Best Oregon Cycling Routes and Trails For All Levels

Oregon is a cyclist's playground. It offers an incredible variety of trails that appeal to every kind of cyclist. Everyone – from local enthusiasts to visitors – can’t get enough of Oregon’s cycling routes. That's because they offer an unbeatable combination of natural beauty, variety, and accessibility that appeals to cyclists of all skill levels and preferences.

Amazing Variety of Trails

Oregon Scenic Bikeways

The state offers an extensive collection of scenic bikeways, like the Painted Hills Scenic Bikeway. Ride past the gorgeous lakes of the Blue Mountains, the wild and scenic river of Willamette, the sea stacks on the Oregon Coast, the Crooked River Canyon, or along the urban landscape of covered bridges.

Diverse Landscapes

Every route offers something new and breathtaking. From lake views like the Willamette Valley scenic bikeway to the Blue Mountain Century route along the deep forest, or the Twin Bridges Loop in central Oregon, there's a landscape for every bike enthusiast.

Cyclist-Friendly Climate

Year-Round Accessibility. Oregon’s mild climate means you can ride outside for most of the year. The Willamette Valley offers lush, green routes in the early spring, while the high desert trails near Madras are perfect for winter riding.

Oregon's Strong Cycling Culture

Oregon boasts a vibrant cycling culture that promotes safe and accessible biking for all. Cities like Portland are internationally recognized for their bike-friendly infrastructure, making it easier than ever to commute and explore on two wheels.

Here's why Oregon is a haven for cyclists:

Bike-Friendly Cities and Communities

Portland leads the way with its extensive network of bike lanes, dedicated cycling paths, and traffic signals designed specifically for cyclists. The city’s infrastructure encourages more people to choose bikes over cars, reducing traffic congestion and promoting a healthier lifestyle. Other cities, such as Eugene and Bend, also prioritize bike-friendliness, offering safe, well-marked routes and bike racks for convenience.

High Number of Bicycle Commuters

Oregon has one of the highest percentages of bicycle commuters in the United States, particularly in urban areas like Portland. This reflects the state’s commitment to promoting cycling as a viable mode of transportation. Programs and incentives for bicycle commuting help reduce traffic congestion and carbon emissions, fostering a more sustainable and efficient way of getting around.

Top-Tier Cycling Infrastructure

From separated bike lanes to bike boxes at intersections, Oregon’s urban planning puts cyclist safety front and center. Cities like Portland continue to expand their network of protected lanes and multi-use paths, making cycling safer and more appealing for residents and visitors alike. With cycling-friendly urban design, the state is setting an example for how to encourage sustainable transportation.

Cycling Clubs and Advocacy Groups

Oregon's strong sense of community is reflected in its many cycling clubs and advocacy organizations. Groups like Bike Portland, The Street Trust and local cycling clubs host regular events, group rides, and educational campaigns to promote cycling safety and awareness. These organizations play a critical role in fostering a supportive environment for cyclists while advocating for better laws and infrastructure.

Together, these elements create a thriving cycling culture in Oregon that not only supports recreational cyclists but also encourages more people to choose bikes as a primary mode of transportation.

Easy Access to Resources

Well-Marked Routes: Thanks to the Oregon Department of Transportation and Travel Oregon, most trails like the Row River Trail and the Grande Tour Scenic Bikeway are well-marked with official route signs. This makes trip planning easy with plenty of printable maps and resources available.



Seasonal Experiences: Whether it’s spotting wild rivers during early summer or enjoying the scenery of the Bear Creek Valley, Oregon’s trails offer unique experiences that change with the seasons.

The Challenges for Cyclists in Oregon

Cycling in Oregon offers stunning landscapes and exciting routes, but riders face unique challenges that can impact safety and enjoyment. Here are some common obstacles cyclists encounter:

1. Unpredictable Weather: Oregon's weather can change rapidly, especially in coastal and mountainous areas. Cyclists often contend with sudden rain, strong winds, or icy conditions that demand extra caution and preparation.
2. Heavy Traffic in Urban Areas: Cities like Portland and Eugene, while bike-friendly, still have areas with high vehicle traffic. Cyclists must navigate busy intersections, distracted drivers, and shared lanes, especially during rush hours.
3. Challenging Terrain: Oregon's diverse geography means steep climbs, rugged trails, and winding roads are common. While scenic, these can be physically demanding and require good conditioning and appropriate gear.
4. Wildlife and Livestock Encounters: In rural and forested areas, cyclists may encounter deer, elk, or even farm animals that have wandered onto roads or trails. Such encounters can be dangerous, especially at high speeds.
5. Limited Infrastructure in Rural Regions: While Oregon has an impressive network of bike paths, some rural areas lack dedicated cycling infrastructure, forcing cyclists to share narrow roads with vehicles.
6. Seasonal Hazards: Fallen leaves in autumn, icy patches in winter, and muddy trails in spring can make certain routes hazardous, requiring extra vigilance and proper equipment.

Staying aware of these challenges and planning accordingly ensures a safer and more enjoyable cycling experience in Oregon.

