Kennedy Trail to Mount El Sombroso
Kennedy Trail to Mount El Sombroso
4.6
(2138)
11,371
runners
02:25
19.1km
770m
Running
Jog the challenging Kennedy Trail to Mount El Sombroso for panoramic views of Silicon Valley and a significant elevation gain.
Last updated: February 26, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
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9.50 km
Highlight • Summit
Tip by
19.1 km
End point
Parking
Way Types & Surfaces
Way Types
19.1 km
Surfaces
12.7 km
4.62 km
1.75 km
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Elevation
Highest point (900 m)
Lowest point (240 m)
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Weather
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Today
Monday 25 May
22°C
13°C
0 %
Additional weather tips
Max wind speed: 27.0 km/h
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This route was planned by komoot.
The primary access point for this route is typically from the Kennedy Trailhead in Los Gatos. You'll find parking available there, but it can fill up quickly, especially on weekends. Arriving early is recommended to secure a spot.
This route is considered difficult for jogging, with significant elevation gain (over 760 meters) over its 19 km distance. It's best suited for intermediate to experienced trail runners looking for a challenging workout. Beginners might find the continuous and steep climbs very demanding.
The trail primarily follows well-defined fire roads, which are generally well-maintained and consist mostly of hard-packed dirt. While some sections start fairly level, it quickly begins to climb with continuous, steep inclines. You might encounter pebbly sections, so sure-footedness is important. It can also be slippery after rain.
Spring is an excellent time to visit, as wildflowers add vibrant color to the landscape. Winter offers more shade, but the trail can be slippery after rain. During summer, limited shade can make it very hot, so plan for early mornings and carry plenty of water. Always check current weather conditions before heading out.
Yes, dogs are generally allowed on the trails within the Sierra Azul Open Space Preserve, but they must be kept on a leash at all times. Please remember to pack out any waste.
No, there are typically no permits or entrance fees required to access the Sierra Azul Open Space Preserve or the Kennedy Trail itself. It's free to enjoy.
The most significant draw is the breathtaking panoramic views from the summit of Mount El Sombroso, offering expansive vistas of the Santa Clara Valley, San Jose, and the surrounding mountains. Roughly halfway, Priest Rock serves as a notable landmark and a good spot to rest and enjoy views.
Yes, this route utilizes sections of several official trails. You'll find yourself on parts of the Bay Area Ridge Trail - 03 - South Bay, the Kennedy Trail, Woods Trail, and Priest Rock Trail.
The trail passes through woods with oak, madrone, and California bay trees, transitioning to chaparral and brush at higher elevations. In spring, wildflowers are abundant. Keep an eye out for deer, coyotes, various bird species, and butterflies. Be aware that poison oak can be present, especially on unmaintained paths near the summit.
For an average jogger, this 19 km route with significant elevation gain takes approximately 2 hours and 25 minutes to complete. Your actual time may vary depending on your fitness level and how often you stop to enjoy the views.
Given the trail's length and significant sun exposure in summer, it's crucial to carry adequate water (more than you think you'll need). Sun protection like a hat, sunglasses, and sunscreen is essential. Good trail running shoes with decent grip are recommended for the varied terrain, including pebbly and potentially slippery sections.