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  • Distance: 949 m from Winston-Salem
    Sat, Mar 13, 2027 at 7:30 AM

    Registration Is OPEN for the 2026 Run Leo road races!

    Run Leo is one of the premier races in the Triad with upwards of 1000 runners each year.

    It is the main fund raiser in support of the children of St. Leo Catholic School.

    Our 2027 Run Leo Road Race will be run on Saturday, March 13th.

    If you sign up for the virtual race, you can run it any time between the 9th and the 14th. Then, post your times and pictures by the 14th.

    So, come join us!

    Registration works the same as in years past. We will post your time on our web site and you'll get a quality t-shirt.

    Finally, of course, you'll show your support for our wonderful students and faculty.

    If you can't join us by running, you can donate to the cause by clicking on the Donate link in the menu to the left.

    If you are interested in sponsoring this year's race or would like more information, please email us at [email protected]

    Be sure to visit this page closer to the event for any updates.

    1 Miles5k10kFun RunRunVirtual
  • Distance: 1.7 km from Winston-Salem
    Sat, Oct 03, 2026 at 9:00 AM

    Maddie’s Miles 5K

    Still in the Game

    Join us for this year’s Maddie’s Miles 5K Memorial Run/Walk in memory of Madison “Maddie” Marini

    Every year, the theme for Maddie’s Miles reflects something Maddie loved. This year’s theme, “Still in the Game”, honors her love for sports. Maddie loved playing them, watching them, and cheering on her favorite teams. The excitement, teamwork, and heart that come with sports were a big part of who she was.

    But this theme also carries a deeper meaning. In the face of addiction, loss, and recovery, we are reminded that hope, love, and community are still in the game. Every step taken at Maddie’s Miles represents a commitment to keep fighting, to support those struggling with addiction, and to honor the lives that continue to inspire us.

    Together, we run for Maddie, for those we’ve lost, for those in recovery, and for the belief that no one should ever feel like they are out of the game.

    We're thrilled to welcome back Ruff Love Rescue https://www.ruffloverescue.com/ A rescue organization that was close to Maddie's heart. They'll be set up at the event— and bringing adoptable dogs who would love to join you on the course!

    Maddie's Miles 5k Run/Walk event is at Jamison Park in Winston-Salem. This run will be held on an out and back course on Muddy Creek Greenway. There will be auction items, prizes, & food!

    PRESENTING SPONSOR

    Maddie's Miles is proudly sponsored by

    Morrow, Porter, Vermitsky & Taylor, PLLC

    https://morrowporter.com/

    Attorneys at Law- Proudly serving W-S since 1987

    3890 Vest Mill Road Winston-Salem, NC 27103

    336-265-6203

    WHY WE NEED YOUR SUPPORT

    Each year over 100,000 people die from drug overdoses in the US. This staggering number includes deaths from opioids, synthetic opioids, and other substances. Each death, is someone's child, mother, father, aunt, uncle, friend, etc. Efforts to combat this crisis include increased funding for treatment and prevention, as well as harm reduction strategies such as the distribution of naloxone, a medication that can reverse opioid overdoses. Despite this, the number of overdose deaths remains alarmingly high, highlighting the need for comprehensive and sustained efforts to address the root causes of addiction​ (CDC Blogs)​​.

    MADDIE

    My amazing, intelligent, talented and beautiful daughter Madison “Maddie” Marini, struggled with addiction for many years. Limited resources, financial obstacles and the undeniable Stigma that still exists today, made her road to recovery not possible. Maddie had hopes and dreams of attending college and becoming a forensic anthropologist. She was nicknamed "Bones" after her favorite TV show character, who played a forensic anthropologist. Maddie was always so intrigued by the thought of being able to find out what might have happened to people, so that she would be able to give families answers and closure about their loved ones. Never did I ever imagine, I would be the one needing answers and closure. When Maddie walked into a room, you might not have known who she was, but you never forgot her. She had the most vibrant personality that commanded the entire room.

    Tragically, on December 29th, 2016, at the very young age of 22, Maddie lost her battle with addiction and died from an accidental overdose. There are truly no words that can describe the immense pain in my heart and the ache I carry every each day, from missing and wanting her back so badly.

    WHERE THE MONEY GOES

    Proceeds from the Maddie's Miles event support Phoenix Rising of Winston Salem, Inc., a non-profit dedicated to combating addiction through local drug court support. Funds also aid other local non-profits, aiming to prevent further lives from being lost to addiction and accidental overdoses. Visit https://phoenixrisingwinstonsalem.org/

    RAIN OR SHINE EVENT

    ∗ If you would like a Maddie's Miles T-shirt, but do not plan to participate in the event on October 4th, 2025, please do not register for the race. Instead, consider making a minimum donation of $20.00 and email me your t-shirt size at [email protected]

    In Loving Memory of Madison "Maddie" Marini

    "She is clothed

    with Strength & Dignity

    and Laughs without Fear

    of the Future"

    Proverbs 31:25

    5kRunWalk