moderate to challenging
4-7 days
Riders should have good endurance and be comfortable with sustained climbs and long daily mileage.
Via Bike Tours delivers expertly guided, multi-day cycling adventures through Oregon’s most scenic landscapes, from Crater Lake to the coast. Perfect for riders seeking challenge and comfort in one seamless trip.
Situated in southern Oregon’s Ashland, Via Bike Tours, LLC offers a standout cycling experience through some of the state's most compelling natural landscapes. This seasoned operation delivers multi-day guided bike tours that thread together highlights from Crater Lake’s dramatic caldera to sweeping views of the Pacific coast and the vineyard-laden Willamette Valley. For riders craving an active yet deeply immersive trip, Via Bike Tours crafts routes that balance challenge with the reward of raw nature and local culture.
Travelers on these tours encounter pristine, low-traffic roads running through dense forests, volcanic peaks, and verdant wine country. The Crater Lake & Scenic Cascades Bicycle Tour, for example, circles Oregon’s only national park with routes that pass waterfalls and forest trails, highlighting rugged volcanic geology and old-growth forests. Another notable experience is the Crater Lake & Scenic Oregon Coast Bicycle Tour, which links coastal views with coastal range forests and the giant redwoods south of the state line. These roads, often Forest Service or BLM maintained, provide a quiet contrast to urban cycling, appealing to intermediate and advanced riders.
Jeff Lynn, the company’s guiding force, is frequently praised for his attentiveness and flexibility, ensuring every rider’s needs—whether a family’s or a seasoned cyclist’s—are met with professional support, including on-the-road sweep vans and carefully selected lodging and meals. For example, a family trip might include extras like whitewater rafting or winery picnics, while advanced riders enjoy challenging routes and top-tier culinary stops at historic inns and local brewpubs.
With excellent trip logistics, world-class natural scenery, and a focus on rider freedom, Via Bike Tours plugs into Oregon’s outdoor scene as an authentic gateway to the Pacific Northwest’s cycling treasures. Whether riding volcanic rims, quiet backroads, or coastal highways, their trips blend Oregon’s wild character with the ease of a fully-supported adventure.
Routes cover mixed surfaces including paved county roads and Forest Service backroads; prepare for climbs and descents.
Carry enough water between stops as some stretches have limited access to resupply points.
Weather can shift quickly due to elevation changes; dress in layers to handle mornings, sun, and cooler evenings.
Via Bike Tours offers flexible daily distances—discuss your stamina and goals with the guide to customize your ride.
Ashland lies along historic trade routes and near territories once inhabited by the Takelma tribe, adding cultural depth to your ride.
Via Bike Tours emphasizes low-impact travel, using quieter backroads and supporting local businesses to protect Oregon’s landscapes.
A well-maintained bike suited for paved and light gravel roads is key for the mixed terrain.
Mandatory safety gear on all rides.
Adjustable layers help manage temperatures from cool mornings to warm afternoons.
spring|fall|summer specific
Useful for carrying water, snacks, and extra clothing.