Guadalupe River Valley – Guadalupe Reservoir loop from Oak Meadow

Bike touring routes & trails

Guadalupe River Valley – Guadalupe Reservoir loop from Oak Meadow

Moderate

3.5

(21)

riders

Guadalupe River Valley – Guadalupe Reservoir loop from Oak Meadow

01:46

25.8km

430m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. The starting point of the route is accessible with public transport.

Last updated: October 9, 2026

Tips

Includes short out-and-back sections

Your route doubles back at waypoints. If this isn’t intentional, adjust those waypoints’ positions.

After 19 m for 85 m

After 20.0 km for 35 m

Waypoints

Start point

Train Station

Get Directions

62 m

Billy Jones Wildcat Railroad and W.E. "Bill" Mason Carousel

Highlight • Structure

Historic 19th century logging train preserved and now used for joyrides around Vasona Park, Los Gatos

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2.55 km

Kennedy Road

Highlight (Segment) • Cycleway

From Top of the Hill Road and the Kennedy Trailhead the 2-lane Kennedy Road descends to both directions: to the East along Shannon Creek, and here to the west along …

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8.55 km

Shannon Road intersects with Hicks Road here like Shannon Creek flows into Guadalupe Creek. To the south the urban sprawl gives way to farms and forested hills. The roads unfortunately have no bike lanes.

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12.9 km

Guadalupe Reservoir

Highlight • Lake

Hicks Road winds around Guadalupe Reservoir. Here, you can see some of the best views of the lake. Please be cautious of cars.

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20.0 km

Kennedy Road Sierra Azul Trailhead

Highlight • Trail

The Kennedy Road Sierra Azul Trailhead has a small parking area that fits about three cars, depending on size, and offers a shaded starting point. A portable toilet is available …

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