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  • Prickly Pine Jackpot 24 Hour Solo/Relay [runsignup.com]

    Sat, May 02, 2026 at 8:00 AM

    Description

    Looking for an all night running party?

    Join us for the Prickly Pine 24-Hour Solo/Relay race in the beautiful Kettle Moraine State Forest! With a variety of time options—6-hour, 12-hour, 24-hour, and...

    Looking for an all night running party?

    Join us for the Prickly Pine 24-Hour Solo/Relay race in the beautiful Kettle Moraine State Forest! With a variety of time options—6-hour, 12-hour, 24-hour, and a 4-person 24-hour relay—you can choose the challenge that suits you. Not a fan of repeating the same loop? We’ve got you covered with three unique loops: Loop #1 (3 miles), Loop #2 (6 miles), and Loop #3 (9 miles). You decide which loop to tackle each time, and every completed loop counts toward your total mileage!

    Jackpot Prizes for the top 5 finishers in the solo event and top team in the relay.

    For each 24-hour solo participant and relay team, 25% from your registration fee will be added to the solo and relay Jackpot, respectively.

    Solo competitors – 1st place is awarded based on the total miles of completed loops. If you don't finish the loop you're on when time runs out, that loop won't count toward your total. In the event of a tie, the prize money for the tied positions will be combined and evenly split. For example, if two runners tie for first place, the 1st and 2nd place prize amounts are combined and shared. If there’s a 3-way tie, the prizes for 1st, 2nd, and 3rd will be pooled and divided equally.

    1st Place = 50% of the Jackpot

    2nd Place = 30% of the Jackpot

    3rd Place = 10% of the Jackpot

    4th Place = 5% of the Jackpot

    5th Place = 5% of the Jackpot

    Relay Jackpot

    The winning team will take home the entire Jackpot! In the event of a tie, each team will select one runner to compete in a final, winner-takes-all lap on the 3-mile loop.

    Race Course Description

    Experience the stunning pinewoods of the Southern Kettle Moraine Forest and the beauty of the Ice Age Trail. Our course takes you through loops that explore every section of the Scuppernong Trails, including some of the highest elevations on the Kettle course.

    All runners will start and finish at the DJ Mackie Picinic Area.

    24 HR Solo & Relay runners will start at 10:00 AM Saturday morning

    12 HR Solo & Relay runners will start at 8:00 AM Saturday morning and finish at 8:00 PM Saturday night.

    6 HR runners are welcome to start with the 24 HR runners at 10:00 AM but are allowed to start at any time. There is a cutoff of 10:00 AM Sunday morning for all runners, so the last 6 HR start time would be 4:00 AM.

    For more details on the course click on the link below for our Prickly Pine Ultra Running website.

    Military Discount code - TYforyourservice

    Race Swag

    6-hour Racers

    24 oz Easy Squeeze Sports Bottle & Finisher Metal

    12-hour Racers

    24 oz Easy Squeeze Sports Bottle, Cooling Towel & Finisher Metal Also Runners who complete over 50 miles receive a 50-mile Belt Buckle

    12-Hour Relay Racers

    24 oz Easy Squeeze Sports Bottle, Cooling Towel & Finisher Metal

    24-hour Racers

    Duffle Bag, 24 oz Easy Squeeze Sports Bottle, Cooling Towel & Finisher Metal Also Runners who complete over 50 miles receive a 50-mile Belt Buckle.

    24-hour Relay Runners

    24 oz Easy Squeeze Sports Bottle, Cooling Towel & Finisher Metal Also Runners who complete over 50 miles receive a 50-mile Belt Buckle

    Parking

    Wisconsin State Forest parking pass required for parking at our race. Please help support our state parks and click on the link below to purchase.

    https://dnr.wisconsin.gov/topic/parks/admission

    If you need to purchase a parking sticker the day of the event, they are available for purchase at the Ottawa Lake Park entrance. Located below at the address below

    S59 W36530 County ZZ

    Dousman, WI 53118

    Also - The first 30 24 Hour solo and relay racers to register will have a reserved 12'x12' gear drop spot near the start/finish line.

    Camping

    There will be a designated camping area near the start/finish line for the 24 Solo and Relay racers at no charge.

    Camping is available on connected trails to the race via the link below. (Loop 3 is the closest to the start/finish).

    Pinewoods Campground

    Questions?

