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Crooked Gravel

High-altitude views abound in every direction. Crisp mountain air exhilarates the senses. And swarms of riders fire each other up. And that’s before the ride even starts!

Both the 68- and 97-mile routes get right down to business, taking riders from downtown Winter Park onto remote gravel roads and up into the mountains.

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.


In addition to a great experience riding some of Colorado’s most scenic dirt roads, each participant will receive:

  • Commemorative item
  • Refreshments and support throughout the ride
  • Post Ride Lunch/BBQ
  • A chance to win dozens of valuable prizes
  • Bike Number and Wristband (see below)
  • Opportunity to participate in friendly time segments (if applicable)
  • Riders under the age of 18 are FREE and must be accompanied by an adult.


Crooked Gravel


97-mile gravel

Let’s start with the numbers. 97 miles, almost entirely on gravel. 6,880 feet of climbing, again, almost entirely on gravel. And a starting altitude of 8,800 feet.

But riding gravel isn’t just about the numbers, is it? After a police-led rollout from downtown Winter Park, we bank left onto gravel and head into Arapaho National Forest. As we climb through pine and past creeks, the air gets thinner and the views get better.

We top out just shy of 10,000 feet, and then – after a refreshment break – it’s time for miles and miles of smiles as we cruise down forest roads that give way to wide-open, smooth-running dirt roads that you’ll swear are smoother than pavement.

At Williams Fork Reservoir we’ll part ways with the 68-mile riders and head off for a big loop into some wild jeep tracks.

A short jaunt on pavement through a slot canyon takes us to Hot Sulphur Springs. Take on some sustenance here, because the fearsome Cottonwood Pass lies ahead! Okay, it’s not fearsome. It’s actually really pretty, smothered with an aspen grove over the top. But it is annoyingly steep.

With that work done, you are homeward bound.


68-mile gravel

Gravel riding may be a pancake-flat affair in Texas, or a rolling-hill thing in Kansas or Nebraska. But here in Colorado we do things a little differently…

The ‘short’ route of Crooked Gravel will be a full day of riding, with a big, big mountain climb in the Arapaho National Forest coming almost right off the bat. Race your buddies or just settle in at a comfortable pace. There is no one right way to Roll Massif.

The highest point of the day comes at the top of the first climb, where you will nearly hit 10,000 feet of elevation. Up top, take time to soak in the views and the refreshments – there is no clock running; take your time! And then loosen up for a long, long descents down towards Williams Fork Reservoir, where the winding forest road gives way to a wide-open, smooth-running dirt road that you’ll swear is smoother than pavement.

A short jaunt on pavement through a slot canyon takes us to Hot Sulphur Springs. Take on some sustenance here, because the fearsome Cottonwood Pass lies ahead! Okay, it’s not fearsome. It’s actually really pretty, smothered with an aspen grove over the top. But it is annoyingly steep.

With that work done, you are homeward bound.

Travel and lodging

Winter Park, Colorado’s favorite Playground, is also one of the most family-friendly destinations. Here are some ways to make sure your time is well spent and your time in Winter Park is unforgettable!

RV Camping

Overnight camping available at Winter Park Ski Resort Parking Lot.  More details coming soon.

Tent Camping

Winter Park summers just aren’t complete without a camping trip! That’s why camping in the mountains tops our list of must do activities for any fun-filled Winter Park adventure. How is that conversations held around the campfire seem to mean more, a night’s sleep on the hard dirt leaves you more refreshed than when you sleep in your own cushy bed, and even hot dogs grilled on the fire leave you more satisfied than a 5 star meal!   If you’re considering a trip to Winter Park or the Fraser Valley for a late summer camping adventure, check out some of our top tips on where to camp, what to pack & what to know before you go, you can be sure everyone in your group will leave a happy camper!

Lodges, Cabins, Hotels & More

From economical motels to luxurious townhouses and condos, as well as rustic cabins and guest ranches, the wide range of accommodations in Winter Park and Grand County are sure to provide you with the perfect mountain getaway to suit your style.  On a budget? Be sure to check out our Lodging Deals and look for seasonal specials and activity packages. We’ve got something for everyone!

Camping at the Crooked Gravel


A portion of all registration proceeds will go to support The Winter Park Ski Education Foundation, which supports athletes and competitors in Alpine, Freestyle, Freeski, All-Terrain, Nordic and Snowboard programs through the Winter Park Competition Center.

The WPSEF is a 501(c) (3) non-profit charitable organization that is run by a board of volunteers, so all funds raised go to its programs and assisting athletes, including supporting entry-level programs.

Crooked Gravel

Click here to learn more about the Crooked Gravel!

Event Details


Saturday, August 08, 2020


07:30am - 06:30pm


Winter Park, CO
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