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 itineraries for your cycling pleasure.

Working with the Itinerary list below, you can sort by type of ride (road/trail) and length (miles). 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 29 Itineraries
Itinerary Length Location Type

A Taste of Portland

15 miles Portland in Greater Portland Road Route

Oakridge One-Day MTB

25 miles Oakridge in Willamette Valley Trail

McKenzie River Trail

26 miles McKenzie Bridge in Willamette Valley Trail

Crater Lake Rim Ride

32.1 miles Crater Lake in Southern Oregon Road Route

A Day Trip on the Sisters to Smith Rock Scenic Bikeway

37 miles Bend, Camp Sherman, Sisters Road Route

A Family-Friendly Outing on the Covered Bridges Scenic Bikeway

37.3 miles Cottage Grove Road Route, Trail, Scenic Bikeways

South-Central Oregon Backroad Day

39.5 miles Silver Lake in Southern Oregon Road Route

Lorane – Wolf Creek

45 miles Eugene, Lorane in Willamette Valley Road Route

Gorge Scenic Route

52.7 miles The Dalles, Mosier, Hood River in Mt. Hood / The Gorge Road Route

Waterfalls and Woods

63 miles Troutdale, Corbett in Mt. Hood / The Gorge Road Route

Fossil Country

65.4 miles Fossil in Eastern Oregon Road Route

Coastal Sampler

66.8 miles Depoe Bay, Siletz, Newport in The Coast Road Route

Mt. Hood Backcountry

69.9 miles Estacada in Mt. Hood / The Gorge Road Route

A Pair of Passes (McKenzie and Aufderheide)

96.9 miles Oakridge, Sisters in Willamette Valley, Central Oregon Road Route

A Rugged Adventure on the Blue Mountain Century Scenic Bikeway

109.3 miles Boardman, Echo, Heppner, Ione, Lexington in Eastern Oregon Road Route

La Grande – Baker Backroad Loop

121.1 miles Baker City, Union, La Grande in Eastern Oregon Road Route

Eugene-Oakland-Eugene

129.9 miles Eugene, Springfield, Creswell, Cottage Grove, Lorane in Willamette Valley Road Route

A Foodie Spin on the Willamette Valley Scenic Bikeway

132.8 miles Albany, Brownsville, Independence, Salem, Woodburn in Willamette Valley Road Route

Grande Tour Scenic Bikeway in Three Days

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

Grande Tour Scenic Bikeway in Two Days

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

Mt. Hood MTB Loop – Hut to Hut

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

Southern Oregon Coast Tour

161 miles Reedsport, North Bend, Brookings in The Coast Road Route

A Multi-Day Journey on the Old West Scenic Bikeway

173.8 miles John Day in Eastern Oregon Road Route

Hells Canyon Scenic Byway

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

The Round-Up Ride

355.1 miles Elgin, Enterprise, Pendleton in Eastern Oregon Road Route
1 - 25 of 29 Itineraries