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.
| Itinerary | Duration | Length | Location | Type |
|---|---|---|---|---|
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 |
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 |
Southern Oregon Coast Tour |
3 days | 161 miles | Reedsport, North Bend, Brookings in The Coast | Road Route |
Old West Scenic Bikeway |
3 days | 174.5 miles | Prairie City, Monument, Long Creek, Kimberly, John Day, Dayville in Eastern Oregon | Road Route |
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 |
Eugene-Oakland-Eugene |
2 days | 129.9 miles | Eugene, Springfield, Creswell, Cottage Grove, Lorane in Willamette Valley | Road Route |
La Grande – Baker Backroad Loop |
2 days | 121.1 miles | Baker City, Union, La Grande in Eastern Oregon | Road Route |
A Pair of Passes (McKenzie and Aufderheide) |
2 days | 96.9 miles | Oakridge, Sisters in Willamette Valley, Central Oregon | Road Route |
Blue Mountain Century Scenic Bikeway |
2 days | 108.4 miles | Ukiah, Pilot Rock, Heppner in Eastern Oregon | Road Route |
Grande Tour Scenic Bikeway in Two Days |
2 days | Union, North Powder, La Grande, Haines, Cove, Baker City in Eastern Oregon | Road Route | |
Oakridge One-Day MTB |
1 day or less | 25 miles | Oakridge in Willamette Valley | Trail |
Mt. Hood Backcountry |
1 day or less | 69.9 miles | Estacada in Mt. Hood / The Gorge | Road Route |
Fossil Country |
1 day or less | 65.4 miles | Fossil in Eastern Oregon | Road Route |
Coastal Sampler |
1 day or less | 66.8 miles | Depoe Bay, Siletz, Newport in The Coast | Road Route |
Waterfalls and Woods |
1 day or less | 63 miles | Troutdale, Corbett in Mt. Hood / The Gorge | Road Route |
A Taste of Portland |
1 day or less | 15 miles | Portland in Greater Portland | Road Route |
South-Central Oregon Backroad Day |
1 day or less | 39.5 miles | Silver Lake in Southern Oregon | Road Route |
Crater Lake Rim Ride |
1 day or less | 32.1 miles | Crater Lake in Southern Oregon | Road Route |

