Trip from San Jose, CA to Calabasas, CA
Drive Time
6h 20m
Distance
337.1 mi
Route Type
Turn-heavy local drive
Long day tripTrip Overview
The drive from San Jose, CA to Calabasas, CA covers 337.1 miles and takes about 6h 20m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Devine Street, North San Pedro Street, West Saint James Street for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $45.79 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
168.6 miles from San Jose, CA
A natural place for your longest stop of the day.
Drive Character
Expect a 6h 20m drive with frequent turns across 337.1 miles of local and secondary roads.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Devine Street | 0 mi | 0m |
| North San Pedro Street | 0 mi | 0m |
| West Saint James Street | 0 mi | 0m |
| West Julian Street | 0 mi | 0m |
| CA 87 South | 0 mi | 0m |
| Guadalupe Freeway | 0 mi | 0m |
| Guadalupe Parkway | 0 mi | 0m |
| Santa Teresa Boulevard | 0 mi | 0m |
Step-by-Step Directions
Start on North Market Street
Turn right onto Devine Street
Turn left onto North San Pedro Street
Turn right onto West Saint James Street
Continue on West Julian Street
Take the ramp slight right toward CA 87 South
Merge slight left onto Guadalupe Freeway
Continue on Guadalupe Parkway
Take the exit slight right toward Santa Teresa Boulevard
Continue on Santa Teresa Boulevard
Turn left onto CA 85 South
Merge slight left
Continue on US 101 South
Continue straight
Take the exit slight right toward CA 152 East: 10th Street, Pacheco Pass Road
Turn left onto East 10th Street
Continue on Pacheco Pass Highway
Take the exit slight right toward I 5: Los Angeles
Merge slight left onto Westside Freeway
Keep slight right
Keep slight left to continue on Golden State Freeway
Keep slight right to continue on I 405 South
Keep slight right
Take the exit slight right toward US 101 South, US 101 North: Los Angeles, Ventura
Keep slight right to continue on US 101 North: Ventura, Ventura Freeway
Merge slight left onto Ventura Freeway
Take the exit slight right toward Mulholland Drive, Valley Circle Boulevard
Turn left onto Mulholland Drive
Take the ramp slight right toward US 101 South: Los Angeles
Keep slight left
Turn straight onto Calabasas Road
Arrive at your destination
When to Leave
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
This is a comfortable same-day trip.
Drive Plan
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 80 miles
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 168.6 miles
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Last hour of driving
Traffic, exits, and arrival timing usually matter more near Calabasas, CA than in the middle of the route.
Before You Leave
Open the route before leaving San Jose, CA so your first major turns are already loaded.
Leave with enough water and a charging cable within reach, not packed away.
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Trip Strategy
Day 1
Settle into the route from San Jose, CA
This is one driving day of about 337.1 miles and 6h 20m.
Best Stop Towns on This Route
These towns line up with the pace of this drive and give you clearer places to stop with a purpose.
Late stop town
Meal stop
169 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Travel Advice
Arrival Notes
Seasonal Notes
Stops Along the Way
Halfway Point
Midpoint
About 168.6 mi from San Jose, CA
A short stop after about 80 miles helps settle the day before fatigue starts building.
The midpoint is around 168.6 miles from San Jose, CA, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions for the drive, so the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| regular | $3.45 | $45.79 | $91.57 |
| midgrade | $3.85 | $51.10 | $102.19 |
| premium | $4.15 | $55.08 | $110.15 |
| diesel | $3.75 | $49.77 | $99.54 |
Based on 25.4 MPG average. Estimated CO2 emission: 117.9 kg one way.
Frequently Asked Questions
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