5 Star Route / Ridden and Reviewed by Captain ‘O’

Note: This is a 5 Star Route, meaning that it is a highly curated, premier riding route.

This route may have been impacted by the unprecedented and historic wildfires in Oregon during the summer of 2020. Thus, we are uncertain of the route condition and are uncertain if the route description is accurate. If you attempt the route, we would really appreciate your feedback in the comment section at the bottom of the page. 

A mixed gravel century (almost a century) that includes the Crooked River Canyon scenic bikeway, the Maury Mountains, and the Post / Paulina road. The ride links two of the best paved roads in Central Oregon with a gravel segment through ranching and farming country and some national forest.

The Details
The first paved sector is from downtown Prineville out the Crooked River Canyon to the top of the grade above Prineville Reservoir and down the other side. The climb of the grade is a little over 4 miles and about 900 feet. The steepest pitches are at the start. The descent of the other side is a bit shorter and less steep.

At mile 28 the gravel begins. Ride through rolling farm and ranch country, up and over the Maury Mountains and down into Post. At Post, refuel at the General Store on milkshakes and meatloaf sandwiches. From mile 28 to mile 54 is uphill at 1 to 2% until the turn onto Kloochman Creek road, where the grade steepens to 5%. The descent into Post is 11 miles with a loss in elevation of 2000 feet. **Click to Read More

Adventure / Gravel Route

– Loop: 92 miles / 5400 ft gain
– Surface: ~ 60% paved, 40% gravel roads
– Location: Prineville, Oregon
– Rideable: Spring through Fall. Best in the spring. Summer can be hot. Fall is hunting season.
– Course by: Captain “O”
– Published: June 2019


Advanced due to distance and remoteness. Technically, this ride is quite moderate.

The Start

Good Bike Co bike shop in downtown Prineville.. Flush toilets, water, beer and bike parts!
Lat / Long: 44.302686, -120.844650

Food / Water

Post General Store, mile 66.


Cue Sheet / GPX FileTCX File


Red = paved road
Brown = gravel / dirt road

For help with Ride, GPS files, etc see the “Help with …” page. To learn how to download the routes for free, see “Using Our Routes …” page.

Ridden and Reviewed by …

Gravel Girl / Team Dirty Freehub

She loves a good day of gravel like most people like a good book. She’s always amused by the outdoors and the wild adventures. Gravel Girl is a Co-Founder of Dirty Freehub.

Captain O / Team Dirty Freehub

He should have “Never Stop Exploring” tattooed on his chest! He loves adventures on bikes and is a Co-Founder of Dirty Freehub.

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