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Portola Valley – Old La Honda Road loop from Winchester

Portola Valley – Old La Honda Road loop from Winchester

Hard

4.7

(2304)

5,074

riders

Portola Valley – Old La Honda Road loop from Winchester

04:48

104km

1,090m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: March 27, 2026

Tips

The surface for a segment of your route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 27.4 km for 290 m

Waypoints

Start point

Train Station

Get Directions

26.1 km

Palo Alto-Los Altos Bike Path

Highlight (Segment) • Cycleway

The Palo Alto-Los Altos Bike and Pedestrian Path, also known as the Hetch Hetchy Trail, is a well-maintained multi-use route that connects Los Altos Avenue to Arastradero Road. It’s popular …

Tip by

27.4 km

Bol Park Path

Highlight (Segment) • Trail

Excellent paved north-south dedicated car-free bike trail between Palo Alto and Los Altos.

Tip by

38.4 km

Dwight Crowder Path

Highlight (Segment) • Cycleway

This mostly paved bike trail alongside Alpine Road is great for bike commuting — just don't run over any slower trail users! The trail runs all the way from Portola …

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41.7 km

Portola Valley

Highlight (Segment) • Settlement

The ride takes you through the (very) well-to-do town of Portola Valley, which usually ranks as one of the top 10 in the US in terms of average household income. …

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51.3 km

Old La Honda Road

Highlight (Segment) • Climb

Once the "real" climb on Old La Honda starts (roughly at the first hairpin curve), it lasts for almost exactly three miles until you meet with Skyline Boulevard, and averages …

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60.6 km

Manzanita Way

Highlight (Segment) • Cycleway

Most boiler-template routes for this immediate area use Whisky Hill Rd. to get back and forth. Manzanita is several levels better (which includes a brief stretch of Mountain Home). Almost …

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67.7 km

Junipero Serra Boulevard

Highlight (Segment) • Cycleway

Junipero Serra Boulevard has a generous, paved bike lane in both directions for the entire length of the ride.
Car traffic is everpresent on this route, and it can get …

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82.6 km

Mora Trail - Rancho San Antonio

Highlight (Segment) • Viewpoint

Quite steep on the south side but a really nice outlook over the south bay. Was a great little spot to stop in the shade in the afternoon and take in the view and the breeze.

Tip by

85.8 km

Rancho San Antonio County Park

Nature Reserve

104 km

End point

Train Station

Way Types & Surfaces

Way Types

69.1 km

19.7 km

9.75 km

3.70 km

1.09 km

414 m

320 m

Surfaces

96.0 km

7.80 km

280 m

< 100 m

Elevation

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

Highest point (510 m)

Lowest point (10 m)

Weather

Today

Monday 25 May

22°C

13°C

0 %

Additional weather tips

Max wind speed: 25.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Portola Valley – Old La Honda Road loop from Winchester

Palo Alto-Los Altos Bike Path

Bol Park Path

Dwight Crowder Path

Portola Valley

Old La Honda Road

Manzanita Way

Junipero Serra Boulevard

Mora Trail - Rancho San Antonio

Nearby routes

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