Highlight (Segment) • Trail
Kennedy Trail
Mountain biking
5.0
(5)
Hiking
5.0
(1)
This Highlight goes through a protected area
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Tips
July 9, 2015
Mountain biking
The "real" …
June 16, 2022
Cycling
March 31, 2026
Hiking
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Nearby routes
Best routes near Kennedy Trail
5.0
(1)
42
riders
Hard mountain bike ride. Very good fitness required. Suitable for all skill levels.
5.0
(1)
33
riders
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.
28
riders
24.3km
02:23
720m
720m
The Kennedy Trail – Kennedy Road loop from Oak Meadow offers a classic South Bay mountain biking challenge, known for its relentless climbs and rewarding vistas. You'll navigate wide fire roads that transition from packed dirt to rocky, rutted sections, with some pitches exceeding 25% grade. As you gain elevation, the scenery unfolds to reveal panoramic views of San Jose and the East Bay Hills, with the Santa Cruz Mountains framing the horizon, making the sustained effort truly worthwhile.
Accessed from Oak Meadow Park, this 15.1-mile (24.3 km) route involves a significant 2368 feet (722 metres) of elevation gain, typically taking around 2 hours and 22 minutes for a fit rider. Parking is available at Oak Meadow Park, but it's wise to arrive early, especially on weekends, as this moderate-to-hard trail is a local favorite. Remember to bring ample water, as much of the route is exposed, offering continuous views rather than dense tree cover.
This loop is a notorious climb among local mountain bikers and is even the route for the annual Kennedy Turkey Day Ride, a traditional Thanksgiving Day event. It's an excellent choice for experienced riders looking to push their limits on a demanding ascent, offering a true test of fitness and bike handling. The trail's popularity and challenging nature make it a standout option for those seeking a significant workout with big views in the Sierra Azul Open Space Preserve.
Details
Informations
Distance 6.21 km
Uphill 540 m
Downhill 0 m
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Thursday 23 July
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Max wind speed: 14.0 km/h
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