3.3
(23)
88
riders
01:30
31.3km
180m
Cycling
The Trolley Trail Loop offers a moderate touring cycling experience through a diverse landscape, blending urban charm with serene natural passages. You will cover 19.5 miles (31.3 km) with an elevation gain of 576 feet (176 metres), which typically takes about 1 hour and 29 minutes to complete. As you…
Last updated: April 23, 2026
Waypoints
Start point
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160 m
Highlight • River
Tip by
9.96 km
Highlight • River
Tip by
31.3 km
End point
Way Types & Surfaces
Way Types
31.1 km
157 m
< 100 m
< 100 m
Surfaces
18.0 km
12.8 km
484 m
< 100 m
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Elevation
Highest point (80 m)
Lowest point (10 m)
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Thursday 7 May
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Max wind speed: 10.0 km/h
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This route was planned by komoot.
This loop is considered an "easy" ride, making it suitable for families, beginners, and those looking for a relaxed touring experience. It features mostly flat terrain with minimal climbing, encouraging a leisurely pace.
The route is predominantly a paved, multi-use path, ideal for touring cyclists. It includes sections of the Trolley Trail, Springwater Corridor, and the I-205 Multi-Use Path. While primarily paved, some segments may transition between concrete and asphalt. You'll also navigate some urban areas with road crossings, many of which have signalized crossings.
The trail is enjoyable year-round, but spring and fall offer the most pleasant cycling conditions with mild temperatures and beautiful scenery. Summer can be warm, so plan for early morning or late afternoon rides. Winter cycling is possible, but be prepared for rain and cooler temperatures.
Yes, dogs are generally allowed on the multi-use paths that make up this loop. Please ensure your dog is kept on a leash and that you clean up after them to maintain a pleasant experience for all users.
No, there are no permits or entrance fees required to access and cycle the Trolley Trail Loop. It is a publicly accessible multi-use path system.
Parking is available at various points along the loop, particularly near parks like Cross Park, Riverfront, Milwaukie Bay Park, and Stringfield Family Park. Many urban sections also offer street parking or dedicated parking lots for trail users.
You'll find various amenities along the way, including restrooms, picnic areas, and even a bike repair station in Oak Grove for on-the-go maintenance. The route also passes through charming small cities where you can find cafes and other services.
The loop offers diverse scenery, including charming urban areas, residential neighborhoods, and several parks. Key natural highlights include scenic views along the Willamette River and the Clackamas River. You might also spot wildlife in natural areas like the Tideman Johnson Natural Area and enjoy unique art installations by local artisans.
Yes, this loop is an integral part of Portland's larger 40-mile regional trail system. It offers convenient connections to the MAX Orange Line, allowing you to combine your ride with public transit by utilizing the designated bike rack spaces on MAX trains. The route also passes through sections of the Veteran's Memorial Greenway, I-205 Multi-Use Path, Trolley Trail, and Springwater Trail.
Absolutely! With its mostly flat, paved, and car-free sections, this loop is an excellent choice for families and less experienced cyclists. The gentle terrain and varied scenery make it an enjoyable and safe outing for all ages.
The route traces the path of the historic Portland Traction Company interurban trolley line, which operated from 1893 to 1968. Cycling this trail offers a unique connection to the region's past, blending history with outdoor recreation.