3 events in Delafield, Wisconsin

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

• Run From The Tax Man [runsignup.com]
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  Sat, Apr 11, 2026 at 8:00 AM

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  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

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  3.1 Miles 6.2 Miles 13.1 Miles Fun Run Run Trail Walk

  Delafield, Wisconsin, 53018, United States
  OpenStreetMap Google Maps
• Prowl The Peak [finishers.com]
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  Thu, Aug 06, 2026

  Run Trail

  Delafield, Wisconsin, United States
  OpenStreetMap Google Maps
• National Sweetest Day [runsignup.com]
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  Sat, Oct 17, 2026 at 8:00 AM

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  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! ❤️

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  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

Local Clubs & Organizations