The best cycling routes around Portland

Embark on the Trolley and Terwilliger Trails Loop for a challenging touring bicycle adventure that spans 29.5 miles (47.5 km). You will gain 1641 feet (500 metres) in elevation, making this a difficult route that typically takes around 2 hours and 23 minutes to complete. Experience a dynamic shift from the urban charm of the Trolley Trail, offering peaceful rides and riverfront views of the Willamette and Clackamas Rivers, to the forested beauty of the Terwilliger Parkway with its lush greenery and panoramic vistas. You will pass notable landmarks like the Oregon City Bridge and the Tilikum Crossing, enjoying varied terrain throughout your ride.

Planning your visit requires good physical fitness and a touring bike capable of handling significant climbs, especially on the Terwilliger sections. While mostly paved, be prepared for the possibility of some gravel or debris, particularly on the Terwilliger Parkway. The route transitions from an easier ride on the Trolley Trail to a more demanding experience as you tackle the elevation changes on the Terwilliger sections. Consider starting early to make the most of the daylight and avoid busier times on the more urban parts of the trail.

This loop stands out for its unique combination of urban exploration and natural immersion, showcasing the diverse landscapes of the region. The Trolley Trail offers glimpses of local art installations, adding a cultural dimension to your ride, while the Terwilliger Parkway provides stunning natural beauty as it winds through areas like Tryon Creek State Park. It's a fantastic way to see both the city's riverside character and its surrounding green spaces, offering a comprehensive touring bicycle experience.

Embark on a challenging touring bicycle ride through the deeply forested environment of Portland's Forest Park. This difficult 20.1 miles (32.3 km) loop takes you through second-growth woodlands, where you'll encounter native plants like Douglas fir and big leaf maple. The route primarily follows hard-packed gravel and fire roads, offering a tranquil setting away from city noise. As you cycle, keep an eye out for glimpses of the Willamette River and the historic St. Johns Bridge, adding a scenic highlight to your journey. You will gain 1999 feet (609 metres) of elevation over an estimated 2 hours and 14 minutes, making this a rewarding workout.

Before you head out, be aware that bike access within Forest Park is largely confined to specific roads and fire lanes, with restrictions on much of the singletrack. The firelanes can be steep, muddy, and rutted, especially from November through June, so fenders are a recommended accessory for those months. Always check local regulations regarding bike access before you go to ensure a smooth trip. Planning your visit during drier seasons might offer a more comfortable experience on the gravel sections.

Forest Park is one of the largest urban parks in the United States, providing an extensive natural escape right within the city. This tranquil setting is home to diverse wildlife, including over 100 bird species, making it a great spot for nature observation. The park's second-growth woodlands showcase a rich ecosystem, offering a unique opportunity to experience a deeply forested environment close to urban amenities. This route allows you to explore a significant portion of this remarkable natural area.

Embark on a moderate touring bicycle journey along the Willamette and Columbia Rivers, following parts of Portland's famous 40 Mile Loop trail. This 32.0 miles (51.5 km) route offers a dynamic blend of urban and natural scenery, with 805 feet (245 metres) of elevation gain that you can comfortably cover in about 2 hours and 25 minutes. As you cycle, you'll enjoy expansive views of both rivers, often spotting boats, and on clear days, even the distant peak of Mount Hood. The path winds through vibrant green spaces and past iconic structures like the St. Johns Bridge, creating a varied and engaging ride.

Planning your trip on this route is straightforward, as most sections of the 40 Mile Loop system are open for cycling, walking, and hiking. While there are no specific permits or fees mentioned, it's always a good idea to check local conditions before you go. The trail is part of a larger network, so you'll find it well-integrated into the city's outdoor infrastructure. Be aware that new segments are always being developed, which can enhance your experience but might also mean occasional detours.

This trail is notable for its integration into the extensive 40-Mile Loop system, which connects over 30 city parks and natural areas. It provides a unique opportunity to experience Portland's commitment to green infrastructure and active transport. The route showcases the city's diverse landscapes, from bustling waterfronts to serene parklands, making it a prime example of urban cycling at its best. It's a fantastic way to explore the region's natural beauty and urban charm.

Embark on a moderate touring bicycle journey along the Burnt Bridge Creek and Lewis & Clark Trail Loop, a 28.5-mile (45.9 km) route that takes about 2 hours and 10 minutes to complete. You will cycle through a varied landscape, from the open grasslands and wetlands of Burnt Bridge Creek, where you might spot local wildlife, to the scenic banks of the Columbia River. The trail offers expansive views of the river and passes historical landmarks like the Ilchee Moon Girl Statue, providing a rich blend of nature and history. With an elevation gain of 856 feet (261 metres), this loop provides a rewarding ride without overly strenuous climbs.

Planning your visit is straightforward, as both the Burnt Bridge Creek Trail and the Lewis & Clark Discovery Greenway Trail are primarily paved and well-maintained. You will find multiple access points along the route, allowing you to begin your ride at various points or tackle specific sections. Parking is generally available at these access points, making it convenient to start your adventure. Consider an early morning start to enjoy cooler temperatures and fewer crowds, especially during peak seasons.

This route stands out for its unique combination of natural beauty and historical significance within the Vancouver, Washington area. As you pedal, you will transition from the tranquil wetlands, home to waterfowl and songbirds, to the historical corridor along the Columbia River. The Lewis & Clark Discovery Greenway section offers a glimpse into the region's past, connecting you to the journey of early explorers. It's a perfect way to experience the diverse ecosystems and cultural heritage of the Pacific Northwest by bike.