14 events in Waukesha County, Wisconsin
From big races to Saturday morning group runs—find running, cycling, triathlon, and swimming events and connect with the local endurance sports community.
Waukesha County
14 events in Waukesha County-
Sat, Feb 28, 2026 at 8:45 AMSee full details
After monitoring registration and projected participation, we’ve made the difficult decision to cancel this year’s event due to low attendance. We truly appreciate everyone who planned to join us, and we’re sorry for any inconvenience this may cause.
Refunds: All registered participants will receive a full refund to the original method of payment. No action is needed on your end—refunds will be processed automatically.
Join Silver Circle Sports Events, LLC and St. Joan of Arc for the 14th “Annual” Frostbite 5K ❄️—that’s right, it’s back and better than ever!
The course is flat, fast, and scenic, winding through the picturesque grounds of the Nashotah House Theological Seminary 🏞️. Whether you run, walk, or ruck, you’ll enjoy a beautiful winter course that’s perfect for all paces.
After you cross the finish line, warm up and refuel with a free lunch in the St. Joan of Arc Café 🍲—a tradition that makes this race as rewarding as it is fun.
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Sat, Apr 25, 2026 at 7:00 AM
SERIES SCHEDULE
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McMiller | April 25, 2026
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Blue Springs | May 16, 2026
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Greenbush | June 20, 2026
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Nordic | July 11, 2026
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Zillmer | August 8, 2026
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Oleson Cabin | September 12, 2026
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Scuppernong | October 17, 2026
For complete race details please visit the website @ www.goldenkettletrailseries.com
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Sat, May 02, 2026 at 8:00 AMSee full details
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!!!
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Sun, May 03, 2026 at 7:00 AMSee full details
Join us for the annual Hometown Half Marathon & 5k/10k! A run local-themed event that is perfect for the whole family.
The fun includes -
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Great Swag - designer shirt & custom medal
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Chip-timing with live results and awards
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Pacers for the half marathon
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Free photos
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Delicious Treats waiting at the finish line
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Plenty of fun!
Grab your friends and family, you are not going to want to miss this one!
Can't make the race? No problem! We offer a virtual race option where you can run anywhere, at any time, and still earn the fun swag!
*Youth-based pricing for the 5k/10k, 12 & Under are only $17!
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Half Marathon Registration includes a custom bib, designer shirt, and an awesome finisher medal!
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10k registration includes a custom bib, designer shirt, and an awesome finisher medal!
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5k registration includes a custom bib, designer shirt, and an awesome finisher medal!
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1 Mile registration is untimed and includes a custom bib, designer shirt, and an awesome finisher medal!
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The kid's dash is a fun, untimed dash for our kiddos ages 10 and under. Registration includes a mini bib, youth-sized shirt, and a specifically crafted medal for our kids' dash event! (If your child wants to run the kid's dash, and doesn't want the SWAG, they are welcome to run with us on race day for free!)
*Register by midnight on Thursday, two Thursdays before race day, to guarantee your shirt!
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Sat, May 16, 2026 at 10:30 AMSee full details
The AB Korkor Foundation is officially retiring the Five Fifty Fifty Run/Walk for Mental Health, a bold and inspiring initiative that began as 50 run/walks in 50 days across all 50 states. During the first two years of the event, the Foundation’s founder, Adel B. Korkor, personally ran in every one of the 50 events over 50 consecutive days, embodying the dedication, resilience, and urgency behind the Foundation’s mental health mission.
As the Five Fifty Fifty chapter comes to a close, the Foundation is excited to introduce its next evolution: the Steps For Strong Minds 5K Run/Walk, a family-focused mental health event designed to be more accessible, community-centered, and welcoming to participants of all ages and abilities—continuing the movement forward, one step at a time.
The Strong Minds Sprint is an exciting new 40-yard dash designed especially for kids ages 10 and under. This high-energy event encourages children to stay active while reinforcing the important connection between physical movement and mental well-being. Through fun, friendly competition, young participants build confidence, resilience, and healthy habits that support strong minds and strong bodies. We are thrilled to introduce this new addition and can’t wait to see our youngest runners take off toward a brighter, healthier future.
Join our movement and make mental health a priority in YOUR community! We encourage families to run/walk together and to make that easy, kids 13 and under participate for free. Please note that all participants must register, regardless of age, and youth must be accompanied by an adult.
Proceeds from this event directly support programs that promote mental health awareness and encourage physical activity for kids in your community, helping them build resilience, confidence, and healthy habits that last a lifetime.
For more information on the MindfulMe: Mental Health Resource Fair click here.
