Watch the 2019 route announcement. Registration for all 2019 events is now open!


The rubber first hit the road more than 30 years ago when Cycle Oregon set out on its first organized bike ride. The goal was to bring like-minded cyclists together for a picture-perfect ride, all the while lending economic support to small-town Oregon. Starting with that inaugural trek from Salem to Brookings, Cycle Oregon has built a passionate, loyal community by hosting four fully supported, bucket list-caliber bike rides through Oregon’s most breathtaking landscapes, year after year.

In 2018 Cycle Oregon hosted four, fully supported, bucket list caliber bicycle rides with something for everyone. Classic, an epic week-long journey showcasing some of Oregon’s most spectacular vistas, pristine waters and fine Oregon community hospitality. WEEKENDER, a two day bike bash featuring great route options for all rider levels, with music, fun and friends in camp each night.  Joyride, a first class, women-only ride through wine country offering short, medium and long routes. GRAVEL, a two-day gravel-fest down roads less traveled.



Kickoff Party

January 30, 2019 // Portland Art Museum

Doors 6 p.m. // Route Announcements 7 p.m.

Our annual Kickoff Party is a free event. The first 500 guests to arrive receive early registration access for the Classic. One lucky person will end up with the GOLDEN TICKET – a free entry for the 2019 Classic!

Can’t make it in person? You can still attend the Kickoff by tuning into the livestream right here. One lucky virtual viewer will also get the chance to win a free entry to the 2019 Classic!


January 31, 2019 // Noon Pacific // cycleoregon.com

2019 Dates

GRAVEL – May 17-19

Joyride – June 22

Classic – September 7-14


Individual event pages on our website may be down periodically in coming days to update with 2019 information.  All 2019 event information will be available here starting 8:00 p.m. (Pacific) on Wednesday January 30, 2019.

Ride Archive

Relive rides of yore with our handy ride archive: