HomeCaliforniaLos Gatos › Kennedy Road Sierra Azul Trailhead

Kennedy Road Sierra Azul Trailhead

4.7 ★★★★★ 26 Google reviews · Running trail in Los Gatos, California · Hours vary

Runner's snapshot

Surface
Not reported
Distance
Not reported
Shape
Not reported
Shade
Not reported
Access
Not reported

We have not been able to confirm the surface, distance or shape of Kennedy Road Sierra Azul Trailhead yet from its own listing, the park's website or runner reviews — so those cells stay blank rather than guess. What is below comes straight from the listing and from reviewers' own words. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.

HillyTrailhead parking

What runners say about Kennedy Road Sierra Azul Trailhead

Pulled from public reviews of this trail (26 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

Great trail to the top of Kennedy, but it's steep and not for the faint of heart. Very limited parking at the trailhead.

★★★★★ — Don , Nov 2023

Great trail that quickly takes you quite high. The first few miles are just up, up and up. The elevation is a out 90-100 meters per kilometer (9-10%). The views of San Jose and the Southern part of the Silicon Valley are spectacular. Mobile phone coverage is quite patchy. E g.

★★★★☆ — Dmitry , Apr 2023

The trailhead has a very tiny parking lot (for 3 cars only), but you can park in the street. The start of the trail is smooth, but after 1milr it starts going up and up for 3 miles. You cannot ride your e-bike in this trail. Oh, and there is barely any reception at the trailhead.

★★★★★ — Ignasi , Nov 2022

This was a hard trail but worth it for ~3000 ft elevation gain in less than 10 miles

★★★★★ — Arifur , Jul 2025

Excerpts from public Google reviews. Read all 26 reviews →

Trail conditions & character

What this trail is actually like underfoot and overhead, taken from its own listing and from reviews. Each one links to every other trail with the same character. Busy or quiet is reported as a plain fact, not a plus or a minus — a runner heading out alone at dawn often wants company on the path, and someone running intervals wants an empty one.

🅿️ Trailhead parking 15 mentions

“The parking lot at Kennedy Road is not existing, max you can park 2-3 cars here, but I was always able to find the parking spot of Top of the Hill Road.”

More trails like this →

⛰️ Hills / elevation 8 mentions

“Parking is limited to 2 cars at the trial head, but plenty of street side parking in the ‘Top of the Hill rd’ rite next to this parking space.”

More trails like this →

Plan your run at Kennedy Road Sierra Azul Trailhead

The practical stuff

  • AccessHours vary — hours are not posted for this trail, so check before an early or late run
  • DistanceNot reported. Trail systems often quote total path mileage rather than a single loop, so measure the route you actually want before you drive out.
  • ShadeNot reported. Assume some of it is exposed and carry water in summer.
  • At the trailheadparking — reported by runners

Where to find Kennedy Road Sierra Azul Trailhead

Kennedy Rd, Los Gatos, CA 95032

Get directions

Running trails near Los Gatos

Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.

Heintz Open Space

4.6 ★★★★★ 229 reviews

Los Gatos, CA

Natural surfaceShadedScenicDog-friendly

A wooded park with hiking & biking trails, attracting a range of wildlife & birds.

under a mile away

Kennedy Trail

4.9 ★★★★★ 10 reviews

Los Gatos, CA

under a mile away

Vista and Valley View Trailhead

4.9 ★★★★★ 55 reviews

Los Gatos, CA

LoopNatural surfaceScenicDog-friendly

1.1 miles away

Belgatos Park

4.5 ★★★★★ 533 reviews

Los Gatos, CA

2 miLoopNatural surfaceShaded

This 17-acre park features hiking, biking & horseback riding trails, plus a playground & restrooms.

1.2 miles away

Los Gatos Creek Trail - Vasona Park

4.6 ★★★★★ 7 reviews

Los Gatos, CA

2.3 miles away

Trailhead, Lexington Dam Loop

4.7 ★★★★★ 76 reviews

Los Gatos, CA

LoopShadedScenicDog-friendly

Hiking area with kid-friendly trails and views.

2.5 miles away

All running trails in Los Gatos, CA →

Nearby towns

Listing verified July 2026 from public records, the trail's own website and runner reviews. Trail conditions change — paths flood, gates close at dusk, and shaded woods stay muddy for days after rain. Something out of date? Report a correction. Manage this trail? Send us the details — it is free.