4.8
(17)
3,336
riders
19
rides
Road cycling around Oak Park, Illinois, offers a blend of urban exploration and access to regional trails. The village features bike-friendly infrastructure, including Neighborhood Greenways and tree-lined streets, designed to enhance safety and connect key destinations. Cyclists can explore historic architecture and numerous parks, providing varied scenery. The area also provides access to longer-distance routes like the Illinois Prairie Path and the Salt Creek Trail, which offer diverse surfaces and natural environments.
Last updated: May 14, 2026
90
riders
50.8km
02:14
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
57
riders
56.0km
02:42
690m
690m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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58
riders
103km
05:35
1,670m
1,670m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
39
riders
31.8km
01:23
240m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
37
riders
33.8km
01:32
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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This is a beautiful scenic ride between Hidden Valley and Lake Sherwood. The road is well-paved, the shoulder is good, and you have nonstop views of the mountains across ranch and farmland.
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Lake Sherwood Drive takes you out along the water, and though the shoulder isn't great, there is a space for bikes and cars to pull over and enjoy the view.
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Tucked in the Santa Monica Mountains near Agoura Hills, Malibou Lake is a private reservoir surrounded by rustic homes and hillsides dotted with oak trees. Created in 1922, the Medea and Triunfo creeks feed the reservoir, which sits adjacent to Malibu Creek State Park. The lake has a long history as a Hollywood filming location, most notably Frankenstein (1931)—the iconic scene of the monster and a little girl.
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This is one of the prettiest sections of bikeable roadway near Thousand Oaks, with gorgeous Lake Sherwood just off the road to the south. If you head west on West Potrero Road you can connect into a large loop of roughly 20 miles, doubling back toward Thousand Oaks before returning to the lake.
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Beautiful area, green everywhere
5
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Lake Sherwood is California's oldest man-made lake but very beautiful
5
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There are over 10 road cycling routes around Oak Park, offering a variety of distances and difficulty levels. These routes are highly rated by the komoot community, with an average score of 4.8 stars.
Yes, Oak Park offers several easy road cycling routes. For instance, the Roadbike loop from North Ranch Open Space is an easy option, covering about 17.5 miles (28 km) with moderate elevation gain, making it a great choice for those new to road cycling.
For longer rides, consider the Marvin Braude Bike Trail – Palisades Park loop from Oak Park, which spans approximately 56 miles (90 km) and takes around 4 hours and 20 minutes to complete. Another extensive option is the Santa Susana Pass Road – Colorful Landscape and Sunny Canyon Views loop from Oak Park, a challenging 64-mile (103 km) route.
Many of the road cycling routes around Oak Park are designed as loops, allowing you to start and end at the same point. Examples include the Lake Sherwood – West Potrero Road loop from North Ranch Open Space and the Malibu Lake Vista – Malibou Lake loop from Oak Park, both offering scenic circular rides.
Experienced riders looking for a challenge will find options like the Santa Susana Pass Road – Colorful Landscape and Sunny Canyon Views loop from Oak Park. This route is classified as difficult, covering over 64 miles (103 km) with significant elevation changes, providing a demanding ride through varied terrain.
Road cycling in Oak Park offers a diverse range of scenery. You'll encounter historic architecture, tree-lined streets, and numerous parks within the village. Routes also connect to natural areas, including lakes like Century Lake and Westlake Lake, and natural monuments such as Castle Peak and El Escorpión Park.
Yes, Oak Park provides excellent access to significant regional trails. While some sections are crushed limestone, the Illinois Prairie Path and the Salt Creek Trail, which winds past Brookfield Zoo, offer longer-distance riding opportunities with sections of concrete and asphalt suitable for road bikes.
Oak Park is a Bicycle Friendly Community with Neighborhood Greenways, which are low-traffic residential streets designed to prioritize bicycle travel. These routes, such as Le Moyne Parkway, Erie Street, Pleasant Street, and Harvard Street, offer safer and more enjoyable connections for families and casual riders.
Road biking in Oak Park is enjoyable throughout the warmer months, typically from spring through fall. The tree-lined streets provide shade in summer, and the changing foliage in autumn offers beautiful scenery. Winter riding is possible, but conditions may vary, and some trails might be less accessible.
The area is highly rated by the komoot community, with an average score of 4.8 stars from over 13 reviews. Reviewers often praise the blend of urban exploration with historic architecture, the accessible green spaces, and the connections to regional multi-use paths that offer varied terrain and scenic views.
Absolutely. Oak Park is renowned for its architectural heritage, including numerous Frank Lloyd Wright landmarks. Beyond architecture, routes can lead you past natural highlights such as Malibu Creek Rock Pools and King Gillette Ranch, offering diverse points of interest.


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