Whether it’s a one-day fat-tire ramble down the nationally renowned McKenzie River Trail, or a full-on five-day tour of Oregon’s northeast corner that takes in both Hells Canyon and Wallowa Lake, we’ve got a variety of itinerary suggestions for your cycling pleasure.
Working with the Itinerary list below, you can sort by type of ride (road/trail) and duration (number of days). When you click on any itinerary name, you’ll go to a page that describes the trip and offers links to pages for all the individual routes or trails that make up that itinerary. You’ll have enough information to plan an epic Oregon cycling trip.
Some of our itineraries are parts of larger adventures
Scenic Bikeway Itineraries
Oregon’s new Scenic Bikeways program lets you discover Oregon from the seat of a bike. Learn more about our first-of-its-kind program.
Learn more about Oregon’s Scenic Bikeways.
Cycle Oregon Itineraries
This annual tour is a one-week, two-wheel tent revival through a different set of Oregon small towns each year. We’ve included some of the best Cycle Oregon routes here.
Visit Cycle Oregon for more information on their annual rides.
|1 day or less||25 miles||Oakridge in Willamette Valley||Trail|
|1 day or less||69.9 miles||Estacada in Mt. Hood / The Gorge||Road Route|
|1 day or less||65.4 miles||Fossil in Eastern Oregon||Road Route|
|1 day or less||66.8 miles||Depoe Bay, Siletz, Newport in The Coast||Road Route|
|1 day or less||63 miles||Troutdale, Corbett in Mt. Hood / The Gorge||Road Route|
|1 day or less||15 miles||Portland in Greater Portland||Road Route|
|1 day or less||39.5 miles||Silver Lake in Southern Oregon||Road Route|
|1 day or less||32.1 miles||Crater Lake in Southern Oregon||Road Route|
|1 day or less||52.7 miles||The Dalles, Mosier, Hood River in Mt. Hood / The Gorge||Road Route|
|1 day or less||45 miles||Eugene, Lorane in Willamette Valley||Road Route|
|1 day or less||26 miles||McKenzie Bridge in Willamette Valley||Trail|
|1 day or less||29.5 miles||Sisters, Camp Sherman in Central Oregon||Road Route|
|1 day or less||37.1 miles||Terrebonne, Sisters, Redmond in Central Oregon||Road Route|
|1 day or less||36.1 miles||McKenzie Bridge, Blue River, Sisters in Willamette Valley, Central Oregon||Road Route|
|1 day or less||37.8 miles||Dorena, Culp Creek, Cottage Grove in Willamette Valley||Road Route|
|1 day or less||36.2 miles||Warm Springs, Sisters, Madras, Culver, Bend in Central Oregon||Road Route|
|1 day or less||14.1 miles||Madras, Culver, Warm Springs, Terrebonne, Redmond in Central Oregon||Road Route|
|1 day or less||64.5 miles||Hillsboro, North Plains, Cornelius, Forest Grove, Buxton in Greater Portland||Road Route|
|2 days||129.9 miles||Eugene, Springfield, Creswell, Cottage Grove, Lorane in Willamette Valley||Road Route|
|2 days||121.1 miles||Baker City, Union, La Grande in Eastern Oregon||Road Route|
|2 days||96.9 miles||Oakridge, Sisters in Willamette Valley, Central Oregon||Road Route|
|2 days||108.4 miles||Ukiah, Pilot Rock, Heppner in Eastern Oregon||Road Route|
|2 days||Union, North Powder, La Grande, Haines, Cove, Baker City in Eastern Oregon||Road Route|
|3 days||161 miles||Reedsport, North Bend, Brookings in The Coast||Road Route|
|3 days||174.5 miles||Prairie City, Monument, Long Creek, Kimberly, John Day, Dayville in Eastern Oregon||Road Route|