Itineraries

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.

Showing 26 - 35 of 35 Itineraries
Itinerary Duration Length Location Type

Grande Tour Scenic Bikeway

 3 days 134.5 miles Union, North Powder, La Grande, Haines, Cove, Baker City in Eastern Oregon Road Route

Grande Tour Scenic Bikeway in Three Days

 3 days 134.5 miles Union, North Powder, Haines, Cove, Baker City in Eastern Oregon Road Route

Mt. Hood MTB Loop – Hut to Hut

 4 days 140 miles Mosier, Hood River in Mt. Hood / The Gorge Trail

Willamette Valley Scenic Bikeway

 4 days 132 miles Salem, Independence, Eugene, Brownsville, Albany in Willamette Valley Road Route

Hells Canyon Scenic Byway

 5+ days 243.5 miles Joseph, Halfway, Enterprise, Elgin, Baker City in Eastern Oregon Road Route

The Blue Mountains

 5+ days 408.6 miles Union, Sumpter, Heppner, Athena in Eastern Oregon Road Route

Cascade Backroads

 5+ days 466.1 miles McKenzie Bridge, La Pine, Oakridge, Cottage Grove, Shaniko in Central Oregon, Willamette Valley Road Route

The Wild Wheeled West

 5+ days 365 miles Union, Joseph, Halfway, Elgin, Baker City in Eastern Oregon Road Route

The State of Jefferson

 5+ days 467.6 miles Ashland, Glendale, Grants Pass, Jacksonville, Medford, Selma in Southern Oregon Road Route

The Round-Up Ride

 5+ days 355.1 miles Elgin, Enterprise, Pendleton in Eastern Oregon Road Route
26 - 35 of 35 Itineraries