Bay Area driving guide · Hills above the city
East Bay ridge run: Skyline, Redwood and Pinehurst
Three short roads that link into one good hour without leaving the East Bay. Skyline runs the ridge above Oakland, Redwood drops through the regional parks, and Pinehurst threads the redwoods at Canyon.
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Road overview, not turn-by-turn navigation. Follow the junctions below; some catalog traces extend beyond the written drive. Use two fingers to move the map.
- Skyline Boulevard
- Redwood Road
- Pinehurst Road
- Start
- Golf Links Road, Oakland
- Finish
- Moraga
- Return
- Return options below ↓
Why this drive
Convenience is the point — this is minutes from the city rather than a day out. The trade is traffic: Redwood is heavily used by cyclists, Skyline has driveways along most of its length, and Pinehurst is narrow enough that pace stays low whatever you drive.
The route
Skyline Boulevard north
Start at Golf Links Road and follow Skyline along the ridge, with the bay below on the left.
Skyline Boulevard · Oakland & map →Redwood Road
Drop east on Redwood Road through the park. Expect cyclists at almost any hour.
Redwood Road & map →Pinehurst Road through Canyon
Turn onto Pinehurst for the narrow, shaded run down through Canyon toward Moraga.
Pinehurst Road & map →
Good places to stop
Redwood Regional Park
Parking and trailheads along Redwood Road if you want to stop.
Canyon
A one-room post office and not much else, halfway down Pinehurst.
The way back
From Moraga, take Moraga Way and Highway 24 back through the tunnel, or reverse the route and drive Pinehurst uphill.
Road conditions
Expect drivers, motorcycles and cyclists, especially at popular junctions and stops. Give people space, follow posted limits and check current access before setting off.
Route references
Guide updated September 10, 2026. Route descriptions cover the named sections; check current access before travelling.
Keep exploring
- Skaggs Springs Road: Lake Sonoma to the coastRemote mountain crossing · Lake Sonoma, north of Healdsburg → Stewarts Point on Highway 1
- Mines Road to Lick ObservatoryLong backcountry run · Livermore → Lick Observatory, Mount Hamilton
- Mount Tamalpais: Panoramic Highway and RidgecrestCoastal mountain · Stinson Beach → East Peak, Mount Tamalpais