4.6
(1488)
12,183
hikers
Trolley Trail
05:19
20.5km
120m
Hiking
The Trolley Trail offers a fascinating journey through Milwaukie, tracing the path of an old railway line. You'll experience a mix of scenery, from quiet residential areas to lush wooded sections and open meadows, with glimpses of the Clackamas River and Willamette River along the way. The terrain is generally…
Last updated: June 9, 2026
Waypoints
Start point
Parking
Get Directions
10.2 km
Clackamas River
Highlight • River
Tip by
20.0 km
Willamette River
Highlight • River
Tip by
20.5 km
End point
Parking
Way Types & Surfaces
Way Types
19.9 km
572 m
< 100 m
Surfaces
15.1 km
4.62 km
495 m
286 m
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Elevation
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Weather
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Today
Sunday 12 July
26°C
12°C
0 %
Additional weather tips
Max wind speed: 15.0 km/h
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This route was planned by komoot.
Frequently Asked Questions
How long does it typically take to hike the Trolley Trail?
The full 20.5 km (12.7 miles) route, as mapped on komoot, is estimated to take around 5 hours and 20 minutes to complete. This duration can vary based on your pace and how often you stop to enjoy the scenery.
What is the terrain like on this trail?
The Trolley Trail generally follows a former streetcar corridor, meaning it's often relatively flat with gentle grades. Surfaces can vary, but it's primarily a multi-use path, so expect a mix of paved sections and possibly crushed stone. It's suitable for various activities like hiking, biking, and running.
Is the Trolley Trail suitable for beginners or families?
Yes, due to its generally flat nature and multi-use design, the trail is considered easy to moderate, making it very suitable for beginners and families. The gentle grades make it accessible for a wide range of fitness levels.
What natural features or landmarks can I see along the route?
The trail offers scenic views, particularly along the Clackamas River and the Willamette River. It also passes through residential neighborhoods, connecting parks and business districts, providing a mix of urban and natural scenery.
Where are the main access points and parking for the Trolley Trail?
The Trolley Trail connects Milwaukie and Gladstone. You can access it from various points along its nearly 7-mile stretch. Specific parking areas are available at parks and public spaces it connects to within these cities. Look for designated parking near the trailheads in Milwaukie or Gladstone.
Does the Trolley Trail connect with other paths?
Yes, the route primarily follows the Trolley Trail itself, but it also passes through sections of the Clackamas River Greenway, Veteran's Memorial Greenway, and the Kronberg Multi-Use Trail, offering opportunities for extended exploration.
Is the Trolley Trail dog-friendly?
Yes, the Trolley Trail is generally dog-friendly. However, as a multi-use path that passes through urban and residential areas, it's important to keep your dog on a leash and clean up after them to ensure a pleasant experience for all users.
What is the best time of year to visit the Trolley Trail?
The trail can be enjoyed year-round. Spring and fall offer pleasant temperatures and beautiful foliage. Summer is great for longer days, though it can get warm. Winter can be mild, but always check local weather conditions before heading out.
Are there any permits or fees required to use the Trolley Trail?
No, there are typically no permits or entrance fees required to access and use the Trolley Trail. It is a public multi-use path.
Are there amenities like restrooms or cafes nearby?
Yes, since the trail passes through residential neighborhoods and connects business districts in Milwaukie and Gladstone, you'll find various amenities nearby. These can include restrooms in parks, cafes, and other local businesses for refreshments and supplies.
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