Events in Waukesha County, Wisconsin | 2026-2027

Frostbite 5K [runsignup.com]
Sat, Feb 28, 2026 at 8:45 AM

Description

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,...

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.

3.1 Miles 5k Run Walk
WI 16, Waukesha County, Wisconsin, 53058, United States
OpenStreetMap Google Maps

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
Hometown Half Marathon & 5k/10k - Milwaukee [runsignup.com]
Sun, May 03, 2026 at 7:00 AM
Description
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 -
- Great Swag - designer shirt & custom medal
- Chip-timing...
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 -
- Great Swag - designer shirt & custom medal
- Chip-timing with live results and awards
- Pacers for the half marathon
- Free photos
- Delicious Treats waiting at the finish line
- 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!
- Half Marathon Registration includes a custom bib, designer shirt, and an awesome finisher medal!
- 10k registration includes a custom bib, designer shirt, and an awesome finisher medal!
- 5k registration includes a custom bib, designer shirt, and an awesome finisher medal!
- 1 Mile registration is untimed and includes a custom bib, designer shirt, and an awesome finisher medal!
- 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!
1 Miles 3.1 Miles 5k 6.2 Miles 10k 13.1 Miles Half Marathon Run Virtual
Waukesha County, Wisconsin, 53189, United States
OpenStreetMap Google Maps
Steps For Strong Minds 5K Run/Walk in Hartland, WI [adelbkorkorfoundation.org] [Register at runsignup.com]
Sat, May 16, 2026 at 10:30 AM

Description

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...

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.

5k Run Walk
Waukesha County, Wisconsin, 53029, 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
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.
5k 15 Miles 30 Miles 62 Miles Cycling Run Trail Virtual Walk
W350 S1401 Waterville Road, Waukesha County, Wisconsin, 53118, United States
OpenStreetMap Google Maps
Independence Day Run [runsignup.com]
Sat, Jun 27, 2026 at 7:00 AM

Description

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...

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!

3.1 Miles 6.2 Miles 13.1 Miles Run Walk
Waukesha County, Wisconsin, 53189, United States
OpenStreetMap Google Maps
Hunger Hustle [runsignup.com]
Sat, Jun 27, 2026 at 9:00 AM

Description

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...

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 +

5k Run Walk
309 S Parkview Dr., Waukesha County, Wisconsin, 53119, United States
OpenStreetMap Google Maps
Tri-ing for A Cure Triathlon [runsignup.com]
Sun, Jul 26, 2026 at 7:00 AM

Description

Tri-ing for A Cure Triathlon

18.35 Miles 51.5k Triathlon
Sunset Drive, Waukesha County, Wisconsin, 53118, United States
OpenStreetMap Google Maps
Wisconsin ANVIL Ultra Triathlon [mammothendurance.com] [Register at ultrasignup.com]
Wed, Sep 09, 2026 at 7:00 AM

Relay Triathlon Ultra
Ottawa Lake | Kettle Moraine, Waukesha County, Wisconsin, United States
OpenStreetMap Google Maps
Zachariah's Acres Fall Run, Walk & Roll [runsignup.com]
Sat, Oct 10, 2026 at 9:00 AM

Description

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...

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.

3.1 Miles 13.1 Miles Run Walk
N74 W35911 Servants' Way, Waukesha County, Wisconsin, 53066, United States
OpenStreetMap Google Maps
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.

Run Trail Ultra
S104 W38754 County Rd NN, Waukesha County, Wisconsin, 53119, United States
OpenStreetMap Google Maps
Among the Trees [pricklypineultrarunning.com] [Register at runsignup.com]
Sat, Oct 31, 2026 at 6:00 AM

Description

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...

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

50k 100k Run Trail Ultra
S57 W35510 Co Road ZZ, Waukesha County, Wisconsin, 53118, United States
OpenStreetMap Google Maps
ARKTOS [http:///www.goldenkettletrailseries.com/arktos] [Register at runsignup.com]
Sat, Feb 27, 2027 at 9:59 AM

Description

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....

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

Run Trail Ultra
S58 W35820 County Rd ZZ, Waukesha County, Wisconsin, 53118, United States
OpenStreetMap Google Maps

15 events in Waukesha County, Wisconsin

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