Events
🥒2 Mile Walk🥒
380 spots left. Price increases after April 29, 2026 at 11:59pm CDT
🥒Little Dill 1K Run🥒
Event 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 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!
Don’t miss out—it’s the ONLY pickle run in Wisconsin!
Wales Community Park
500 S Brandybrook Rd, Wales, WI 53183
Register Early for Your Custom Pickle Run T-Shirt!
Want to snag a custom, unisex cotton t-shirt for the Pickle Run? Here’s the deal:
- Guaranteed T-Shirt: Register by noon on May 1, and you'll be guaranteed a stylish race shirt!
- Late Registration: If you miss the deadline, don't worry—t-shirts will still be available while online supplies last.
- Race Day Extras: Any leftover shirts will be distributed on a first-come, first-served basis after the race.
So, don’t wait—register early to secure your awesome pickle-themed shirt! 🥒👕
Race Day Packet Pickup & Schedule
Bring Your QR Code!
Please have your QR code ready for scanning.
- You don’t need to print it—just have the QR code accessible on your mobile device or save a screenshot to your photo library.
- Packet pickup tips
📅 Sunday, May 10, 2026
📍 Race Site
8:00am Packet pickup
8:45 Kiddos run
9:00 5K starts
Find Our Pickles for Extra Perks! 🥒
Keep an eye out during the race—there will be two hidden pickles along the course!
How It Works:
Spot a Pickle: If you find one, grab it!
Return It to the Finish Line: Bring the pickle to the finish line.
Claim Your Reward: You'll earn extra swag!
Happy pickle hunting, and may the odds be ever in your flavor! 🍻
Walkers Welcome!
Walkers are welcome to join any distance. Just select your desired distance when registering and check the course closure time to ensure you can finish before the course closes.
Although the Walk Division is timed, it’s not competitive, and there are no age group awards. However, walkers will still receive a finisher woodle! 🎉
Enjoy the trail and have a great race! 🏃♀️🚶♂️
Team Challenge
We’re on a mission to support local running stores, companies, and YOU through the WTA Running Team Challenge—a fun, competitive, and completely FREE way to celebrate the Run Local / Buy Local movement.
Whether you’re part of a store team, a club, a training group, or just a bunch of friends who run—this challenge is for you!
We will let you in on a secret… you will never have to stand in a packet pickup line again!
Awards, Awards & More Awards
🏆 Overall Awards
The top overall male and female runners in each distance will receive a custom award provided by our partner, Ridgeway Woodworks.
🥇 Age Group Awards
The top 3 male and female finishers in 5-year age groups will receive a custom woodle. Age groups start at 0-14, then continue in 5-year increments.
🎉 Finisher Woodles
Every participant will receive a magnet woodle crafted by Ridgeway Woodworks as a special keepsake
🏃♂️🏃♀️The Average Joe & Jane Awards
Not everyone can be first, but someone has to land right in the middle—and we celebrate that! The Average Joe & Jane Awards are presented to the male and female runners who finish exactly in the middle of all registered participants. More about the Average Joe & Jane awards.
🏅 Miss Your Award?
If you missed picking up your award, here’s how to get it.
Celebrate your achievement and take home something special!
New! Preassembled Team Packets
We’re making race day even easier for teams! Here’s how it works:
If your team has 4 or more members by Monday, May 4th at noon, we’ll preassemble your entire team’s packets—including:
- Race shirts
- Bibs labeled with each runner’s name, shirt size, bib number, gender, age, and event
These will be ready in one convenient bundle for pickup. We encourage you to pick up your team's packet at early packet pickup.
Important:
- One person (Team Captain or designee) should pick up the entire team’s packets. Make sure you tell your team where you are going to meet them to distribute packets.
- No individual pickups will be allowed for qualifying teams.
- Teams with fewer than 4 members can still pick up individually.
📣 Heads-up for Captains:
If you registered team members using your own email address, they won’t receive race communications. Be sure to forward this info so everyone is in the loop!
How to Join a Team (Even if You’re Already Registered)
It’s super easy (and again, free!):
- Head to your race registration at RunSignUp.com
- Click on your Profile
- Scroll to the race
- Select Group/Team
- Join an existing team or create a new one!
Day of Registration
We highly recommend registering in advance—it’s quick and can be done from your phone!
If you choose to register on race day, you must register electronically; paper registration is not available.
See you on race day! 🏃♀️
Volunteer Opportunities
We’re looking for enthusiastic volunteers to help with everything from aid station support to course marshaling. Your assistance makes these events possible, and we’d greatly appreciate your help!
Volunteer Perks:
All volunteers will receive a free entry to a future race as a thank-you for their time and support.
How to Volunteer:
- Click the Volunteer link in the menu above to sign up.
- For more details on volunteering, click here.
Join us in creating an amazing event experience for everyone! 🙌🏃♀️
Charity Partner
The Silver Circle Foundation, Inc., a 501(c)(3) nonprofit organization, is proud to support our firefighters, police officers, veterans, and troops serving overseas.
Through charitable giving, care packages, and fundraising efforts, we aim to provide much-needed assistance and show our gratitude for their service and sacrifice.
Your participation helps make a difference—thank you for supporting this important cause!❤️
Partner with Us for Your Workplace Wellness Program!
Let us support your workplace wellness initiatives and make it easy to get your team involved.
How It Works:
- Reach Out: Share your workplace information with us.
- Custom Code: We'll create a unique discount code for your wellness members to use during registration. The code can waive or reduce the registration fee based on the discount your program offers.
- Post-Race Invoice: The day after the race, we’ll send you an invoice for the discounted registrations, which can be conveniently paid online.
It’s that simple! Let’s work together to promote health and wellness in your workplace.
Insurance
We get it—life happens! That’s why we recommend purchasing event insurance during checkout.
What is RegShield Insurance?
Race insurance, provided by RegShield (a FanShield product), offers peace of mind by reimbursing the registration cost if you’re unable to attend due to covered reasons, including:
- Accident
- Illness
- Family emergency
Need Help with Insurance?
RegShield is a third-party provider. For any questions related to your plan, contact FanShield:
📧 help@fanshield.com
📞 1-844-849-4827 EXT.
Silver Circle Sports Events
This event is professionally produced, timed, owned, and managed by Silver Circle Sports Events, LLC. We handle the details, timing, and race-day flow so your only job is to show up and send it.
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. We now offer it at all Chilly Willy Events!
More information about rucking.
Although the Ruck Divisions are timed, it’s not competitive, and there are no age group awards. How
Contact Form
If you have any questions about this race, click the button below.
Event Location
Wales Community Park
500 S Brandybrook Rd
Wales, WI 53183 US
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