2025 WinMan Enduro & Dual Slalom
2025 WinMan Enduro & Dual Slalom Race
Here are the details.
2 days of trail riding and racing!
September 19th - 21st, 2025
Location:
WinMan Trails, WI
6870 County Hwy W, Winchester, WI 54557
*BACK again for 2025 - Sunday Dual Slalom
Midwest Onewheel has paired up with WinMan Trails in Northern Wisconsin yet again to bring you a 6 stage, 7+ mile Onewheel Enduro style race AND head to head dual slalom racing. Practice will be open on Friday, Enduro racing all day Saturday, and Dual Slalom race Sunday!
2025 Dirtsurferz Onewheel Enduro Series - Stop 2
Mark your calendars for the 3 stop enduro race series:
Eureka Springs, Arkansas
The Great Passion Play – May 16-18, 2025Winchester, Wisconsin
WinMan Trails – September 19-21, 2025Tulsa, Oklahoma
Turkey Mountain – October 10-12, 2025
We’re thrilled to announce the 2025 Dirtsurferz Onewheel Enduro Series! This exciting series will feature three unique races where riders earn points across all events. At the season’s end, we’ll crown champions in every race class—from beginner to pro.
This is a race for everyone! Whether you’re a seasoned pro or just getting started, the Dirtsurferz Enduro Series has a spot for you. With multiple race classes, riders of all skill levels can compete, challenge themselves, and be part of an incredible community.
Cash prizes will be awarded to the top three Pro Class riders (amount TBD).
Thanks to the year-over-year growth and success of the Dirtsurferz and WinMan Enduro races, we’re confident in delivering a fun, inclusive, professionally run, trail-focused enduro race series. This series is designed to celebrate our sport and challenge riders to push their limits.
Why should you register to race at WinMan…? See for yourself!
We are stoked to announce once again, the 2025 WinMan Enduo race will be supported and ran in partnership with Dirtsurferz as part of the innargual Dirtsurferz Onewheel Enduro Series (Stop #2)! They have established a high held reputation for putting on the best Onewheel Enduro trail races to date and we have aligned our visions to bring that same quality trail race to the Midwest with the goal of progressing the sport of Onewheel trail riding and racing. This years race will contain new trail stages, more miles, expert class features, and more!
Rules and Regulations
2025 Midwest Onewheel WinMan Enduro & Dual Slalom Trail Race - Rules and Regulations
6 stage Enduro Date: Saturday, September 20th, 2024
Enduro Check In: 7-9am. Racer meeting at 8:30am. Racing starts at 9 am. Pro class to run stage 1 first. Stages will run in order from 1-6. In this order: Pro, Expert, Amateur, Grom, and Beginner classes to follow. Beginner and Grom classes will complete stages 1 - 4 for the the race (feel free to run stages 5 & 6 for fun)! Fit all stages in by 5pm.
All racers are required to wear a helmet and wrist guards. The use of elbow pads and knee pads is strongly recommended.
Prizes: Trophies to the top 3 in ALL classes and races
*Enduro fastest pro man = $500+ (TBD)
*Enduro fastest pro woman = $500+ (TBD)
*Enduro fastest pro Clydesdale = $500+ (TBD)
*Dual Slalom Pro men Top 3 = $250, $150, $100 (TBD)
*Dual Slalom Pro woman Top 3 = $250, $150, $100 (TBD)
DETAILS:
We’re thrilled to announce the 2025 Dirtsurferz Onewheel Enduro Series! This exciting series will feature three unique races where riders earn points across all events. At the season’s end, we’ll crown champions in every race class—from beginner to pro. The WinMan Enduro is stop #2 of 3 for the series!
This is a race for everyone! Whether you’re a seasoned pro or just getting started, the Dirtsurferz Enduro Series has a spot for you. With multiple race classes, riders of all skill levels can compete, challenge themselves, and be part of an incredible community.
Big cash prizes will be awarded to the top three Pro Class riders (amount TBD).
Thanks to the year-over-year growth and success of the Dirtsurferz and WinMan Enduro races, we’re confident in delivering a fun, inclusive, professionally run, trail-focused enduro race series. This series is designed to celebrate our sport and challenge riders to push their limits.
This enduro style single track trail race will consist of 6 stages totaling in 7+ miles of distance. Each stage will be ran from start gate to finish gate one time by each racer. The stages will be ran in order from 1 to 6 starting with the Pro Men's classes starting first at 9am The fastest time after completing all stages will be the winner of the entered class. Please read through the different class options on the registration page. This year is completely open class, bring what you think you are fastest on and race it! *all classes are open to all board modifications and software with no board restrictions. Please reach out to us with questions: midwestonewheel@gmail.com.
There will be no course cutting allowed, riders must ride within the bounds of the trail. Anyone caught or suspected of taking a short cut off trail will be evaluated by the race organizer for disqualification. If found the rider deviated from the course for a safety reason, to save a fall, or other necessary reason, the race organize may choose to not disqualify or impose a time penalty that is appropriate.
Re- Run rule: Causes for re run could be rider impediment, stopping for an injured rider (ALWAYS STOP for a downed rider), a safety impediment, etc. Re runs must be granted at the discretion of an official race organizer. Any un approved re runs will be subject to disqualification. Mechanical issue or rider error is not cause for a re run.