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Sun, May 17, 2026 at 8:45 AMSee full details
Introducing: The Pickle Run – Wisconsin’s Only Dill-ightful Race! 🥒
What’s in Store:
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Location: The beautiful, paved Glacial Drumlin Trail in Wales, WI.
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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
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Sat, Jun 20, 2026 at 6:45 AMSee full details
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
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Music
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Delicious barbecue lunch (11am- 1:00pm)
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Kids’ activities
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Free raffle drawing
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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.
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Sat, Jun 27, 2026 at 7:00 AMSee full details
Independence Day Run 🏃♀️
Kick off your 4th of July celebrations with a burst of energy at the Independence Day Run! Whether you’re running, walking, or simply enjoying the festive atmosphere, this patriotic event is the perfect way to celebrate freedom, fitness, and fun with friends and family.
Fox River Park offers a stunning natural setting with mature woodlands, wetlands, and a variety of wildflowers. It’s the perfect place to escape and feel like you’re in the northern woods of Wisconsin—without ever leaving Waukesha County.
Celebrate the spirit of freedom and independence with an unforgettable morning of fitness, fun, and community. Start your holiday on the right foot—literally!
Run, walk, or cheer… and let freedom ring! 🏅
📍 Important GPS Tip:
When navigating to Fox River Park, use the address, not the park name. Many GPS units may direct you to a different park!
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Sat, Jun 27, 2026 at 9:00 AMSee full details
Join us on Saturday, June 27th, at Eagle Village Park for the 11th Annual Hunger Hustle 5K! Since 2016 the Hunger Hustle 5K Run/Walk has been raising awareness of and donation for local food pantries! Our family friendly (fast and flat!) event features a 5K run/walk during the Kettle Moraine Days festival weekend.
Race Day Schedule:
7:15 - 8:45am, Bib/T-Shirt Pickup and Race Day Registration
9:00am 5K Start
10:00am 5K Awards
From March 1st - June 14th, registration for the the 5K (11 and older) is $28.00 and includes a guaranteed T-shirt. From June 15th until race time, registration will be $35.00, with no guarantee of a T-shirt. Kids 10 and under are $15.00
Race Day Notes:
You will receive your bib and T-Shirt upon check-in on race day morning.
Day-of registration is available, but will only be online at this registration platform.
Bring a non-perishable item on race day to be entered into a raffle for a prize. You will get one raffle ticket for each non-perishable item.
AGE GROUP AWARDS 9 and Under, 10 - 14, 15 - 19, 20 - 29, 30 - 39, 40 - 49, 50 - 59, 60 +
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Sun, Jul 26, 2026 at 7:00 AM
Tri-ing for A Cure Triathlon
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Sat, Oct 10, 2026 at 9:00 AMSee full details
All proceeds benefit children with special needs at Zachariah's Acres, a 501(c)(3) organization located in the town of Oconomowoc, WI.
Zachariah's Acres hosts nature-based experiences for children with special needs and their families. When families attend one of our signature events, they create life-long memories, enhance social skills, strengthen family relationships, and simply relax in nature. Favorite activities include fishing, guided nature walks and rolls through prairie grass and wildflowers, snowshoeing, sleigh rides, hay wagon rides, apple picking, or cooking in our educational kitchen.
More than 38 schools, nonprofits, and community partners visit Zachariah's Acres on a regular basis for educational field trips, outdoor recreation, vocational skills training, volunteer opportunities, and hands-on learning.
For more information & to get involved, visit zachariahsacres.org.
New for 2026 - Rucking!
What is rucking?
Rucking is a physical activity that involves walking or hiking with a weighted backpack (called a rucksack). The term comes from the military, where soldiers train and operate carrying heavy loads over long distances. In civilian fitness and recreation, rucking is gaining popularity as a versatile and low-impact workout.
More information about rucking.
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Sat, Oct 10, 2026 at 11:59 AMSee full details
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.
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Sat, Oct 31, 2026 at 6:00 AMSee full details
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
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Sat, Feb 27, 2027 at 9:59 AMSee full details
February 28th-March 1st | Dousman, Wisconsin
6 / 12 / 24 Hour Ultra Run (Solo Runner or Relay team of up to 4)
The original 6-, 12- or 24-Hour Winter Ultra in the Southern Kettle Moraine Forest. Complete as many loops as possible during your selected timeframe of 6, 12 or 24 hours.
WE CAP THIS RACE AT 160 runners. IT WILL SELL OUT EARLY - signup now before spots are full.
For complete race details please visit www.goldenkettletrailseries.com/arktos