3.2
(28)
64
runners
Trolley Trail
00:34
5.47km
50m
Running
Lace up your jogging shoes for the Trolley Trail, a moderate route that spans 3.4 miles (5.5 km) with a gentle elevation gain of 162 feet (49 metres). You can expect to complete this pleasant jog in about 34 minutes. As you move along, you will experience a varied landscape,…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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3.17 km
Willamette River
Highlight • River
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5.47 km
End point
Parking
Way Types & Surfaces
Way Types
4.66 km
814 m
Surfaces
4.02 km
1.26 km
192 m
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Elevation
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Weather
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Today
Saturday 16 May
15°C
7°C
72 %
Additional weather tips
Max wind speed: 16.0 km/h
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This route was planned by komoot.
Frequently Asked Questions
What is the terrain like for jogging on this trail?
The Trolley Trail in Milwaukie offers a smooth surface, primarily consisting of wide concrete and asphalt. It's known for being a leisurely and mostly flat route, making it suitable for jogging.
How long does it typically take to jog this route?
This route is approximately 5.5 kilometers (3.4 miles) long. For jogging, you can expect to complete it in about 30-40 minutes, depending on your pace.
Are dogs allowed on the Trolley Trail?
Yes, dogs are generally welcome on the Trolley Trail. Please ensure your dog is kept on a leash and that you clean up after them to maintain a pleasant experience for all users.
What is the best time of year to visit for jogging?
The trail is enjoyable year-round. Spring and fall offer pleasant temperatures and beautiful scenery. Summer mornings or evenings are ideal to avoid the heat, while winter jogging is possible, but be mindful of potential puddles or slick spots after rain.
Where can I park to access the trail?
The Komoot route for the Trolley Trail starts near Milwaukie Bay Park. You can often find parking available in or around Milwaukie Bay Park, which provides convenient access to the trailhead.
Are there any notable landmarks or viewpoints along the way?
Yes, the trail offers scenic views, particularly of the Willamette River. You'll also pass through residential neighborhoods with historic homes and green corridors, providing a mix of natural and urban scenery.
Do I need a permit or have to pay an entrance fee to use the trail?
No, there are no permits or entrance fees required to access and jog on the Trolley Trail. It is a publicly accessible path.
Does this route connect to other trails?
Yes, the Trolley Trail is part of a larger network. This specific Komoot route covers 100% of the official Trolley Trail and also includes sections of the Kronberg Multi-Use Trail and Southeast Washington Street, offering connectivity to other paths in the area.
Is the trail suitable for beginner joggers?
Absolutely. With its mostly flat profile and smooth, paved surface, the Trolley Trail is an excellent choice for beginner joggers or those looking for a leisurely run.
Are there places to get food or drinks near the trail?
Given its passage through residential areas and proximity to Milwaukie, you'll find various cafes, restaurants, and other eateries within a short distance of the trail, especially near Milwaukie Bay Park and the downtown area.
What kind of scenery can I expect while jogging?
You'll experience a diverse landscape, from vibrant green corridors and residential neighborhoods with historic homes to scenic river views, particularly of the Willamette River at its northern end.