    Check out our Prickly Pine Ultra Running Website and see more upcoming races as well!!!

    https://www.pricklypineultrarunning.com/

    21.7 km
    S57W35510 Cty Rd ZZ, Waukesha County, Wisconsin, 53118, United States
    OpenStreetMap Google Maps

    Relay Run Trail Ultra

  • Whitewater Spartan Trail 50K [spartan.com]

    Sat, Jun 20, 2026

    Description

    The Whitewater Trail Challenge follows the Ice Age Trail -- a 1,200 mile footpath that traverses Wisconsin and is designed to showcase the lasting impact of ice age glaciers on the landscape of the...

    The Whitewater Trail Challenge follows the Ice Age Trail -- a 1,200 mile footpath that traverses Wisconsin and is designed to showcase the lasting impact of ice age glaciers on the landscape of the state. One of only eleven National Scenic Trails, it is an iconic route covering vast and diverse natural areas, and is a longstanding magnet for hikers and runners. The trails vary from smooth and well-maintained to extremely technical, and because the route is a patchwork of connected segments, the footing can change quickly! The Spartan Whitewater trail challenge course covers a small but scenic portion of the trail – an out and back from Rice Lake near the town of Whitewater – but with this taste of what the Ice Age Trail has to offer our racers will be tempted to keep exploring!

    11.9 km
    Whitewater, Wisconsin, 53190, United States
    OpenStreetMap Google Maps

    50k Run Spartan Trail

  • Lad Lake's Kettle Classic Bike- Walk- Run Event 2026 [ladlake.org] [Register at runsignup.com]

    Sat, Jun 20, 2026 at 6:45 AM

    Description

    Join us at our annual Kettle Classic, Bike Walk Run Event

    Join us for the Kettle Classic, Lad Lake’s annual Bike • Walk • Run event celebrating community, movement, and impact. This family-friendly...

    Join us at our annual Kettle Classic, Bike Walk Run Event

    Join us for the Kettle Classic, Lad Lake’s annual Bike • Walk • Run event celebrating community, movement, and impact. This family-friendly day brings people together to support more than 1,100 youth and families across Wisconsin through Lad Lake’s trauma-informed, evidence-based programs focused on mental health, healing, and education.

    Whether you’re cycling through the scenic Kettle Moraine, tackling the 5K Trail Challenge, walking at your own pace, there’s an option for everyone. Enjoy music, kids’ activities, a delicious barbecue lunch, and great company all while making a meaningful difference.

    Your participation powers life-changing support for youth and families across Wisconsin.

    Schedule|Event Experiences

    Important Note: All events must be completed by 12:45 PM.

    Bike Rides

    Choose from three non-competitive routes through the scenic Kettle Moraine, all with SAG support and rest stops.

    100K Ride

    Start: 7:00 AM (Line up at 6:45 AM)

    15-mile & 30-mile Rides

    Start: 9:00 AM (Line up at 8:45 AM)

    5K Trail Run / Walk – Challenge Event

    Start Time: 9:30 AM (Line up at 9:15 AM)

    🏅 Awards:

    The top 3 male and female finishers will receive a custom medal immediately after finishing.

    2-Mile Walk ((Line up at 9:45 AM)

    Start Time: 10:00 AM

    Not interested in a 5K? Join us for a relaxed 2-mile walk and enjoy the scenic views of our campus. A great option for families and anyone looking to support a great cause at their own pace.

    🌍 Go Virtual

    Can’t attend in person? Participate from anywhere!

    Bike, walk, or run wherever you are—on a treadmill, around your neighborhood, or even in your living room. Your virtual participation still supports Lad Lake’s mission and makes a real difference.

    Event Day Fun

    • Music

    • Delicious barbecue lunch (11am- 1:00pm)

    • Kids’ activities

    • Free raffle drawing

    • Learn more about Lad Lake and our impact

    Registration Details

    Advance registration is strongly encouraged

    Race-day registration is electronic only

    T-Shirt Deadline: Friday, May 29

    👉 Please consider making a donation above your registration fee, or becoming a fundraiser to further support youth and families served by Lad Lake.

    21.7 km
    W350 S1401 Waterville Road, Waukesha County, Wisconsin, 53118, United States
    OpenStreetMap Google Maps

    5k 15 Miles 30 Miles 62 Miles Cycling Run Trail Virtual Walk

  • Casual Hikers 10k Walk/Run [runsignup.com]

    Sat, Aug 01, 2026 at 9:00 AM

    Description

    Welcome to Casual Hikers!

