Cycle Oregon 2023

You crave the wide-open landscape, the silky-smooth single lane roads, the forested canopies, the soundtrack of a river as you pedal along, those postcard worthy views, and those friendships made and nurtured. Yep, you crave the Classic every September. We’re right there with you.

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 we have yet to experience – until now. This year, we’re 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 we’re going all in. We’ll immerse ourselves 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.

Wine. Waves. Wonderland. It’s time to indulge your cravings. This is Oregon. This is Classic.

The Ride

• Date: September 9 -16, 2023

• Mileage: 350 - 454 mi. with options

• Climbing: 14,814 - 21,393 ft. elevation gain with options

• Cost: $1385 early registration (through May 26) • $1450 (May 27 - Aug 28) • $1500 (onsite; limited availability)

• Registration is limited to 1350 participants