Cycle Oregon is a non-profit organization best known for its week-long, non-competitive bike ride, called Classic, held as a fundraiser for the Cycle Oregon Fund. Cycle Oregon additionally hosts GRAVEL, a weekend cycling event, Joyride, a one-day cycling event for women only and WEEKENDER, a weekend cycling event often hosted on a college campus. Cycle Oregon also manages Jumpstart, Oregon's Safe Routes to School program focused on rural communities, and administers the Oregon Scenic Bikeways program.
The first Cycle Oregon event took place in September 1988, covering 343 miles between the Oregon cities of Salem and Brookings. More than 1,000 cyclists participated. By 1994, there were more than 2,000 participants participating annually.[1] [2]
| Year | Edition | Route | Distance (Miles) | Elevation (Feet) | |
| 1988 | I | Salem to Brookings | 343 | 9,429 | |
| 1989 | II | Portland to Ashland | 438 | 21,000 | |
| 1990 | III | Pendleton to Newport | 413 | 22,000 | |
| 1991 | IV | Beaverton to Hood River | 540 | 25,200 | |
| 1992 | V | Eugene to Medford | 417 | 18,500 | |
| 1993 | VI | Baker City to Oregon City | 448 | 24,500 | |
| 1994 | VII | Eugene to Brookings | 473 | 19,700 | |
| 1995 | VIII | Athena to Fossil | 435 | 27,723 | |
| 1996 | IX | Lakeview (Crater Lake Loop) | 560 | 21,900 | |
| 1997 | X | Nyssa to Yachats | 526 | 22,700 | |
| 1998 | XI | Myrtle Creek (Crater Lake Loop) | 528 | 29,885 | |
| 1999 | XII | La Grande (Wallowas Loop) | 546 | 29,666 | |
| 2000 | XIII | Paisley to Hood River | 561 | 21,280 | |
| 2001 | XIV | Prairie City (Frenchglen Loop) | 503 | 16,200 | |
| 2002 | XV | Nyssa to Florence | 594 | 17,975 | |
| 2003 | XVI | Baker City (Hells Canyon Loop) | 541 | 22,788 | |
| 2004 | XVII | Canyonville (Crater Lake Loop) | 502 | 28,749 | |
| 2005 | XVIII | Boardman to Astoria | 513 | 24,738 | |
| 2006 | XIX | Umatilla (Blue Mountains Loop) | 508 | 28,750 | |
| 2007 | XX | Sisters (Cascades Loop) | 481 | 28,463 | |
| 2008 | XXI | Elgin to Wallowa Lake | 435 | 21,521 | |
| 2009 | XXII | Medford to Grants Pass | 436 | 28,202 | |
| 2010 | XXIII | Elgin to Pendleton | 481 | 27,133 | |
| 2011 | XXIV | Sutherlin to Riddle | 500 | 24,865 | |
| 2012 | XXV | Bly to Klamath Falls | 506 | 30,577 | |
| 2013 | XXVI | John Day to Seneca | 505 | 17,685 | |
| 2014 | XXVII | The Dalles to Madras | 490 | 34,893 | |
| 2015 | XXVIII | Baker City to La Grande | 450 | 22,397 | |
| 2016 | XXIX | Tri-City to Gold Beach | 484 | 24,360 | |
| 2017 | Cancelled due to wildfires | ||||
| 2018 | XXX | Baker City to La Grande | 451 | 28,797 | |
| 2019 | XXXI | Oakridge to Dorena Lake | 486 | 31,330 | |
| 2020 | Cancelled due to COVID-19 | ||||
| 2021 | Cancelled due to COVID-19 | ||||
| 2022 | XXXII | John Day to Mitchell | 443 | 35,245 |
Cycle Oregon hosts four non-competitive, recreational cycling events each year to raise money for the Cycle Oregon fund and promote tourism throughout the state. Cycle Oregon events are supported rides; participants are provided with meals, camping facilities, shower and restroom facilities, and sag wagon support on course. Event locations vary each year with routes announced in January at a kickoff party and through a promotional video. The four events are:
Classic - A week-long bicycling journey showcasing some of Oregon's most spectacular vistas usually held in September
WEEKENDER: A two-day bicycling event most commonly held on a college campus with multiple ride options usually held in July
Joyride is a women-only one-day ride offering short, medium and long routes usually held in June
GRAVEL is a two-day mixed-terrain bicycle event with multiple route options usually held in May