4.8
(31)
1,236
riders
107
rides
Touring cycling around Lake Sherwood is characterized by its location within the Santa Monica Mountains, offering a landscape of rolling hills and lush terrain. The area features a mix of paved routes and trails that traverse open spaces and residential communities. This region provides varied elevation changes, with routes often winding through natural surroundings and offering views of the sparkling lake.
Last updated: June 29, 2026
5.0
(2)
12
riders
28.9km
01:55
380m
380m
Cycle the moderate 17.9-mile Wine Country loop in Thousand Oaks, gaining 1246 feet with scenic views and a dedicated cycle path.
20
riders
55.8km
04:06
1,250m
1,250m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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21
riders
16.4km
00:59
110m
110m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
14
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
13
riders
135km
09:36
2,520m
2,520m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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.
4
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Beautiful area, green everywhere
5
0
Lake Sherwood is California's oldest man-made lake but very beautiful
5
0
Neptunes nest is an infamous seafood restaurant with excellent views of the Pacific and beach. Its a perfect spot to take a break and enjoy the views whilst having a bite to eat.
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There are nearly 100 touring cycling routes available around Lake Sherwood, offering a wide range of options for different skill levels. You'll find routes varying from easy to difficult, catering to both casual riders and experienced cyclists.
Touring cycling routes around Lake Sherwood are characterized by rolling hills and lush landscapes within the Santa Monica Mountains. You'll encounter a mix of paved roads and trails that traverse open spaces and residential areas, often providing varied elevation changes and scenic views of the lake and surrounding natural features.
Yes, there are several easy touring cycling routes around Lake Sherwood. While specific family-friendly routes aren't detailed, the region offers options suitable for beginners. These routes typically feature less challenging elevation changes and are often on paved surfaces, making them enjoyable for a more relaxed ride.
While cycling around Lake Sherwood, you can enjoy views of the sparkling lake itself, which is fed by natural springs and open-space watershed mountains. The Santa Monica Mountains offer panoramic vistas, and you might encounter landmarks like Sandstone Peak, the highest point in the range, or picturesque spots like Paradise Falls and the Upper Sycamore Overlook. You can also explore areas like Los Padres Open Space and Las Virgenes Reservoir.
Yes, many of the touring cycling routes around Lake Sherwood are designed as loops, allowing you to start and end at the same point. For example, the Wine Country loop — Thousand Oaks is a popular moderate option, and the Ventu Park Open Space – Los Padres Open Space loop from Westlake High School offers a more challenging experience.
The touring cycling routes in Lake Sherwood are highly regarded by the komoot community, holding an impressive average rating of 4.9 stars from over 20 reviews. Cyclists frequently praise the varied terrain, scenic views, and the well-maintained nature of the paths through the rolling hills and open spaces of the Santa Monica Mountains.
Absolutely. The region is centered around Lake Sherwood, and many routes offer views of its waters. You can also find routes that pass by other water features such as Westlake Lake and Las Virgenes Reservoir. The South Beach – Leo Carillo State Park loop from Westlake High School even takes you towards the coast, offering a different kind of water view.
Yes, Lake Sherwood offers numerous challenging routes for experienced touring cyclists. Nearly half of the routes are rated as difficult, featuring significant elevation changes characteristic of the Santa Monica Mountains. An example is the Los Padres Open Space loop from Westlake Village, which includes substantial climbs and descents.
The natural surroundings of Lake Sherwood are home to diverse wildlife. While cycling, you might spot deer, various bird species such as hawks, herons, and songbirds, especially in the more secluded open space areas. The community also practices environmental stewardship, contributing to a healthy habitat for these animals.
Yes, the area around Lake Sherwood features several interesting gorges and canyons. You can explore highlights such as Deep Ridge Open Space, Latigo Canyon (Backbone Trail), and Zuma Creek. These areas offer dramatic landscapes and can be incorporated into longer rides or visited as points of interest.


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