The best running trails around Milwaukie
4.4
(37)
4,424
runners
295
runs
Jogging around Milwaukie offers diverse routes along the Willamette River and through numerous green spaces. The region is characterized by its riverfront access, extensive park system, and dedicated multi-use trails. Joggers can find paths winding through natural areas, alongside the river, and connecting various parts of the city. This landscape provides a mix of paved and natural surfaces suitable for different running preferences.
Best jogging routes around Milwaukie
- The most popular jogging route is Trolley Trail, a 3.4 miles (5.5 km) trail that takes 34 minutes to complete. This moderate path follows a historic railway line, offering scenic Willamette River views.
- Another top favourite among local runners is Riverside Property loop from Tideman Johnson Natural Area, a difficult 11.9 miles (19.1 km) path. This route features varied terrain along the river, providing a longer and more challenging experience.
- Local runners also love the Sellwood Bridge – Willamette River Greenway loop from Reverend's BBQ, a 5.5 miles (8.9 km) trail leading through riverfront areas and greenways, often completed in about 55 minutes.
- Jogging around Milwaukie is defined by its Willamette Riverfront paths, extensive city parks, and dedicated multi-use trails like the Trolley Trail. The network offers options for different ability levels, from easy strolls to more challenging long-distance runs.
- The routes in Milwaukie are highly rated by the komoot community with an average score of 4.3 stars from over 30 reviews. More than 4000 runners have used komoot to explore Milwaukie's varied terrain.
Last updated: May 4, 2026
6
runners
5.47km
00:34
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
47
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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13
runners
8.64km
00:54
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
13
runners
11.0km
01:09
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
runners
8.72km
00:54
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
Willamette Park is a 26-acre green space along the river in south Portland, just off Southwest Macadam Avenue. It offers a mix of recreation and river access, with a boat dock and ramp, paved and unpaved paths, picnic areas, and sports facilities including a soccer field and tennis courts. Families and dog owners frequent the playground and off-leash area, while cyclists often pass through on the nearby Willamette Greenway Trail.
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Oaks Bottom Wildlife Refuge sits on the east bank of the Willamette River. This 163-acre refuge is home to meadows, marshes, wetlands, and forests. There are over 175 bird species, like bald eagles and peregrine falcons, as well as river otters and deer. The Springwater Corridor Trail, great for a bike ride. Established in 1988, Oaks Bottom is Portland’s first wildlife refuge and plays an important role in habitat preservation and environmental education.
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The Springwater Corridor forms part of Portland's 40-mile Loop trail system, extending from downtown Portland to the town of Boring. The paved trail follows the Willamette River and Johnson Creek, passing through neighborhoods, parks, wetlands, and industrial zones. With connections to Portland's light rail and city buses, the trail offers convenient access and stops at Beggars-Tick Wildlife Refuge, Leach Botanical Garden, and Powell Butte Nature Park. The trail, built on a former railroad corridor, opened in 1996 after Portland obtained the rail line in 1990.
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The 187 long primary river that bisects the city of Portland and flows northward into the Columbia. If you don't pronunce the name correctly in the presence of a local they will very likely inform you it rhymes with "damn it!"
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Great loop to take from any part of PDX. I cruise from NE take the east bank esplanade to the Springwater on the Willamette path to Oaks Park and the Sellwood bridge. Some near dirt trails off the path along the waterfront. You’ll see the occasional camper off the less travelled path but everyone seems to keep to themselves. Sellwood bridge has some nice views of the Portland skyline you cross the river and you can take the South Waterfront Greenway back to Downtown or the Tilikum Crossing Bridge. It’s a pretty nice and simple convenient way to see different parts of town and be off in your own world if you’re looking for a ride to clear your head at 7AM, 2PM or 3AM it’s always pretty quiet
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Marvel at the Sellwood Bridge, a majestic arch spanning the mighty Willamette River. Its latest iteration, completed in 2016, succeeded the 1925 original. The inaugural bridge, Portland's pioneering fixed-span crossing, reigned as Oregon's busiest two-lane bridge, serving as the lone river crossing for miles in every direction.
