Willamette Greenway and Trolley Trail Loop
Willamette Greenway and Trolley Trail Loop
2.7
(17)
79
riders
02:27
64.1km
640m
Road cycling
Embark on the Willamette Greenway and Trolley Trail Loop for a moderate road cycling adventure that blends urban landscapes with natural riverside beauty. This 39.9 miles (64.1 km) route, with 2095 feet (638 metres) of elevation gain, offers a diverse experience, from the shady parks and quaint neighborhoods of the…
Last updated: April 23, 2026
Tips
Includes a movable bridge
Check opening times.
After 62.6 km for 82 m
Waypoints
Start point
Get Directions
21.9 km
Highlight • Lake
Tip by
35.7 km
Highlight • Bridge
Tip by
60.8 km
Highlight • Cycleway
Tip by
62.6 km
Highlight • Bridge
Tip by
64.1 km
End point
Way Types & Surfaces
Way Types
61.1 km
1.33 km
721 m
697 m
244 m
< 100 m
Surfaces
50.4 km
13.2 km
389 m
197 m
Sign up to see more specific route details
Sign up for free
Elevation
Highest point (150 m)
Lowest point (0 m)
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Thursday 7 May
21°C
11°C
0 %
Additional weather tips
Max wind speed: 10.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
This loop offers a varied cycling experience. The Trolley Trail sections are primarily paved, mostly flat, and easy, making them suitable for all abilities. The Willamette Greenway sections are also largely flat and paved, but you may encounter some brief gravel sections. It's a moderate route with some elevation changes, so be prepared for a mix of surfaces.
The Willamette Greenway and Trolley Trail Loop is approximately 64 kilometers (40 miles) long. For a racebike, the estimated duration is around 2 hours and 27 minutes, but this can vary based on your pace and how often you stop to enjoy the scenery.
While sections of the Trolley Trail are described as easy and suitable for all ages, the full 64 km loop is rated as 'moderate' due to its length and total elevation gain of about 638 meters. Beginners comfortable with longer distances and some varied terrain, including brief gravel sections, may enjoy it, but it's not entirely flat.
You'll experience diverse scenery, from urban neighborhoods and shady parks to steady views of the Willamette River. Highlights include Oswego Lake, the historic Oregon City Bridge, the scenic Eastbank Esplanade, and the iconic Broadway Bridge. The Trolley Trail also features artistic installations and access to Milwaukie Bay Park.
Spring and fall generally offer pleasant cycling conditions with milder temperatures. Summer can be a great time, but be aware that sections of the Willamette Greenway Trail can experience significant pedestrian traffic, especially on weekends, which might slow down your ride.
The Trolley Trail portion of the loop is easily accessible via Portland's MAX light rail, which offers bike rack spaces, providing an environmentally friendly way to start your ride. Specific parking areas will vary depending on where you choose to join the extensive loop, but many parks along the route offer parking.
Yes, the route incorporates several well-known paths. It includes sections of the Trolley Trail, the Springwater Corridor, and the I-205 Multi-Use Path. The Willamette Greenway Trail also offers easy links to nearby bridges and other local bike routes, allowing for longer explorations.
While the trail research doesn't explicitly state dog rules for the entire loop, many multi-use paths in the Portland area generally allow dogs on a leash. It's always best to check local park regulations for specific sections you plan to visit to ensure compliance.
No, typically you do not need permits or have to pay entrance fees to cycle on the public multi-use paths that make up the Willamette Greenway and Trolley Trail Loop.
Given the 'racebike' sport type and the mix of paved and brief gravel sections, a road bike with wider tires or a gravel bike would be ideal. City bikes are also suitable for the mostly flat, paved sections, especially on the Willamette Greenway Trail.
Yes, as the loop passes through urban neighborhoods and connects to various parks in communities like Oak Grove and Milwaukie, you'll find opportunities for cafes, restaurants, and other amenities to refuel along the way.