course features:

    • Rocky and sandy areas

    • Dirt trails, tree roots, and washouts

    • Plenty of hills to conquer

    Despite the challenges, it’s a spectacular course that we’re sure you’ll love! And don’t worry—it’s still accessible for new trail runners, ruckers and walkers.

    So grab your running shoes, clear your mind, and join us for a run that’s tax-free and full of fun. Because nothing feels better than running away from the Tax Man! 💸

    Location:

    Lapham Peak State Park

    W329 N846 County Rd C

    Delafield, WI US 53018


    3 km from Delafield
    Delafield, Wisconsin, 53018, United States
    OpenStreetMap Google Maps

    3.1 Miles 6.2 Miles 13.1 Miles Fun Run Run Trail Walk

  • The Non Cancelled Marathon [runsignup.com]

    Sat, Apr 25, 2026 at 8:00 AM

    Description

    🏃‍♂️ The Non-Cancelled Marathon: A Race Built to Last! 🏅

    The Non-Cancelled Marathon: Fast by Design. Legendary by Nature.

    Born in 2020 as a bold answer to race-day uncertainty, the Non-Cancelled...

    🏃‍♂️ The Non-Cancelled Marathon: A Race Built to Last! 🏅

    The Non-Cancelled Marathon: Fast by Design. Legendary by Nature.

    Born in 2020 as a bold answer to race-day uncertainty, the Non-Cancelled Marathon has grown into a go-to event for runners hungry for PRs and Boston qualifiers.

    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.

    Course certification number WI21003DM.

    8.3 km from Delafield
    600 S. Main Street, Oconomowoc, Wisconsin, 53066, United States
    OpenStreetMap Google Maps

    3.1 Miles 6.2 Miles 13.1 Miles 26.2 Miles Marathon Run

  • Mother's Day Run [runsignup.com]

    Sun, May 10, 2026 at 8:00 AM

    Description

    🌸 Make it a Mother’s Day Weekend to Remember! 🌸

    Celebrate the most important woman in your life by running or walking with Mom on Mother’s Day! Trust us—she doesn’t want another toaster. This year,...

    🌸 Make it a Mother’s Day Weekend to Remember! 🌸

    Celebrate the most important woman in your life by running or walking with Mom on Mother’s Day! Trust us—she doesn’t want another toaster. This year, give her the ultimate gift: time together and memories to cherish forever. Whether you’re racing side by side 🏃‍♀️🏃‍♂️ or cheering her on from the sidelines, this event is sure to make her day extra special. ✨

    And don’t forget the kiddos! Bring them along for the FREE Kids’ 1K—a fun, family-friendly run where they’ll feel like champions crossing the finish line. Every little runner will even receive a shiny finisher medal to take home.

    Create moments that matter this Mother’s Day. Join us for a day full of smiles, love, and unforgettable family fun!


    0 m from Delafield
    W330 N5113 County Road C, Delafield, Wisconsin, 53058, United States
    OpenStreetMap Google Maps

    3.1 Miles 6.2 Miles 13.1 Miles Run Walk

  • Conservation Chase [runsignup.com]

    Sat, May 16, 2026 at 8:45 AM

    Description

    Presented by Tall Pines Conservancy🌲

    Building on the legacy of the Bear Trax & Brownie Shuffle, the Conservation Chase is a minimalistic running event designed to highlight the natural beauty of...

    Presented by Tall Pines Conservancy🌲

    Building on the legacy of the Bear Trax & Brownie Shuffle, the Conservation Chase is a minimalistic running event designed to highlight the natural beauty of Lapham Peak State Park while supporting local conservation efforts.

    This is a low-impact, no-frills race focused on simplicity, sustainability, and respect for the land—fewer distractions, more connection to nature🌿.

    The event is professionally managed and timed by Silver Circle Sports Events, LLC, ensuring a smooth, safe, and well-organized race experience while keeping the focus where it belongs: on the run and the environment⏱️.

    Proceeds benefit Tall Pines Conservancy, helping protect and maintain the natural areas and farmland that make the Mid-Kettle Moraine special.

    Run with purpose. Run where it matters.🏁


    2 km from Delafield
    W329 N846 County Rd C, Delafield, Wisconsin, 53018, United States
    OpenStreetMap Google Maps

    3.1 Miles 6.2 Miles 13.1 Miles Run

  • Steps For Strong Minds 5K Run/Walk in Hartland, WI [adelbkorkorfoundation.org] [Register at runsignup.com]

    Sat, May 16, 2026 at 10:30 AM

    Description

    The AB Korkor Foundation is officially retiring the Five Fifty Fifty Run/Walk for Mental Health, a bold and inspiring initiative that began as 50 run/walks in 50 days across all 50 states. During the...

    The AB Korkor Foundation is officially retiring the Five Fifty Fifty Run/Walk for Mental Health, a bold and inspiring initiative that began as 50 run/walks in 50 days across all 50 states. During the first two years of the event, the Foundation’s founder, Adel B. Korkor, personally ran in every one of the 50 events over 50 consecutive days, embodying the dedication, resilience, and urgency behind the Foundation’s mental health mission.

    As the Five Fifty Fifty chapter comes to a close, the Foundation is excited to introduce its next evolution: the Steps For Strong Minds 5K Run/Walk, a family-focused mental health event designed to be more accessible, community-centered, and welcoming to participants of all ages and abilities—continuing the movement forward, one step at a time.

    The Strong Minds Sprint is an exciting new 40-yard dash designed especially for kids ages 10 and under. This high-energy event encourages children to stay active while reinforcing the important connection between physical movement and mental well-being. Through fun, friendly competition, young participants build confidence, resilience, and healthy habits that support strong minds and strong bodies. We are thrilled to introduce this new addition and can’t wait to see our youngest runners take off toward a brighter, healthier future.

    Join our movement and make mental health a priority in YOUR community! We encourage families to run/walk together and to make that easy, kids 13 and under participate for free. Please note that all participants must register, regardless of age, and youth must be accompanied by an adult.

    Proceeds from this event directly support programs that promote mental health awareness and encourage physical activity for kids in your community, helping them build resilience, confidence, and healthy habits that last a lifetime.

    For more information on the MindfulMe: Mental Health Resource Fair click here.

    7.2 km from Delafield
    Waukesha County, Wisconsin, 53029, United States
    OpenStreetMap Google Maps

    5k Run Walk

More races nearby →

Local running group

  • Buena Tierra Run Club Group 40.6 km
    [buenatierramke.com] [runningcrews.com] - Facebook - Instagram

    Founded in Milwaukee in late 2023, Buena Tierra Run Club has rapidly grown from a small group of seven to a vibrant community. Inspired by Patrick’s experience running through Chicago’s Pilsen neighborhood, the group was formed to create a Latino-centered space in Milwaukee’s Southside where running encourages physical and mental well-being. Meeting weekly, their runs connect participants to local streets and landmarks that celebrate Latino heritage and Milwaukee’s diverse urban landscape. Open to everyone but focused on Latino identity, Buena Tierra promotes inclusive, laid-back runs that foster camaraderie and support beyond just the pavement.

    Community Run

    Contact: patrick@buenatierramke.com

    Milwaukee, Wisconsin, United States
    OpenStreetMap Google Maps
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