Classic 2020

2124 N Flint Ave, Portland, OR 97227, USA


Event information on this page is for our planned 2020 event that has been canceled due to the COVID-19 pandemic. It is our hope to host this event as detailed below in 2021 at a date to be determined later. The health and safety of our community—our riders, volunteers and the towns we visit—is paramount. For more information about the cancellation and how to support Cycle Oregon during these uncertain times, please click here.



Cycle Oregon laid out an incredible, reimagined event for our 32nd annual bicycle sabbatical we call Classic. Our destination will be Eastern Oregon for a week-long bike adventure through one of the most geographically diverse, awe-inspiring, other-worldly landscapes you’ll find anywhere. 2020 is all about choosing your own adventure so we’re offering multiple layover days, optional routes each day, non-cycling activities, and more opportunities to get directly involved with the communities who host us. On the bike, you’ll ride on quiet roads among scenic rivers, sweeping farmlands, famous fossil beds, dense forests, and soaring spires. Oh yeah, and you’ll see first-hand why the Painted Hills has been designated as one of the Seven Wonders of Oregon. This is a ride for the ages. Ride with us.

NO TIME LIKE THE PRESENT. This is the true frontier. The rivers, towns, passes, and canyons carry the boldness of those who came before and, in one way or another, managed to leave their mark. For generations, those that called this place home carved out lives amongst these great, colorful mounds of fine sediment banded with reds, yellows, blacks, and tans that sprawl for miles across the landscape. As we pedal through this strange, wonderful land, we begin to understand why. To explore the Painted Hills, the John Day Fossil Beds, the Malheur National Forest, and Twickenham Canyon, by way of some of Oregon’s most scenic byways, is an experience that will surely leave a mark on us all.

Get all the details for the event at