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The Butterfly Park Naturescape is located along the shoreline of Williamette River. In the year 1991 volunteers planted seeds in the area that is covered with deciduous woodland today, what makes it the perfect home for butterflies and insects.
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Frequently Asked Questions
How many running routes are available in Milwaukie?
Milwaukie offers a wide variety of running experiences, with over 290 routes available. These range from easy strolls to more challenging long-distance runs, catering to all fitness levels.
Are there easy running routes suitable for beginners or families in Milwaukie?
Yes, Milwaukie has many easy routes perfect for beginners or families. The region's parks and riverfront areas feature well-maintained paths. For example, parts of the Milwaukie Bay Park offer gentle, scenic paths along the Willamette River.
What are some longer or more challenging running trails in Milwaukie?
For those seeking a greater challenge, Milwaukie offers several longer routes. The Riverside Property loop from Tideman Johnson Natural Area is a difficult 19.1 km (11.9 miles) path featuring varied terrain along the river, providing a more demanding experience.
Can I find running routes with scenic views in Milwaukie?
Absolutely. Milwaukie is known for its picturesque landscapes, especially along the Willamette River. The Trolley Trail offers scenic Willamette River views and local art installations. Many routes provide beautiful vistas of the river and surrounding natural beauty, including the Oaks Bottom Wildlife Refuge.
Are there any loop running routes in Milwaukie?
Yes, many running routes in Milwaukie are loops, which are popular for their convenience. An excellent option is the Sellwood Bridge – Willamette River Greenway loop from Reverend's BBQ, a 8.9 km (5.5 miles) trail that takes you through riverfront areas and greenways.
Are Milwaukie's running trails dog-friendly?
Many of Milwaukie's parks and trails are dog-friendly, though leash laws typically apply. North Clackamas Park, for instance, provides various amenities including a dog park, and many multi-use paths welcome leashed dogs. Always check specific park regulations before heading out.
What do other runners say about the trails in Milwaukie?
The running routes in Milwaukie are highly regarded by the komoot community, with an average score of 4.3 stars from over 30 reviews. Runners often praise the diverse terrain, the beautiful riverfront paths, and the well-maintained trails that offer a mix of urban and natural scenery.
Are there running routes accessible by public transport in Milwaukie?
Milwaukie's integrated trail system often connects to public transport hubs. The Trolley Trail, for example, is part of a regional system that can link to other trails and is generally accessible, making it convenient for those using public transport. Many city parks are also well-served by local transit.
What kind of natural features or landmarks can I see while running in Milwaukie?
Milwaukie's running routes offer a variety of natural features and landmarks. You can enjoy views of the Willamette River, explore areas like the Oaks Bottom Wildlife Refuge with its meadows and wetlands, or pass by the historic Sellwood Bridge. Other highlights include Clackamas River and various city parks.
Are there running routes with good parking options in Milwaukie?
Yes, many of Milwaukie's parks and trailheads offer convenient parking. Milwaukie Bay Park, for instance, provides parking facilities for visitors. The Kronberg Park also features a multi-use path that connects to the Trolley Trail and is designed with accessibility in mind, including parking.
What is the best time of year to go running in Milwaukie?
Milwaukie offers pleasant running conditions throughout much of the year. Spring and fall provide mild temperatures and beautiful scenery with changing foliage. Summer is also popular, especially along the shaded riverfront paths. Even in winter, many paved trails remain accessible, though some natural areas might be muddy.
Can I find running routes that offer views of lakes or other bodies of water besides the Willamette River?
While the Willamette River is a primary feature, some routes or nearby areas offer views of other water bodies. For example, you might find viewpoints of Oswego Lake or pass by the City of Portland Reservoir Number 5 on some longer runs or nearby explorations.
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