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  • Distance: 4.5 km from Town of Delafield
    W330 N5113 County Road C, Delafield, Wisconsin, 53058, United States
    OpenStreetMap Google Maps
    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! ❤️


    3.1 Miles6.2 Miles13.1 MilesFun RunRunTrailWalk
  • Distance: 8.3 km from Town of Delafield
    Sat, Oct 31, 2026 at 6:00 AM

    Race Description

    Join us on October 31th, 2026, for a scenic run through the Southern Kettle Moraine Forest on the historic Ice Age Trail. Participants can choose between 100k and 50k distances. Each finisher will have the opportunity to brand their wooden medal on-site, with the option to have their finishing time burned on the back. Enjoy the stunning fall colors and be part of this memorable event.

    100k Elevation - 6,493

    50k Elevation - 2,221

    Race Course

    The 100k and 50 races will both start at DJ Mackie Campground, situated on the Scuppernong trails. Participants will navigate the green loop of the Scuppernong trail and proceed to join the Ice Age Trail westward to Emma Carlin. The 50k runners will turn around at Emma Carlin, while the 100k runners will continue on to Whitewater. Full maps with elevations along with aid station details will be posted on www.pricklypineultrarunning.com.

    100k Start time 6:00 AM / 11:00 PM Cutoff

    50k Start Time 8:00 AM / 11:00 PM Cutoff

    Aid Stations 100k

    HWY 67 - 8 miles / Emma Carlin - 16.7 miles / HWY 12 - 30.8 miles / Whitewater 34.9 (Turnaround)

    HWY 12 - 39 miles /Emma Carlin - 53.1 miles / HWY 67 - 61.8 miles / Finish - 64.4 miles

    Aid Stations 50k

    HWY 67 - 8 miles / Emma Carlin 16.7 miles (Turnaround) / HWY 67 - 25.4 / Finish 31.1

    Items - (Water / Tailwind / PB & Js / Pickles / Bananas / Potato chips / Sour Patch Kids)

    Pacers - Pacers may join the 100k runners anytime at or after the turnaround at Whitewater

    Military Discount code - TYforyourservice

    50k100kRunTrailUltra
  • Distance: 10.3 km from Town of Delafield
    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.

    3.1 Miles6.2 Miles13.1 Miles24 Miles26.2 MilesMarathonRunTrail

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  • Group
    Distance: 39.2 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