San Jose, CA to Highland, CA is 396.9 miles and takes about 7h 30m via Westside Freeway and I 5 Truck, with a fuel budget near $91 and enough daylight to finish in a day. This drive focuses heavily on highway travel, covering 89% of its length on major roadways. You'll transition from the Pacific Coast region near San Jose to the same region as you approach Highland. It's a straightforward trip, best suited for those prioritizing efficiency and covering ground quickly across California.
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
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
198.4 miles from San Jose, CA
A natural place for your longest stop of the day
, about 3h 44m into the drive
.
Main Roads
Road
Distance
Duration
Westside Freeway
181.1 mi
3h 14m
Foothill Freeway
78.9 mi
1h 30m
I 5 Truck
58.4 mi
1h 6m
Pacheco Pass Highway
40.6 mi
50m
US 101
20.3 mi
23m
CA 85
5.1 mi
5m
Guadalupe Parkway
4.1 mi
4m
Golden State Freeway
2 mi
2m
Longest stretch:
Westside Freeway
— 181.1 mi, about 3h 14m
Turn-by-Turn Driving Directions
Step-by-step road directions between San Jose, CA and Highland, CA.
1
Start on North Market Street
110 ft·5 sec·North Market Street
2
Turn right onto Devine Street
275 ft·17 sec·Devine Street
3
Turn left onto North San Pedro Street
306 ft·17 sec·North San Pedro Street
4
Turn right onto West Saint James Street
0.1 mi·16 sec·West Saint James Street
5
Continue on West Julian Street
356 ft·7 sec·West Julian Street
Use the straight lane.
6
Take the ramp
0.2 mi·31 sec
Toward CA 87 SouthUse the right lane.
7
Merge onto CA 87
1.4 mi·1 min·Guadalupe Freeway
Use the straight / slight right lanes.
8
Continue on CA 87
4.1 mi·4 min·Guadalupe Parkway
Use the straight / slight right lanes.
9
Take the exit
0.4 mi·30 sec
Exit 1CToward Santa Teresa BoulevardUse the straight / slight right lanes.
10
Continue on CA 87
0.1 mi·22 sec·Santa Teresa Boulevard
Use the straight lane.
11
Turn left
0.3 mi·41 sec
Toward CA 85 SouthUse the left lane.
12
Merge onto CA 85
4.7 mi·5 min·CA 85
Use the straight / slight right lanes.
13
Continue on CA 85
0.4 mi·27 sec·CA 85
Exit 1AToward US 101 South
14
Continue on US 101
20 mi·23 min·US 101
15
Take the exit onto CA 152
0.3 mi·39 sec·CA 152
Toward CA 152 East: 10th Street, Pacheco Pass Road
16
Turn left onto CA 152
353 ft·12 sec·East 10th Street
17
Continue on CA 152
41 mi·50 min·Pacheco Pass Highway
18
Take the exit
0.6 mi·1 min
Toward I 5: Los Angeles
19
Merge onto I 5
181 mi·3 hr 14 min·Westside Freeway
Use the straight / slight right lanes.
20
Keep slight right at fork onto I 5 Truck
58 mi·1 hr 6 min·I 5 Truck
Use the straight / slight right lanes.
21
Keep slight left at fork onto I 5
2.0 mi·2 min·Golden State Freeway
Use the straight / slight right lanes.
22
Take the exit
0.3 mi·17 sec
Exit 161AToward I 210 East: PasadenaUse the slight right lane.
23
Continue on I 210
24 mi·28 min·Foothill Freeway
Use the straight / slight right lanes.
24
Keep slight right at fork onto I 210
19 mi·22 min·Foothill Freeway
Toward CA 134 West, I 210 East: San Bernardino, VenturaUse the slight right lane.
25
Keep slight right at fork onto I 210
2.9 mi·3 min·Foothill Freeway
Use the straight / slight right lanes.
26
Keep slight right at fork onto CA 210
1.4 mi·1 min·Foothill Freeway
Use the straight / slight right lanes.
27
Keep slight right at fork onto CA 210
1.2 mi·1 min·Foothill Freeway
Use the straight / slight right lanes.
28
Keep slight right at fork onto CA 210
1.8 mi·2 min·Foothill Freeway
Use the straight / slight right lanes.
29
Keep slight right at fork onto CA 210
28 mi·32 min·Foothill Freeway
Use the straight / slight right lanes.
30
Take the exit
0.2 mi·31 sec
Toward Highland AvenueUse the slight right lane.
31
Turn left onto East Highland Avenue
1.7 mi·3 min·East Highland Avenue
Use the left lane.
32
Turn right onto Palm Avenue
0.5 mi·57 sec·Palm Avenue
33
Arrive at destination
Palm Avenue
Trip Plan
Given the 7h 30m duration, this trip is comfortably achievable in a single day, so you can leave when it suits you best. With 2 planned stops and a longest stretch of 181.1 miles, you have ample opportunity to break up the drive. Factor in the $91 fuel cost when budgeting for your trip. Keep an eye on traffic conditions, especially around major urban areas, as this route utilizes significant freeway mileage where congestion can build.
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.
