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7 events in Waukesha County, Wisconsin

From big races to Saturday morning group runs—find trail running events and connect with the local endurance sports community.

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  • Golden Kettle Trail Series [goldenkettletrailseries.com] [Register at runsignup.com]

    Sat, Apr 25, 2026 at 7:00 AM

    Description

    SERIES SCHEDULE

    1. McMiller | April 25, 2026

    2. Blue Springs | May 16, 2026

    3. Greenbush | June 20, 2026

    4. Nordic | July 11, 2026

    5. Zillmer | August 8, 2026

    6. Oleson Cabin | September 12, 2026

    7. Scuppernong | October 17, 2026

    For complete race details please visit the website @ www.goldenkettletrailseries.com

    Trail

    Waukesha County, Wisconsin, 53119, United States
    OpenStreetMap Google Maps
  • 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/

    Relay Run Trail Ultra

    S57W35510 Cty Rd ZZ, Waukesha County, Wisconsin, 53118, United States
    OpenStreetMap Google Maps
  • Wisconsin Pickle Run [runsignup.com]

    Sun, May 17, 2026 at 8:45 AM

    Description

    Introducing: The Pickle Run – Wisconsin’s Only Dill-ightful Race! 🥒

    What’s in Store:

    • Location: The beautiful, paved Glacial Drumlin Trail in Wales, WI.

    • Scenic Spring Views: Take in the stunning...

    Introducing: The Pickle Run – Wisconsin’s Only Dill-ightful Race! 🥒

    What’s in Store:

    • Location: The beautiful, paved Glacial Drumlin Trail in Wales, WI.

    • Scenic Spring Views: Take in the stunning sights of Kettle Moraine while you run and crunch on some pickles!

    This fun and unique race combines endurance with Wisconsin’s love of pickles. Whether you’re in it for the run, the views, or the pickles, it’s bound to be a dill-lightful experience!

    Course map

    Don’t miss out—it’s the ONLY pickle run in Wisconsin!

    Wales Community Park

    500 S Brandybrook Rd, Wales, WI 53183

    2 Miles 3.1 Miles Run Trail

    Waukesha County, Wisconsin, 53183, United States
    OpenStreetMap Google Maps
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