1 cycling event in Winter Park, Colorado

DATE: Saturday August 1-2, 2026

The Crooked Gravel takes a few cues from an exploratory event the legendary Ron Kiefel put together a decade ago called Crooked Roubaix. Back before gravel bikes were really a thing, Kiefel and some friends set out on a 95-mile dirt-road adventure from Winter Park up into the high mountains on road bikes.

Fast forward to 2026 and gravel bikes are a thing. Our routes take in the very best of Grand County gravel, with long, winding climbs up through aspen and pine forests, wide open descents under the massive Colorado sky and some secret tracks never before explored in a cycling event. Click here for complete information.

In addition to a great experience on your bike, each participant will receive:

• Commemorative t-shirt

• Refreshments and support throughout the race

• Post-race meal

• A chance to win valuable prizes

• Bike number with timing chip

• Opportunity to compete for the podium and purse (long course only)

• Age Group Awards

Course Overview and Finish Details

Both courses will begin with a police-led neutral rollout for approximately 4 miles. Shortly after, the routes will split:

-The 25-mile course takes riders on a scenic and enjoyable loop, with the timed section ending around mile 23.

-The 67-mile long course follows a challenging lollipop-shaped route, with the timed section concluding at approximately mile 62.5.

While your official time stops there, your ride isn’t truly complete until you roll back into town and cross under the finish line arch—where you’ll be greeted with free food, cold beer, and live music.

Please remember to follow all rules of the road, especially during the untimed section as you return to town.

We can’t wait to cheer you across the finish!