How long is the drive?

It takes about 50 minutes under normal conditions.

What is the best route?

US-101 and I-880 is the most direct path.

You can take Caltrain to a connection, but driving is more practical.

Is Oakland in the East Bay?

Yes, it is a major city in the East Bay.

What is the distance?

It is approximately 50 kilometers.

Woodside

Oakland

Driving

Woodside to Oakland

Updated: 31 May 2026

The journey from Woodside to Oakland is a 50-kilometer trip via US-101 and I-880. This route takes you across the San Mateo-Hayward Bridge into the East Bay. Driving is the most practical method, taking about 50 minutes. Oakland is a vibrant city with a rich cultural history and a bustling waterfront.

Total Distance: 50 km driving, 45 km air distance.

Fastest Way

Driving via US-101 and I-880 is the fastest, taking 50 minutes.

Cheapest Way

Driving is the most cost-effective and direct way to reach Oakland.

Compare Woodside to Oakland Routes

Driving

Direct

Duration

50 mins

Avg Price

15-20 USD

Operator

Personal Vehicle

Route

US-101 N to CA-92 E to I-880 N.

The bridge has a toll; ensure your FasTrak is ready.

Travel Tips

Bridge Tolls
The San Mateo-Hayward Bridge requires a toll payment.
Traffic Management
Avoid the bridge and I-880 during morning and evening rush hours.
Fueling
Gas prices are generally lower in the East Bay than in the Peninsula.
Navigation
Use real-time traffic apps to navigate around accidents on the 880.
Parking
Oakland has ample parking in the downtown and commercial areas.

Safety Tips

City Safety
Be aware of your surroundings in crowded areas.
Driver Alertness
The drive is moderate, but stay alert for sudden traffic stops.
Emergency Prep
Keep a basic emergency kit in your vehicle.
Traffic Apps
Use apps to check for accidents on the 880.