    We're excited to bring our 10K event to the Kettle Moraine State Forest - Southern Unit this year! The advanced trails and the endurance needed for a 10K make this more than...

    Welcome to Casual Hikers!

    We're excited to bring our 10K event to the Kettle Moraine State Forest - Southern Unit this year! The advanced trails and the endurance needed for a 10K make this more than your average hike. We're supporting the Salvation Army with your donations for this run.

    Join us on Saturday, August 1st, 9am CST for an exciting walk/run event that features the green and scenic views of Kettle Moraine State Forest in Whitewater, Wisconsin.

    Registration includes water refill stations and trail-friendly snacks before and after the run. This is a cup-less event, so bring your own bottle or hydration gear.

    Casual Hikers was formed to enable people to explore nature and experience new places, while forming lasting connections. We plan fun, no-fuss adventures across the world, from the peaks of the Rockies, to the dunes of Indiana, and the winding trails in the Smokies, our trips are built for real explorers—whether you're a seasoned trekker or just want to escape the city for a weekend.

    Learn more about us:

    https://www.casual-hikers.com/home

    Instagram:

    https://www.instagram.com/casual.hikers/

    Discount code: subscribe to our Instagram page and let us know via the form on the bottom of this page to receive your 10% discount code.

    Casual Hikers 10k Walk/Run 🌳🏃🚶‍♀️🌳

    Date

    August 1, 2026

    9:00am

    Start/End Location

    Nordic Skiing and Hiking Trails

    N9084 Co Rd H, Whitewater, WI 53190

    Google Maps Location

    Fees

    $40 - Through July 3

    $50 - July 4 to Aug 1

    $10 - T-Shirt (polo or round neck)

    Course Description

    Nordic Trail System - combination of Blue and Green Trails, totaling 6.3mi (10.2km). The race path will start and end at the Nordic trailhead parking lot, going in the clockwise direction. Organizers from Casual Hikers will be present to register participants, and offer snacks and water at no additional cost.

    See Trail Map (overlaid in red).

    Check-In

    Participants should park in the Nordic Trail lot and check in at the organizers' tent. Water refills and refreshments will be available at the tent as well. Once checked in, the walk/run will start adjacent to the tent.

    Park Entrance Fees

    The Wisconsin Department of Natural Resources charge a park entrance fee. A day-pass for August 1st can be purchased for a discounted rate during registration. You will be given your pass during check-in on race day. Please place the sticker on your car's dashboard before heading out on the trail. Park rangers will patrol the lot to check for stickers.

    Charity

    Twenty five percent (25%) of all donations will be sent to The Salvation Army.

    T-Shirts

    Half-sleeve Dri-FIT shirts (polo and round neck) will be available for purchase, for $10 each.

    Refreshments

    Water refills and trail snacks will be available at no cost. We believe in protecting the environment, so this is a cup-less event! Bring your own bottle and/or water pack.

    11.1 km
    Whitewater, Wisconsin, 53190, United States
    OpenStreetMap Google Maps

    10k Run Trail Walk

  • HELIOS 6/12/20 HOUR ULTRA [goldenkettletrailseries.com] [Register at runsignup.com]

    Sat, Oct 10, 2026 at 11:59 AM

    Description

    October 10th-11th, 2026 | Eagle, Wisconsin

    6 / 12 / 20 Hour Ultra Run (Solo Runner or Relay team of up to 4)

    Join us for the inaugural 6-, 12- or 20-Hour FALL Ultra in the Southern Kettle Moraine...

    October 10th-11th, 2026 | Eagle, Wisconsin

    6 / 12 / 20 Hour Ultra Run (Solo Runner or Relay team of up to 4)

    Join us for the inaugural 6-, 12- or 20-Hour FALL Ultra in the Southern Kettle Moraine Forest. Complete as many loops as possible during your selected timeframe of 6, 12 or 20 hours.

    This race is capped at 150 runners. Signup now before it sells out!

    The goal of this race is to complete as many loops as possible during your selected timeframe of 6, 12 or 20 hours. You may race as a solo ultra runner or as a relay team of up to 4 people. You will choose between three of the McMiller Trail loops - approximately 3, 5 or 6 miles.

    15.8 km
    S104 W38754 County Rd NN, Waukesha County, Wisconsin, 53119, United States
    OpenStreetMap Google Maps

    Run Trail Ultra

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