Kennedy Trail – Kennedy Road loop from Oak Meadow
Kennedy Trail – Kennedy Road loop from Oak Meadow
2.6
(11)
61
riders
Kennedy Trail – Kennedy Road loop from Oak Meadow
02:24
24.3km
720m
Cycling
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.
Last updated: April 30, 2026
Tips
Includes a segment in which cycling is not permitted
After 517 m for 73 m
Waypoints
Start point
Train Station
Get Directions
62 m
Billy Jones Wildcat Railroad and W.E. "Bill" Mason Carousel
Highlight • Structure
Tip by
535 m
Blossom Hill Road underpass
Highlight • Bridge
Tip by
583 m
Los Gatos Creek Trail (Vasona Park Entrance)
Highlight • Trail
Tip by
6.14 km
Kennedy Trail
Highlight (Segment) • Trail
The "real" climb starts at about the half mile mark from the trailhead and you don't really reach its worst part until about 1.3 miles into the trail. There's a brief reprieve whose start is identifiable by an unmistakable large tree around which the trail splits into a small clearing.
This spot also acts as a popular rest and regrouping spot for most riders. You still have about 45% of the total trail climb left after that tree and it resumes soon enough. The first spot where you'll find the climb end at a "hilltop" (immediately after an extra steep stretch) is actually the "false top". You still have a bit more climbing left after that, including two of the steepest uphill bursts (one very brief, the second one longer). The second of these last two steep stretches brings you abruptly to the end of the climb.
Tip by
12.2 km
Priest Rock Trail/Kennedy Trail Junction
Highlight • Trail
Tip by
18.5 km
Kennedy Road Sierra Azul Trailhead
Highlight • Trail
Tip by
18.6 km
Kennedy Road
Highlight (Segment) • Cycleway
Tip by
24.3 km
End point
Train Station
Way Types & Surfaces
Way Types
12.8 km
6.34 km
4.02 km
937 m
193 m
< 100 m
Surfaces
12.9 km
10.1 km
1.42 km
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Elevation
Highest point (780 m)
Lowest point (90 m)
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Weather
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Today
Saturday 16 May
24°C
7°C
0 %
Additional weather tips
Max wind speed: 22.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.