Bicycle Laws in Oregon

Cycling in Oregon means being familiar with the state’s bicycle laws, designed to ensure cyclists’ safety and maintain the smooth flow of traffic. Understanding these laws helps you ride responsibly and safeguards your rights if an accident occurs. Here’s a breakdown of key bicycle laws in Oregon:

Basic road rules for cyclists

• Same Rights and Responsibilities: In Oregon, bicycles are legally considered vehicles, which means cyclists have the same rights and responsibilities as motor vehicle drivers. This includes obeying all traffic signals, signs, and regulations.
• Riding on the Right: Cyclists must ride as close to the right side of the road as practically possible. Exceptions are allowed for passing another vehicle, preparing for a left turn, or avoiding hazards.
• Helmet Law: It’s mandatory for cyclists under the age of 16 to wear helmets while riding on public roads and bike paths. For adults, wearing a helmet is optional but highly recommended to prevent head injuries.

Specific cycling provisions

• Lane Usage: Cyclists are entitled to use a full lane when necessary for safety, such as when the lane is too narrow to share side-by-side with a car. This is important in urban areas like Portland where roads can be busy and narrow.
• Safe Passing Law: Motorists must give cyclists at least three feet of space when passing. This law helps prevent accidents caused by passing too closely.
• Lighting Requirements: By law, all bicycles must be equipped with a white front light visible from at least 500 feet away and a red rear reflector or light visible from 600 feet when riding at night. This is crucial for being seen in the early morning or late evening.

Cycling in traffic and accidents

• Navigating Traffic: High volumes of traffic in cities like Portland and Eugene require cyclists to be extra vigilant. Using hand signals for turns and stops can help communicate intentions to drivers, reducing the risk of collisions.
• Accident Protocols: If involved in an accident, it's important to stay calm, check for injuries, and seek the right medical assistance. Documenting the scene with photos and gathering witness statements can be crucial if legal action or insurance claims are pursued.

Safety Tips

• Be Visible: Always wear reflective clothing and use lights on your bike.
• Regular Bike Checks: Ensure your bike is in good working condition, especially the brakes and lights.
• Stay Informed: Keep up-to-date with local cycling laws and community updates through resources like Bike Portland, and the Oregon DMV’s Bicycle and Motor Vehicle Laws.

Oregon Cycling Routes

Oregon is a haven for cyclists, offering some of the best road cycling routes in the United States. Each route provides unique experiences, from historical byways to rugged mountain climbs, making every journey an adventure.

Here’s a detailed look at some iconic Oregon road cycling routes:



1. Columbia River Highway

The Columbia River Highway, known as the first scenic highway in America and a National Historic Landmark, offers a 70-mile ride through the breathtaking Columbia River Gorge. This route is framed by towering basalt cliffs and a cascade of waterfalls.

As you ride, you'll encounter landmarks like the Crown Point Vista House, which offers expansive views of the gorge and its surrounding lush landscapes.

2. Willamette Valley Scenic Bikeway

The Willamette Valley Scenic Bikeway winds through Oregon’s renowned wine country, offering a gentler ride with stops available at numerous vineyards along the way. This route showcases the pastoral beauty of the valley, filled with rolling hills and rows of vines that produce some of the best wines in the Pacific Northwest.

3. Crater Lake Rim Drive

The Crater Lake Rim Drive encircles the deep blue waters of Crater Lake National Park. This challenging 33-mile loop offers numerous viewpoints around the deepest lake in the United States, formed by the collapse of an ancient volcano. The ride provides cyclists with panoramic views of the caldera and geological features that are simply spectacular.

4. Oregon Coast Highway

Travel along the Oregon Coast Highway for a scenic experience that combines coastal views with seaside towns. This route stretches along the Pacific, featuring dramatic cliffs, sandy beaches, and picturesque views of the vast ocean, making it perfect for a leisurely day ride or a multi-day cycling adventure.

5. Crooked River Canyon Overlook Trail

Near Terrebonne, the Crooked River Canyon Overlook Trail offers a unique cycling experience with its 3.5-km out-and-back trail that’s considered moderately challenging. This lesser-known gem is great for those looking to escape the crowds, offering peaceful views of the Crooked River and its steep canyon walls. Best visited from May through July, this trail also allows cyclists to enjoy the tranquility of Central Oregon’s natural beauty.

Best Gravel Bike Routes in Oregon

1. Oregon Outback Scenic Bikeway

The Oregon Outback Scenic Bikeway presents an extraordinary cycling journey through one of Oregon's most secluded and rugged landscapes. Spanning 90 miles, this route starts and ends in Lakeview.

This bikeway cuts through the intersection of forested Cascades and the expansive high desert basin. It features dramatic high peaks, cliffs, and stunning lakes, all while offering glimpses of wildlife.

As you pedal, the terrain shifts from rolling hills near Hart and Crump lakes to narrow canyons past the Deep Creek Falls. Ideal in the spring and fall, the bikeway comes alive with migratory birds and wildlife.

2.Ochoco Gravel Roubaix

The Ochoco Gravel Roubaix is a highly regarded gravel race that takes riders through the stunning Ochoco Mountains in Central Oregon. Known for its demanding terrain, this event attracts gravel cyclists looking for a challenge. The Ochoco Gravel Roubaix features challenging climbs and fast descents, making it a true test of endurance and skill.

