Events in Delafield, Wisconsin | 2026-2027

Run From The Tax Man [runsignup.com]

Sat, Apr 11, 2026 at 8:00 AM

Description

Feeling the weight of tax season? Shake it off and hit the trails with us at the Run From The Tax Man! This lighthearted, fun run is the perfect way to escape the stress, outrun the paperwork, and...

Feeling the weight of tax season? Shake it off and hit the trails with us at the Run From The Tax Man! This lighthearted, fun run is the perfect way to escape the stress, outrun the paperwork, and enjoy some fresh air with fellow "tax fugitives."

Let’s be honest—at least once in life, everyone dreams of running from the tax man! Why not do it figuratively at Run From the Tax Man? 🏃‍♂️💨

About the Course:

Lapham Peak offers one of the most challenging courses in the Wisconsin Trail Assail Series. It’s not as tough as writing that check on April 15th—but it’s close! 😉 This hilly and technical course features:

Rocky and sandy areas
Dirt trails, tree roots, and washouts
Plenty of hills to conquer

Despite the challenges, it’s a spectacular course that we’re sure you’ll love! And don’t worry—it’s still accessible for new trail runners, ruckers and walkers.

So grab your running shoes, clear your mind, and join us for a run that’s tax-free and full of fun. Because nothing feels better than running away from the Tax Man! 💸

Location:

Lapham Peak State Park

W329 N846 County Rd C

Delafield, WI US 53018

3.1 Miles 6.2 Miles 13.1 Miles Fun Run Run Trail Walk

Delafield, Wisconsin, 53018, United States
OpenStreetMap Google Maps

Mother's Day Run [runsignup.com]

Sun, May 10, 2026 at 8:00 AM

Description

🌸 Make it a Mother’s Day Weekend to Remember! 🌸

Celebrate the most important woman in your life by running or walking with Mom on Mother’s Day! Trust us—she doesn’t want another toaster. This year,...

🌸 Make it a Mother’s Day Weekend to Remember! 🌸

Celebrate the most important woman in your life by running or walking with Mom on Mother’s Day! Trust us—she doesn’t want another toaster. This year, give her the ultimate gift: time together and memories to cherish forever. Whether you’re racing side by side 🏃‍♀️🏃‍♂️ or cheering her on from the sidelines, this event is sure to make her day extra special. ✨

And don’t forget the kiddos! Bring them along for the FREE Kids’ 1K—a fun, family-friendly run where they’ll feel like champions crossing the finish line. Every little runner will even receive a shiny finisher medal to take home.

Create moments that matter this Mother’s Day. Join us for a day full of smiles, love, and unforgettable family fun!

3.1 Miles 6.2 Miles 13.1 Miles Run Walk

W330 N5113 County Road C, Delafield, Wisconsin, 53058, United States
OpenStreetMap Google Maps

Conservation Chase [runsignup.com]

Sat, May 16, 2026 at 8:45 AM

Description

Presented by Tall Pines Conservancy🌲

Building on the legacy of the Bear Trax & Brownie Shuffle, the Conservation Chase is a minimalistic running event designed to highlight the natural beauty of...

Presented by Tall Pines Conservancy🌲

Building on the legacy of the Bear Trax & Brownie Shuffle, the Conservation Chase is a minimalistic running event designed to highlight the natural beauty of Lapham Peak State Park while supporting local conservation efforts.

This is a low-impact, no-frills race focused on simplicity, sustainability, and respect for the land—fewer distractions, more connection to nature🌿.

The event is professionally managed and timed by Silver Circle Sports Events, LLC, ensuring a smooth, safe, and well-organized race experience while keeping the focus where it belongs: on the run and the environment⏱️.

Proceeds benefit Tall Pines Conservancy, helping protect and maintain the natural areas and farmland that make the Mid-Kettle Moraine special.

Run with purpose. Run where it matters.🏁

3.1 Miles 6.2 Miles 13.1 Miles Run

W329 N846 County Rd C, Delafield, Wisconsin, 53018, United States
OpenStreetMap Google Maps

Prowl The Peak [finishers.com]

Thu, Aug 06, 2026

Run Trail

Delafield, Wisconsin, United States
OpenStreetMap Google Maps

National Sweetest Day [runsignup.com]

Sat, Oct 17, 2026 at 8:00 AM

Description

National Sweetest Day Run 🍬❤️

Celebrate National Sweetest Day by doing something truly sweet for yourself and those you care about—join us for a fun run or walk! Whether you’re running solo, with...

National Sweetest Day Run 🍬❤️

Celebrate National Sweetest Day by doing something truly sweet for yourself and those you care about—join us for a fun run or walk! Whether you’re running solo, with friends, or sharing this special day with a loved one, this event is all about spreading joy, kindness, and a little bit of sweat.

Event Highlights:

Distance Options: 5K, 10K, or Half Marathon—something for everyone!
Sweet Treats: Enjoy post-race goodies to reward your hard work.
Scenic Course: A beautiful trail surrounded by nature—perfect for a relaxing run or walk.
For Everyone: Bring your sweetest someone, your bestie, or the whole family!

National Sweetest Day is about showing kindness and love, and there’s no sweeter way to do that than by spending time together outdoors. So grab your running shoes, spread some cheer, and make this Sweetest Day one to remember! ❤️

3.1 Miles 6.2 Miles 13.1 Miles Fun Run Run Trail Walk

W330 N5113 County Road C, Delafield, Wisconsin, 53058, United States
OpenStreetMap Google Maps

5 running, walking, and fun run events in Delafield, Wisconsin

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Local Clubs & Organizations