Cycle Oregon’s 38th Year!
Get ready to ride! Cycle Oregon is rolling into 2026 with three unforgettable adventures that span the heart, soul and wild corners of our state. From the gravel playgrounds of Tygh Valley to the vineyard-lined backroads of Southern Oregon, and the laid-back, joy-filled vibes of Pleasant Hill, each event brings its own rhythm and community magic. Whether you’re chasing gravel, soaking up small-town charm or dancing under the stars with new friends, there’s a ride (and a adventure story) waiting for you next year with Cycle Oregon. Sign up through December 15, 2026 for Early Bird Registration pricing, our only discount of the year!
Rally • August 28 – September 2, 2026
Southern Oregon’s Applegate Valley is the kind of landscape that invites exploration. Ridges roll into vineyards, a river braids through quiet meadows and narrow backroads slip between forests and farmland. Grants Pass, shaped by its connection to the Rogue River but with a future increasingly built for bikes, opens the door to miles of winding routes that carry you deeper into the valley’s mix of wild country and working land. Grants Pass is home to the iconic “It’s the Climate” sign, first hung in 1915 and now a beloved local emblem.
Jacksonville sits tucked at the base of the hills, a walkable, bike-friendly town where National Historic Landmark brick buildings and shady streets hint at the Gold Rush days without feeling frozen in time. Renowned for its vineyards and local eateries as well as the annual Britt Music & Arts Festival, Jacksonville was named Oregon’s “Most Charming Small Town” by HGTV in 2025.
Riding here feels like moving through a living map, one shaped by geology, history, and the people who’ve called this place home for generations. It is a region that rewards curiosity, encourages lingering and reminds you why Oregon is best experienced on a bike.
Rally 2026 is five days of road riding with multiple gravel route options throughout the week. Daily Main Routes roll entirely on pavement while Gravel Options call for at least 40c tires to maximize traction and comfort. The geography of Oregon’s Applegate Valley is defined by a long, narrow valley carved by the Applegate River and nestled within the Siskiyou Mountains. The combination creates a warm, temperate climate protected from direct coastal winds for the 35-miles of valley roads between our basecamps. When the routes climb, especially on gravel, expect long, sustained efforts and fun, flowing descents back into the valley. The landscape moves seamlessly between smooth cruising and spirited elevation, giving riders a dynamic look at Southern Oregon.
GRAVEL • May 8-10, 2026
Cycle Oregon GRAVEL rides into Tygh Valley, delivering riders into one of Oregon’s most rugged and rewarding visual landscapes. (Tygh is pronounced similarly to “tie”) The White River Canyon blends into the foothills of Mount Hood, a region that has long been shaped by its wide-open spaces, fertile farmland, and river routes that once connected people ancient and contemporary. Today, those same corridors form a network of quiet roads and gravel tracks that offer some of the best mixed-surface riding in the state.
Cycle Oregon GRAVEL routes explore a corner of Oregon where history still feels close. Riders roll past the remnants of Friend, a once-bustling grain town now ghostly standing watch over golden fields and open sky. The White River Wildlife Area offers a glimpse into the ecological richness that supported generations of Tygh and Warm Springs people who lived, fished, and traveled throughout this region. And Sherar’s Falls, a still important fishing site for the Warm Springs Tribes, anchors one of the most scenic paved stretches in Oregon with cliffs, canyon walls, and a sweeping descent that riders talk about long after the dust settles.
Back at camp, the community’s agricultural roots run deep, and you can feel the rhythm of rural Oregon life all around you. After a fast day of pedaling, slow down and enjoy that renowned Cycle Oregon camp life. Evenings flow with live music, cold beverages, and the familiar Cycle Oregon camaraderie that turns strangers into riding partners and riding partners into lifelong friends.
Cycle Oregon GRAVEL is more than a weekend of riding. It’s a chance to explore a landscape that tells its story mile by mile, where every climb, creek crossing, and ridge line connects you to the people and places that make this part of Oregon unforgettable. Wasco County’s network of gravel roads connect via extended sections of pavement; we recommend tires optimized for mixed-surface gravel conditions at least 38c in width. Spring conditions may lead to wetter, softer road conditions in which case we suggest wider tires with more tread. Course updates will be made throughout the spring of 2026.
Joyride • June 12-14, 2026
Cycle Oregon Joyride rolls to a new location for 2026. Pleasant Hill, a quiet, rolling pocket of Lane County where farmland, forest, and river country meet, feels like it was made just for this. Just for us. This is a region shaped by water and community, from the cool bends of the Fall Creek area to the wide, grassy meadows that frame our camp in Jasper State Recreation Site, a favorite local escape for walkers, riders, and wildlife watchers. The terrain here is gentle but full of texture- shaded creek crossings, open valley views, and small climbs that lead to long, easy descents through classic Willamette Valley countryside.
Pleasant Hill and its neighboring communities have deep roots. Agriculture has long been here, leaving a legacy of orchards, pastureland, and covered bridges that still link one side of the region to the other. Pleasant Hill is home to some of Oregon’s most historic covered bridges, including the Pengra and Wendling bridges, which once connected early farming communities across the Willamette Valley.
Fall Creek and its reservoir add a splash of summer energy to the landscape, offering clear water, warm breezes, and a sense of calm that settles in as you roll through the surrounding foothills.
Joyride builds on that feeling: connection, confidence, and the simple pleasure of spending a day on your bike surrounded by women who lift each other up. Back at camp, the atmosphere is relaxed and welcoming, with food, live music, and plenty of space to unwind. Whether you’re discovering this corner of Oregon for the first time or returning to familiar backroads, Joyride offers a weekend that feels both refreshing and grounded — a celebration of women, community, and the joy of exploring by bike.
Like Rally, Joyride Main Routes are paved with the option of gravel segments available to all riders should they choose. All routes and segments are fully signed and supported so if gravel is new to you, we’ve got you covered. In fact, Joyride hosts a number of gravel clinics throughout the weekend led by expert riders to help get you rolling. Ride. Recharge. Reconnect at Joyride.
Early Bird Registration, our only pricing discount of the year, ends December 15, 2026!
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I have ridden Cycle Oregon 11 times and look forward to another one in the next year