4.4
(16)
448
riders
76
rides
Road cycling around Sherwood offers a diverse landscape characterized by rolling terrain, featuring gentle ascents and descents suitable for road bikes. The region includes dense woodlands, open countryside, and agricultural areas, providing a mix of sheltered sections and more exposed stretches. Well-maintained roads traverse these varied landscapes, with elevation gains typically remaining moderate. The area's geology includes Sherwood Sandstone, contributing to its unique natural features.
Last updated: July 15, 2026
41
riders
80.5km
04:21
1,310m
1,310m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
41.3km
02:02
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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7
riders
37.6km
02:10
590m
590m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
30.7km
01:43
190m
190m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
5
riders
43.6km
02:05
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Sherwood
At this point on the Willamette River Greenway Trail, there are great views of the river. It is definitely worth taking a short break and enjoy the wonder views.
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Paved trails through park that are wide and allow for walkers, runners, and bicyclists to use together. Bicyclist will need to slow for pedestrians and either use a bell or audible signal when approaching. Lots of good nature views. Occasional deer and other wildlife sitings.
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Home to 2,000+ species of trees and shrubs, this park features several trails through fantastic tree groves and beautiful gardens. It's an ideal place for a short or extended run, especially in the fall when the leaves are changing.
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Built in 1910, the Hawthorne Bridge spans 3,552 feet across the Willamette River with four lanes and is a key part of the city's bike culture. The bridge gives passage to over 30,000 vehicles daily, including 800 TriMet buses, along with more than 8,000 cyclists. During rush hour, bikes can outnumber cars. The wide sidewalks offer great views of the river and skyline. As the oldest vertical-lift bridge in the U.S. and Portland's oldest highway bridge, it was added to the National Register of Historic Places in 2012.
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Tilikum Crossing, Bridge of the People, is a cable-stayed bridge designed by TriMet for MAX Orange Line trains, buses, streetcars, cyclists, pedestrians, and emergency vehicles. Opened on September 12, 2015, it prohibits private cars and trucks, making it the first major U.S. bridge built for transit and non-motorized traffic only. Named after the Chinook word for "people," it was the first new bridge over the Willamette River in Portland since the Fremont Bridge in 1973. Construction began in 2011.
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The Eastbank Esplanade is the longest floating pedestrian and bike path in the United States, stretching 1,200 feet along the Willamette River. It offers great views of the river and the city of Portland.
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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. Youโll 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. Itโs a pretty nice and simple convenient way to see different parts of town and be off in your own world if youโre looking for a ride to clear your head at 7AM, 2PM or 3AM itโs always pretty quiet
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Cook Park, a haven of play structures, soft and hard trails, and the enchanting Tupling Butterfly Garden. Nestled along the riverfront, it's a gateway to scenic waterways for boaters. The park features picnic shelters, soccer fields, and ball fields. A late-summer visit to the Tupling Butterfly Garden is a must, where blooms start in May with pinks, purples, and blues and culminate in September with gold, yellow, and white hues.
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Sherwood offers a range of road cycling routes suitable for various skill levels. You'll find approximately 20 easy routes, 47 moderate routes, and 7 more challenging routes. For example, Graham Oaks Nature Park loop from Wilsonville is an easy option, while the Parrett Mountain โ Parrett Mountain loop from Wilsonville is considered difficult.
The road cycling routes in Sherwood vary in length, with many popular options ranging from 20 to 40 miles. For instance, the Magness Memorial Tree Farm โ Parrett Mountain loop from Wilsonville is about 20 miles (32.1 km) and takes around 1 hour 46 minutes, while the Bull Mountain loop from King City covers nearly 25 miles (39.9 km) and typically takes 2 hours 2 minutes.
Yes, Sherwood offers several easy road cycling routes that are suitable for families or those looking for a more relaxed ride. These routes often feature gentler terrain and less elevation gain. Look for routes categorized as 'easy' to find the most family-friendly options.
Road cycling in Sherwood is enjoyable throughout much of the year, though spring and autumn often provide the most pleasant conditions with milder temperatures and beautiful scenery. Summer can be great, but be prepared for warmer weather. Winter cycling is possible, but check local conditions for ice or adverse weather.
The road cycling terrain around Sherwood is characterized by rolling hills, open countryside, and occasional forested sections. You'll encounter a mix of gentle ascents and descents, providing a varied and engaging ride without extreme climbs. Routes often traverse well-maintained roads through agricultural areas and suburban parklands.
Many of the road cycling routes in Sherwood are designed as loops, offering convenient circular journeys. Examples include the popular Bull Mountain loop from King City and the Blue Heron Bay โ Durham City Park loop from Tualatin, allowing you to start and finish at the same point.
While cycling in Sherwood, you can find several points of interest. The Blue Heron Bay โ Durham City Park loop from Tualatin passes by Durham City Park. Other nearby attractions include Cook Park, View of Oswego Lake from South Shore Boulevard, and the Tualatin River National Wildlife Refuge.
There are over 70 road cycling routes available in the Sherwood area, offering a wide variety of options for different preferences and fitness levels.
The road cycling routes in Sherwood are highly rated by the komoot community, with an average score of 4.5 stars from over 16 reviews. Cyclists often praise the diverse landscape, which includes rolling hills, open countryside, and occasional forested sections, providing a mix of sheltered and exposed stretches.
Yes, for advanced cyclists seeking more significant climbing challenges, routes like the Parrett Mountain โ Parrett Mountain loop from Wilsonville offer substantial elevation gains, with over 1500 meters of climbing over its 41.7-mile (67.1 km) distance.
While specific parking information varies by trailhead, many routes in Sherwood start from or pass through areas with public parking, such as city parks or designated trailheads. It's advisable to check the individual route details on komoot for the most accurate starting points and potential parking suggestions.


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