The amount of geographical wonder packed into the 295 by 395-mile rectangle we call Oregon is unparalleled. And for over 30 years Cycle Oregon has been exposing you to the sights, sounds and people of this wonderland. And still, there are roads and communities yet to be experienced – until now. This year, Cycle Oregon is taking you on an all-new adventure, with new routes, new communities, and new experiences. 

Oregon is known for its amazing wine culture, its deep green forests, and its breathtaking coast, and this year, Cycle Oregon’s Classic is going all in. Immerse yourself in the picturesque fertile flatland of the Willamette Valley – the epicenter of Oregon’s wine country – as it showcases the vine-covered foothills and pastoral farms of its agricultural roots. With over 700 wineries scattered throughout the valley, you’re sure to stumble on a new favorite. And what goes hand in hand with a little wine? How about heading out for some waves and a sunset on the Central Oregon coast, with its quaint historic coastal towns, distinct coastlines, and awe-inspiring views. With more than 30 State Parks and scenic viewpoints, you’ll be mesmerized by the iconic rock formations, coves, and tidal flats of the Oregon coast. And with back-to-back layovers at the Coast, you can ride along the coastline, wander through historic waterfronts, kick back in the long stretches of uninterrupted sandy beaches or indulge your inner surfer. Whatever your jam is.