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 1 - 25 of 35 Itineraries
Itinerary Duration Length Location Type

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

Gorge Scenic Route

 1 day or less 52.7 miles The Dalles, Mosier, Hood River in Mt. Hood / The Gorge Road Route

Lorane – Wolf Creek

 1 day or less 45 miles Eugene, Lorane in Willamette Valley Road Route

McKenzie River Trail

 1 day or less 26 miles McKenzie Bridge in Willamette Valley Trail

Metolius Loops Scenic Bikeway

 1 day or less 29.5 miles Sisters, Camp Sherman in Central Oregon Road Route

Sisters to Smith Rock Scenic Bikeway

 1 day or less 37.1 miles Terrebonne, Sisters, Redmond in Central Oregon Road Route

McKenzie Pass Scenic Bikeway

 1 day or less 36.1 miles McKenzie Bridge, Blue River, Sisters in Willamette Valley, Central Oregon Road Route

Covered Bridges Scenic Bikeway

 1 day or less 37.8 miles Dorena, Culp Creek, Cottage Grove in Willamette Valley Road Route

Twin Bridges Scenic Bikeway

 1 day or less 36.2 miles Warm Springs, Sisters, Madras, Culver, Bend in Central Oregon Road Route

Madras Mountain Views Scenic Bikeway

 1 day or less 14.1 miles Madras, Culver, Warm Springs, Terrebonne, Redmond in Central Oregon Road Route

Tualatin Valley Scenic Bikeway

 1 day or less 64.5 miles Hillsboro, North Plains, Cornelius, Forest Grove, Buxton in Greater Portland 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

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
1 - 25 of 35 Itineraries