Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Running trails & routes
United States
California
Santa Clara County
Los Gatos

Kennedy Trail to Mount El Sombroso

Hard

4.6

(2138)

11,371

runners

Kennedy Trail to Mount El Sombroso

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:

Sierra Azul Open Space Preserve

Waypoints

A

Start point

Parking

Get Directions

1

9.50 km

Mount El Sombroso

Highlight • Summit

This is the highest point in the Sierra Azul Open Space Preserve. From here, you can enjoy views of the nearby mountains, with the possibility of spotting Mount Umunhum and …

Tip by

B

19.1 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

19.1 km

Surfaces

12.7 km

4.62 km

1.75 km

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (900 m)

Lowest point (240 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Monday 25 May

22°C

13°C

0 %

Additional weather tips

Max wind speed: 27.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

Where can I park to access the Kennedy Trail to Mount El Sombroso?

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.

Is this route suitable for beginners?

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.

What is the terrain like on the Kennedy Trail?

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.

What is the best time of year to jog this trail?

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.

Are dogs allowed on the Kennedy Trail to Mount El Sombroso?

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.

Are there any permits or fees required to access the Sierra Azul Open Space Preserve?

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.

What notable landmarks or viewpoints can I expect along the route?

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.

Does this trail intersect with other well-known paths?

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.

What wildlife and plants might I see?

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.

How long does it typically take to jog the Kennedy Trail to Mount El Sombroso?

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.

What should I bring for jogging this trail, especially in summer?

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.

Nearby routes

Moderate

5.0

219

Stanford Dish Loop Trail

00:40h

6.12km

130m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy