4.9
(27)
900
riders
85
rides
Touring cycling around Thousand Oaks offers routes through rolling hills, oak woodlands, and the scenic Conejo Valley. The region is characterized by its proximity to the Santa Monica Mountains, providing diverse natural beauty. Cyclists can explore a variety of landscapes, from open meadows to shaded pathways. This area provides a robust network of trails suitable for different cycling preferences.
Last updated: April 24, 2026
5.0
(2)
11
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.
5.0
(1)
19
riders
11.7km
01:13
330m
330m
This moderate 7.3-mile (11.7 km) touring cycling loop in Los Robles Open Space offers scenic views and a good workout.

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8
riders
32.9km
02:08
390m
390m
Explore the Westlake Village loop, a moderate 20.5-mile touring cycling route with 1283 feet of gain, offering scenic lakeside views and ope
5
riders
13.8km
01:29
360m
360m
Cycle the moderate 8.6-mile Lang Ranch and Woodridge Open Space Loop, gaining 1180 feet with panoramic views and diverse wildlife.
5.0
(2)
76
riders
34.9km
02:13
400m
410m
Moderate bike ride. 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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Pick up the Wendy Trail from hear and head off into the Boney Mountain State Wilderness. There are miles and miles of trails to explore, so take your pick and enjoy your run.
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This 141-acre park is most known for its highest point, Angel Vista. Angel Vista is 1,603 feet in elevation. Through the park, visitors get views of the Santa Monica Mountains, Conejo Valley, and Topa Topa Mountains amongst other natural landmarks.
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Lake Sherwood is California's oldest man-made lake but very beautiful
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Madea Creek Preserve is a hidden gem in the city's heart, providing a peaceful escape from the daily grind. The lush greenery and towering trees create a serene atmosphere. With ample space to spread out and relax, you can enjoy a lovely afternoon in nature without traveling too far away from home.
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The museum's dedication lies in restoring and preserving awareness about the Chumash people, achieved through exhibits and events aimed at spreading knowledge. They primarily open their doors on weekends, but there are opportunities to catch sight of exhibits on other days as well. Check website for schedule. chumashmuseum.org
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Westlake Lake is a stunning lake privately maintained for the residents of Westlake Village. However, there are many ways to enjoy its beauty. Popular activities include running, cycling, and walking around the lake via Triunfo Canyon and other adjacent streets. On the lake's southwest side, several lakefront restaurants offer indoor/outdoor dining. Alternatively, you can stroll around, enjoying the sweeping views and serenity.
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There are over 80 touring cycling routes around Thousand Oaks, offering a wide range of options for exploring the Conejo Valley, oak woodlands, and areas near the Santa Monica Mountains. These routes cater to various skill levels, from moderate paths to more challenging rides.
Yes, Thousand Oaks offers several easier routes. While many routes are moderate, the region's multi-use trails, such as the Conejo Creek Bike Path, are generally flat and accessible, making them ideal for leisurely rides. For a slightly longer, moderate option, consider the Los Robles and Rosewood Trail Loop, which is 7.3 miles long and winds through scenic oak woodlands.
Touring cycling routes in Thousand Oaks showcase the region's diverse natural beauty, including rolling hills, abundant oak woodlands, and expansive open spaces within the Conejo Valley. Many routes offer panoramic views of the Santa Monica Mountains. You might also encounter scenic spots like Inspiration Point or the Upper Sycamore Overlook, providing breathtaking vistas.
Yes, many touring cycling routes in Thousand Oaks are designed as loops, allowing you to start and end at the same point. A popular moderate loop is the Wine Country loop, which covers 17.9 miles and offers views of the local landscape. Another option is the Westlake Village loop, a 20.5-mile trail through the Conejo Valley.
Thousand Oaks generally offers pleasant cycling conditions for much of the year. Spring is particularly vibrant with wildflowers, while fall provides comfortable temperatures. Summers can be warm, so early morning or late afternoon rides are recommended. Winters are mild, making year-round cycling possible, though occasional rain may occur.
Yes, for those seeking a challenge, Thousand Oaks and its proximity to the Santa Monica Mountains offer routes with notable elevation changes. For example, the West Potrero Road – Lake Sherwood loop from Westlake Village features over 400 meters of elevation gain over its 21.7 miles, providing a good workout amidst scenic landscapes.
The touring cycling routes in Thousand Oaks are highly regarded by the komoot community, with an average rating of 4.9 stars from over 35 reviews. Cyclists often praise the well-maintained trails, the stunning views of the Santa Monica Mountains, and the peaceful experience of riding through oak woodlands and open spaces.
Thousand Oaks boasts an extensive network of parks and open spaces. The Los Robles Trails are known for panoramic views, while Sapwi Trails Community Park offers varied trails, including the Sapwi Loop. The broader Conejo Valley, with its mix of open meadows and lush areas, provides numerous opportunities for touring cyclists to explore.
Thousand Oaks and the surrounding Conejo Valley offer various amenities. You'll find cafes, restaurants, and accommodation options within the city and nearby communities like Westlake Village, making it convenient to refuel or stay overnight. Many of these are accessible from or near the main cycling corridors.
Beyond the natural beauty, touring cyclists can encounter several points of interest. Routes near Westlake Village might pass by Westlake Lake or the scenic Lake Sherwood Drive. The region's proximity to the Santa Monica Mountains also means opportunities to see highlights like Century Lake or even sections of the Backbone Trail.
Parking is generally available at various trailheads and parks throughout Thousand Oaks and the Conejo Valley. Many open space areas and community parks, such as Sapwi Trails Community Park and areas near the Los Robles Trails, provide designated parking lots for visitors. It's advisable to check specific park websites for detailed parking information.
Yes, the Lang Ranch and Woodridge Open Space Loop is a moderate 8.6-mile touring cycling route that takes you through these scenic open spaces. It offers a great way to experience the local oak woodlands and rolling terrain.


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