Main City Park

Embark on a moderate touring bicycle adventure along the Boring Loop, a 43.3-mile (69.7 km) route that promises diverse scenery and a rewarding ride. You will gain 1379 feet (420 metres) over an estimated 4 hours and 12 minutes, making it a substantial yet manageable journey. The Springwater Corridor section guides you through wetlands, past agricultural fields, and residential areas, often alongside Johnson Creek. As you transition to the Trolley Trail, expect to discover shady parks and unique artisan installations, with clear views of Johnson Creek as it meets the Willamette River from Milwaukie Bay Park. Keep an eye out for distant glimpses of Mount Hood on the horizon during some of the higher sections.

This route is largely accessible, primarily using dedicated multi-use paths, making it suitable for a wide range of touring cyclists, including families. You can conveniently access the trail system using Portland's MAX light rail, which welcomes bikes, offering flexibility for your starting point. While the eastern portions of the Springwater Corridor, from Gresham to Boring, are generally pleasant, be aware that sections closer to downtown Portland have historically experienced issues with encampments.

The Boring Loop is a significant component of Portland's extensive 40-Mile Loop regional trail system, highlighting its importance for local recreation and connectivity. This well-established network provides a unique opportunity to explore the region's natural beauty and urban fringes on dedicated paths. The varied landscape, from river views to artisan installations, ensures a dynamic experience that sets this route apart from other local cycling options.

The Bull Run loop from Gresham offers a challenging touring bicycle experience, winding through diverse terrain that includes both paved and unpaved sections. You'll be treated to spectacular views of the Columbia River Gorge from iconic spots like Crown Point and Chanticleer Point, and ride alongside the scenic Sandy River, all while passing through the lush, protected Bull Run Watershed. This difficult 45.1-mile (72.6 km) route, with its 3329 feet (1015 metres) of elevation gain, is a true test of endurance, typically requiring about 4 hours and 48 minutes to complete.

Planning for this demanding ride means ensuring you have the fitness and experience for significant climbs and varied surfaces. There are no specific permit requirements mentioned, but preparing your touring bicycle for a long, strenuous day is key. Starting early in the day is advisable to allow ample time to complete the loop and to enjoy the cooler temperatures, especially if you're looking for challenging touring bike routes in the region.

What makes this one of the popular cycling routes near Gresham Oregon is its unique blend of natural beauty and historical significance. The route incorporates parts of the Historic Columbia River Highway State Trail, featuring the 1912 Sandy River Bridge, and traverses the Bull Run Watershed, which has supplied Portland with drinking water since 1895. This commitment to preservation means you'll encounter pristine natural landscapes, including mature trees over 500 years old, making it a truly special ride.

Embark on the Springwater and Gresham-Fairview Trail Loop for a moderate touring cycling adventure that spans 31.1 miles (50.0 km) with an elevation gain of 1008 feet (307 metres), typically completed in about 3 hours. This route offers a dynamic blend of urban pathways and serene natural areas, allowing you to cycle past wetlands and agricultural fields. You'll enjoy views of the Willamette River and cross Johnson Creek, with glimpses of Mt. Hood and Mt. St. Helens on clear days, culminating in the impressive bridge over Powell Boulevard.

When planning your ride, you'll find the trails are mostly paved and generally flat, making them accessible for many cyclists. While much of the journey is car-free, be mindful of several at-grade crossings with busy streets, especially on the Gresham-Fairview Trail; these intersections are often equipped with marked crosswalks and flashing yellow lights for your safety. Parking is conveniently available at various access points along the route, making it easy to start your touring bicycle experience.

This loop is notable for its successful integration of urban infrastructure with significant natural features, showcasing Portland's commitment to green spaces. It provides a unique opportunity to experience Johnson Creek, one of the city's last free-flowing urban streams, as you pedal through diverse environments. The combination of residential areas, agricultural landscapes, and river views makes this trail a distinctive regional highlight for touring cyclists.