Winston County Gravel Cup

Join us on 09/23/2025
(race date estimated)

Winston County Gravel Cup Race Description

 

Details:
Whether you choose the 25-, 40-, 60-, or 100-mile route, you will not be disappointed with the unique experience this ride will provide. Mainly gravel, with only a touch of pavement, you will travel through wooded lanes, challenging climbs, and open valleys to discover the incredible views this area has to offer.
 
This ride is whatever you make of it... whether you choose to set a personal record or a personal goal to finish, all riders of all skill levels are welcome to join us September 23th. If you want to race, go nuts. We will be timing the event. If you want to go for a fantastic ride with friends, also, go nuts. This is about having a good time.
 
Support:
NONE. This is a 100% self-supported ride. Be prepared for mechanical mishaps, weather, and wild animal attacks. The courses will not be marked. Riders must be prepared to navigate on your own, so be sure to download/ upload/ print/ etc. the cue sheets and route of your choosing. We will not come get you. There is good cell coverage on most of the route, so you can call someone. Pit stops might be out there, but don’t bank on them.

 

General Rules:
-There are no refunds.
-You are in charge of yourself. 100%! This is an unsupported ride.
-You must register for the event. You will be added to the list. The list will be posted.
-Everyone must wear a helmet.
-Be prepared for anything. Weather. Mechanical issues. Hydration. Food.
-Keep the course clean. LEAVE NO TRACE.
-Be respectful and uphold all traffic laws. Communicate with other riders. Ride safely and use good judgement.
- We are here to have fun, don't be an asshole. This event is put on by volunteers, who donated time and money. Be nice to them. Be courteous to all other road users (Cars, Trucks, ATV, and Tractors)
- Expect nothing; but if you need something, ask.

Winston County Gravel Cup location map image
  • Winston County Gravel Cup Where & When
  • Location: 215 W Plum St, Houston, MN 55943
  • Race Date: 2023/09/23 07:00:00 AM (Saturday)
  • Categories:
    • 25 Mile Race/Ride
    • 40 Mile Race/Ride
    • 60 Mile Race/Ride
    • 100 Mile Race/Ride

Winston County Gravel Cup Reviews

5 - 1 reviews

Review Winston County Gravel Cup

Most Helpful Review
5.0/5
Course: 5.0/5
Organization: 5.0/5
Gorgeous Ride

I did the 40 mile ride in 2021 and had so much fun that I signed up for the 60 miler for 2022. The views were insanely beautiful. I loved that the ride included such a diverse group of people and athletes of varying abilities. You can race or you can just ride, with no judgement...as it should be! The event organizers are the shizz, and I appreciate them bringing us this super smooth, super fun, pure, unfiltered gravel ride!

Jen S.

Other Races You May Want to Consider

Run The Ritter

 - Nov 15th, 2025
  Trail run 5 mile loop with a 3 mile and 10 mile option and added Canicross division.  This is a beautiful trail run south of the river located right off Hwy I35 in Lakeville.  Meant to inspire new and experienced trail runners that ... read more

Chippewa Valley Century Ride

 - May 24th, 2026
40th Year of Biking in the Chippewa Valley. Join us for a milestone celebration!  Join us for the 40th anniversary of the Chippewa Valley Century Ride.  We're marking nearly four decades of incredible cycling, community spirit, and support... read more

'Fall in Love With Color' Walk/Run

 - Oct 4th, 2025
The Willow River PTO's 'Fall in Love with Color' Walk/Run is a 1.8 mile color event that will start and finish in front of the Willow River Area School.  Participants may run, jog, walk, or skip... as our untimed, family-friendly event is open ... read more

Backbone Trail Run

 - Oct 11th, 2025
Join Backbone Lake Friends as we celebrate the beauty and fun Backbone State Park has to offer. ... read more

Mental health

 - Jan 1st, 2030
no ... read more

Harvest Hammer Duathlon

 - Sep 20th, 2025
We will feature a 5k run and a 21 mile bike ride for our Duathletes. Or you can choose to just run. That is fine. You can pick a partner to run or ride the bike and you do the opposite. Co-ed teams are also encouraged to race. The 5k portion of the ... read more

st joes 5k and 10k run and walk

 - Oct 11th, 2025
St. Joseph’s Memorial Foundation invites you to participate in this annual fundraising event whether you choose to run, walk or become a sponsor. Funds raised will be dedicated for use by St. Joseph's Memorial Foundation.  ... read more

Friends of Pilot Knob 5K Fun run/Walk

 - Nov 1st, 2025
  Run or walk a 5K. After participants have finished the course Chili and Beer will be provided.  ... read more

Log Run Half Marathon

 - Sep 20th, 2025
The Log Run Half Marathon, 10 mile, 10K and 5K is a superb, mostly downhill race with a gentle decent ending in downtown Stillwater, Minnesota. It's been known as one of the fastest 10-mile courses around. Participants come back year-after-year for ... read more

Crane 5K Fun Run

 - Apr 25th, 2026
The YMCA Supportive Housing Campus (YSHC) is more than just housing—it’s home to 140 men and women who have faced significant challenges, including homelessness. We provide stable, affordable housing alongside on-site supportive ser... read more

Join us at the Winston County Gravel Cup in September for a great race. The Winston County Gravel Cup works hard to deliver you a memorable race experience. We would love to hear from you, so consider writing us a review.

Write Review

Contact Information

If you have any questions or comments for the event directors, click the button below.
Please include all fields
Contact email for event director is invalid. Please try again later
Race Entry has sent your message to Winston County Gravel Cup.

An error occurred

 

Winston County Gravel Cup - Disclaimer