All stages will be timed using a professional timing system and timing management with professional Onewheel race management team.
Please respect WinMan’s trails, other trail users, spectators, racers, volunteers, vendors, and trail system who is allowing us to host the event! WinMan is a SMOKE FREE property. No littering, no illicit drug use, ride within your means. We are very fortunate – consider how you act as one reflects on the whole community. You must follow all trail system rules (posted on the property at the trail head and at www.winmantrails.com). If you have the means, considering becoming a WinMan Trails member. Keep in mind memberships and donations to WinMan Trails are appreciated and keep trail systems like this well maintained and expanding. All proceeds from this years event will go back into future events at this trail system and donated to WinMan Trails.
Rules and Regulations for the Dual Slalom Race:
Date: Sunday, September 22st.
Trophies will be awarded to the top 3 in each class. Cash prize TBD.
Check in at the Chalet Sunday 8-9am. Racing starts at 9am at Twin's trail start gate. We plan to complete the race as fast as possible. Everyone who is racing must be present and ready to race/spectate by 9am.
BACK AGAIN FOR 2025! Sunday Dual Slalom Head to Head bracket style race was a crowd favorite last year. So we've gotta run it back. This will be a single elimination bracket. Riders will race head to head on WinMan Trails new twins trail, which is brand new - measured and legitimate dual slalom trail. Simple and sweet, no board restrictions. Trophies will be awarded to the top 3 riders in each class. This is a spectator friendly race and trail, bring your family and friends to come watch it all go down! Please note: Classesmay be combined or switched up to create the proper numbers needed for the bracket style race format.
Please note: we will use stage #2 from the enduro race to determine qualifying times and race order for the Dual Slalom race. If you do not race in the enduro you will be allowed to ride the one stage Saturday to qualify. If you choose to not run the stage you will be qualify last.
*Rules are subject to change at any time. Rules and penalties are determined by the race organizer(s). The pre-race meeting is held to address race specifics, answer questions, and announce any changes to the rules. Rule violations must be submitted to the race organizer within 30 minutes of the last competitor finishing the final stage.
View 2023’s WinMan Enduro Preview Videos!
6 Stages, 8 miles.
2025 WinMan Enduro Sponsors & Supporters.
It takes our whole community to make this special event event happen. Our goal and mission for the WinMan Enduro is to make it a community focused event and ensure that those of you who come out to participate are not let down. We couldn’t do it without the support from these businesses & brands you all know and love already.
Become a 2025 WinMan Sponsor
Without our generous sponsors and supporters we wouldn’t be able to make this race what it is and give back to the community who show up to participate. We are looking for cash and prize donations. Are you interested in supporting the 2025 WinMan Enduro by being a sponsor or vendor of the event? Our 2024 Sponsors will be listed here, on banners, and jerseys - Fill out the form below and we will be in touch with information.
Thank you for your consideration in supporting this great community focused event!

Local Information
-
Northern Wisconsin is full of resorts, campgrounds, and air b n b’s, resorts, and hotels. Feel free to stay where you like but the closer to the trails the better! There is currently no offered camping on the WinMan Trails property. It’s best to look up places near Mercer, Minocqua, Manitowish, and Manitowish Waters, WI. WinMan Trails has a great list of recommended local amenities on their website which can be found here: Local Area Info - WinMan Trails
-
For food and drink, feel free to bring your own. There will be a local food truck on site called Tip-Ups and we had the Lyons Club grill food last year and plan to have them back!
For drink, WinMan Trails has you covered on the drinks with their fully stocked bar and apparel shop. There are also some bars and restaurants just down the road too!
-
YES! The trails and event is friendly to all ages and skill levels. Bring the family and bring the Groms to race in the 13 and younger division. WinMan Trails is a no smoking property and has a very nice common ground to hang out at with Starlink Wifi and plenty to do.
-
Yes. Zip Trails! It’s about 30 minutes south of WinMan Trails and for most of you, will pass it on your way into town! You have to check it out, I promise you wont be sorry you did…
We will host a Group Ride at Zip Trails on Sunday in the mid morning. Timing TBD. If you can come ride Zip, it’s a vibe! -
Fall colors will be in peak condition. 50 miles of paved trail and hiking accessible right from WinMan trails. The area is home to 100’s of lakes for swimming and fishing. Plenty of great restaurants and bars. There is something for everyone in the area!
About WinMan Trails
WinMan Trails offer 22+ miles of single-track trails for all riders, beginner to advanced. Roll over hills, through the pines, and under the hardwood canopies. Tackle fast and flowy trails, technical downhills, BERMS, and bridges on this growing and evolving trail system. The crew at WinMan is always building new trails and improving upon their offering to outdoor enthusiasts of all kind. For 2024, they have new trails planned, on site camping, and more!
“Hands down the best Onewheel friendly trail system in the Midwest - A true hidden gem. Incredibly well maintained, great staff, on site amenities, and most importantly, super high quality trails that just keep expanding." -Brooks @northshore_onewheel
Sunday Twin’s Trail Dual Slalom!
On Sunday morning we will host a head to head timed dual slalom race on the new refreshed Twin’s trail.

Contact us.
midwestonewheel@gmail.com