3. McKenzie Pass

McKenzie Pass, part of the Oregon Scenic Bikeways, takes cyclists on a journey around the Cascade Mountains. This 82-mile loop is famous for its challenging climbs and the stunning vistas at the summit, as well as volcanic landscapes. Highlights include views of snowcapped peaks such as Broken Top and The Three Sisters, and the unique geological formations at the Dee Wright Observatory.

Oregon Mountain Bike Trails

1. Sandy Ridge Trail System

Located just an hour from Portland, the Sandy Ridge Trail System is a favorite among local and visiting mountain bikers. This area features over 15 miles of singletrack trails for all skill levels. The trails are well-maintained and offer a mix of tight turns and fast descents.



2. Phil's Trail Complex

Situated near Bend, Phil's Trail Complex is a comprehensive network of mountain biking trails known for its variety and accessibility. The complex provides over 40 miles of trails, ranging from beginner-friendly paths to advanced technical routes. The area includes features like berms, jumps, and drops.

3. Oakridge Trail System

For those seeking a true backcountry experience, the Oakridge Trail System in the Cascade Mountains is the place to go. Renowned for its challenging descents and stunning natural beauty, this network offers some of the most epic mountain biking in Oregon. The trails wind through forests and lakes, making it ideal for experienced riders looking for a test of their skills.

Best Family-Friendly Bike Trails in Oregon

Oregon offers an abundance of paved trails that are perfect for family outings, with safe and scenic environments for cyclists of all ages and abilities.

Here are some of the best family-friendly paved trails in Oregon:



1. Banks-Vernonia State Trail

The Banks-Vernonia State Trail is a 21-mile path that offers a gentle journey through the beauty of Oregon's forests and farmland. This trail is a converted rail trail, meaning it has a smooth surface and mostly flat terrain, making it accessible for riders and walkers of all ages and abilities.

2. Springwater Corridor

Located in Portland, the Springwater Corridor is a staple of urban cycling and walking in the city. This extensive trail follows the route of an old railway, stretching over 40 miles from central Portland to Boring, Oregon. It connects various parks and residential neighborhoods, providing families with easy access to natural retreats right in the city.

3. Deschutes River Trail

The Deschutes River Trail offers a beautiful and relaxing experience along the Deschutes River in Bend, Oregon. This paved path is well-suited for families, with various sections that offer easy access and gentle riding. The trail provides stunning views of the river, with plenty of spots to stop and enjoy the natural beauty, watch kayakers and rafters, or simply relax by the water.

Cycling Events and Gran Fondo’s (non-racing) in Oregon

Oregon's vibrant cycling culture is celebrated through various events and Gran Fondos across the state. Whether you're looking for a competitive edge or a leisurely tour through Oregon's beauty, there's something for everyone.

1. Cycle Oregon

Cycle Oregon is a legendary event in the Pacific Northwest. This annual multi-day journey takes cyclists through different regions of Oregon, highlighting diverse landscapes and communities along the way. Suitable for all skill levels, it offers various route options, from challenging mountain treks to easier scenic paths, ensuring every cyclist can enjoy the ride.

2. Bridge Pedal

The Bridge Pedal is a one-of-a-kind event in Portland that allows cyclists to experience the city from a unique perspective. This non-competitive ride takes participants across multiple bridges over the Willamette River, providing rare views of Portland’s skyline and key landmarks. The event caters to families and cyclists of all ages.

3. Oregon Gran Fondo

The Oregon Gran Fondo is a favorite among cycling enthusiasts looking for a mix of challenge and relaxation. This non-competitive event showcases the scenic beauty of the Willamette Valley, known for its rolling hills and vineyards. Cyclists can enjoy rest stops at local wineries, turning the ride into a delightful tour of some of Oregon’s finest wines.

Explore Oregon on Two Wheels with Confidence

Oregon is a cyclist’s dream destination, offering a diverse range of trails, breathtaking scenery, and a strong cycling community. Whether you’re cruising family-friendly paths, tackling challenging mountain trails, or exploring scenic bikeways, there’s something for every rider. While the state’s natural beauty and infrastructure make it a top cycling spot, being prepared for challenges such as unpredictable weather and shared roads will ensure a safer and more enjoyable experience.

Cycling in Oregon isn’t just about the ride—it’s about the culture, the connection with nature, and the freedom of exploring on two wheels. Embrace the journey, but always ride responsibly and prioritize safety.

Ride Protected, Ride Safe, with Bike Legal

Sometimes, even the most careful cyclists face unexpected challenges, from accidents to navigating complex legal situations. If you’ve been involved in a cycling accident or need advice on your rights as a cyclist in Oregon, Bike Legal is here to help. Our team specializes in advocating for injured cyclists and ensuring they get the fair compensation they deserve.

📞 Contact Bike Legal today for a free consultation and ride with peace of mind knowing your rights are protected.

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• Bicycle Accident FAQs
• Bike Accidents without a Helmet
• The Bicycle Lane Debate: Should Motorists Share the Road?