You can normally do this drive in one day.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 198.4 miles from San Jose, CA, or about 3h 44m into the drive.
The longest continuous stretch on this route runs about 181.1 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 87 miles or 1h 45m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 198.4 miles or 3h 44m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 6h 19m
Traffic, exits, and arrival timing usually matter more near Highland, 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.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
Day 1
Settle into the route from San Jose, CA
This is one driving day of about 396.9 miles and 7h 30m.
Your first comfortable stop window is around 87 miles from San Jose, CA.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on Westside Freeway for about 181.1 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 25
5 decision points cluster between mile 0.3 and 340 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
0.3 mi into trip|~1m in
Take the ramp toward CA 87 South
Lane positioning matters here
Use the right lane.
Toward CA 87 South
7
6.1 mi into trip|~8m in
Take the exit toward Santa Teresa Boulevard
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 1C
Toward Santa Teresa Boulevard
8
6.6 mi into trip|~8m in
Turn left toward CA 85 South
Lane positioning matters here
Use the left lane.
Toward CA 85 South
7
315.3 mi into trip|~5h 54m in
Take the exit toward I 210 East: Pasadena
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 161A
Toward I 210 East: Pasadena
8
340 mi into trip|~6h 22m in|I 210 / Foothill Freeway
Keep slight right at fork onto I 210 / Foothill Freeway toward CA 134 West, I 210 East: San Bernardino, Ventura
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Toward CA 134 West, I 210 East: San Bernardino,...
Fuel & Cost
Regular Gas
$91.22 one way
$182.45 round trip
$5.84/gal25.4 MPG avg139 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$6.02
$94.01
$188.01
premium
$6.18
$96.52
$193.04
diesel
$5.61
$87.63
$175.26
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$91
Meals
$25–$50
Total
$116–$141
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 138.9 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $42 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
119.1
1
$41.67
$19.05
Efficient EV
99.2
1
$34.73
$15.88
EV Truck/SUV
158.8
1
$55.57
$25.40
Gas CO2
139 kg
EV CO2
46 kg (67% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Forecast as of Apr 18, 2026
Origin
San Jose, CA
Late night
in San Jose on Tuesday
Local time
3:26 AM
PDT
Current temp
80°F
Mostly Sunny
NW 2 to 7 mph0% chanceLive forecast
Destination
Highland, CA
Late night
in Highland on Tuesday
Local time
3:26 AM
PDT
Current temp
72°F
Unavailable
Live forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
8 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
7h 30m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
National Parks Near This Route
Worth a detour if your schedule allows.
Santa Monica Mountains National Recreation Area
National Recreation Area
The Santa Monica Mountains offer easy access to surprisingly wild places. Experience the famous beaches of Malibu or explore more than 500 miles of trails. The park abounds with historical and cultura...
22 mi from route
~55 min detour
Free
near mile 314.8
Yes, we can! Widely recognized as the most important Latino leader in the United States during the twentieth century, Cesar Chavez led farm workers and supporters in the establishment of the country's...
28 mi from route
~71 min detour
Free
near mile 260
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This is a highway-focused drive, with 89% of the 396.9 miles spent on major freeways like the Westside Freeway and I 5 Truck. Expect long stretches of consistent speed, including one segment of 181.1 miles on the Westside Freeway without much deviation. The character of the road is primarily that of a functional interstate, designed for covering distances rather than showcasing scenery. You'll experience the typical flow of California's major transportation arteries for the majority of your 7h 30m journey.
89% highway — fuel and pacing are the main things to plan.
33 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 181.1 mi on Westside Freeway.
How Hard Is This Drive?
9/10
This is a straightforward highway drive that stays mostly on Westside Freeway and Foothill Freeway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.3 miles in.
Driving Effort9/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 25 significant decision points across 396.9 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: at 0.3 miles: Lane positioning matters here; at 6.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 6.6 miles: Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from San Jose, CA to Highland, CA, road signs begin pointing toward Ventura along the way.
Often called "the capital of Silicon Valley", San Jose is the largest city in the Bay Area, 3rd largest in California, and the 12th largest city in the United States, with a population of over 997,000 residents as of 2024. It was named the 6th safest big city in the U.S. in 2015. This clean, sprawling metropolis has sports, beautiful vistas, and ethnic enclaves and bleeds into the greater Bay Area for travelers who want to take their time in Northern California.
Top landmarks
•Winchester Mystery House — Mansion in San Jose, California.
•San Jose Diridon station — railway station complex in San Jose, California
•Rosicrucian Egyptian Museum — building in San Jose, California, United States
Doable as a same-day drive at 7h 30m. Total distance: 396.9 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 30m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 181.1 miles on Westside Freeway. The full list of main roads is in the Roads section above.
Yes — we found about 27 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Highland, CA before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 2 meaningful breaks. There are 27 rest areas along the route for bathroom stops.
The main spots that need attention: at 0.3 miles: Lane positioning matters here; at 6.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 6.6 miles: Lane positioning matters here.
Yes — Santa Monica Mountains National Recreation Area and César E. Chávez National Monument. See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 7.5 hours each way, a round trip means 15.0 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Highland, CA before the return drive.
