Skip to main content

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.

7 events
Run — no events here yet Cycling — no events here yet Triathlon — no events here yet Swim — no events here yet parkrun — no events here yet Marathon — no events here yet Half Marathon — no events here yet 10k — no events here yet Open Water — no events here yet Walk — no events here yet Kids — no events here yet More filters

Waukesha County

7 events in Waukesha County
  • Sat, Apr 25, 2026 at 7:00 AM

    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 via RunSignup
  • Sat, May 02, 2026 at 8:00 AM

    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/

    See full details
    RelayRunTrailUltra via RunSignup
  • Sun, May 17, 2026 at 8:45 AM

    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

    See full details
    2 Miles3.1 MilesRunTrail via RunSignup
  • W350 S1401 Waterville Road, Waukesha County, Wisconsin, 53118, United States
    OpenStreetMap Google Maps
    Sat, Jun 20, 2026 at 6:45 AM

    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.

    See full details
Like Wikipedia, anyone can contribute. Sign up to add your local events.