This 401.9-mile drive from Oakland, CA to Upland, CA is designed for a single day, taking approximately 7 hours and 29 minutes of pure driving time. Primarily utilizing the Westside Freeway and Foothill Freeway, this route is a highway-focused experience with 98% of it being on major roads. With an estimated fuel cost of $92, it's a straightforward journey across California's Pacific Coast region. Plan for around 2 stops to break up the drive, especially considering the longest stretch without a major turn is 224.4 miles on the Westside Freeway. It's a practical choice if you're looking to cover ground efficiently.
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
200.9 miles from Oakland, CA
A natural place for your longest stop of the day
, about 3h 41m into the drive
.
Main Roads
Road
Distance
Duration
Westside Freeway
224.4 mi
4h
I 5 Truck
58.4 mi
1h 6m
Foothill Freeway
51.8 mi
59m
Arthur H. Breed Junior Freeway
30.2 mi
34m
William Elton Brown Freeway
17 mi
18m
Nimitz Freeway
9.7 mi
11m
Golden State Freeway
2 mi
2m
Castro Valley Freeway
1.9 mi
2m
Longest stretch:
Westside Freeway
— 224.4 mi, about 4h
Turn-by-Turn Driving Directions
Step-by-step road directions between Oakland, CA and Upland, CA.
1
Start on 14th Street
0.2 mi·52 sec·14th Street
2
Turn right onto Harrison Street
0.2 mi·34 sec·Harrison Street
3
Turn left onto 11th Street
0.2 mi·25 sec·11th Street
Use the straight lane.
4
Turn right onto Madison Street
0.3 mi·49 sec·Madison Street
5
Turn left onto 5th Street
381 ft·8 sec·5th Street
Use the left / straight lanes.
6
Take the ramp
0.2 mi·30 sec
Toward I 880 South: San Jose
7
Merge onto I 880
9.7 mi·11 min·Nimitz Freeway
Use the straight / slight right lanes.
8
Take the exit
0.2 mi·23 sec
Exit 31Toward I 238: Castro Valley, StocktonUse the straight / slight right lanes.
9
Keep slight left at fork
0.2 mi·22 sec
Exit 31Toward I 238: Stockton FresnoUse the straight / slight right lanes.
10
Continue on I 238
1.9 mi·2 min·Castro Valley Freeway
Exit 31Toward I 238: Stockton FresnoUse the straight / slight right lanes.
11
Continue on I 580
12 mi·14 min·Arthur H. Breed Junior Freeway
Exit 14Use the straight / right lanes.
12
Keep slight right at fork onto I 580
18 mi·20 min·Arthur H. Breed Junior Freeway
Use the straight / slight right lanes.
13
Keep slight right at fork onto I 580
11 mi·11 min·William Elton Brown Freeway
14
Keep slight left at fork onto I 580
5.9 mi·6 min·William Elton Brown Freeway
15
Merge onto I 5
224 mi·4 hr·Westside Freeway
Use the straight / slight right lanes.
16
Keep slight right at fork onto I 5 Truck
58 mi·1 hr 6 min·I 5 Truck
Use the straight / slight right lanes.
17
Keep slight left at fork onto I 5
2.0 mi·2 min·Golden State Freeway
Use the straight / slight right lanes.
18
Take the exit
0.3 mi·17 sec
Exit 161AToward I 210 East: PasadenaUse the slight right lane.
19
Continue on I 210
24 mi·28 min·Foothill Freeway
Use the straight / slight right lanes.
20
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.
21
Keep slight right at fork onto I 210
2.9 mi·3 min·Foothill Freeway
Use the straight / slight right lanes.
22
Keep slight right at fork onto CA 210
1.4 mi·1 min·Foothill Freeway
Use the straight / slight right lanes.
23
Keep slight right at fork onto CA 210
1.2 mi·1 min·Foothill Freeway
Use the straight / slight right lanes.
24
Keep slight right at fork onto CA 210
1.8 mi·2 min·Foothill Freeway
Use the straight / slight right lanes.
25
Keep slight right at fork onto CA 210
1.0 mi·1 min·Foothill Freeway
Use the straight / slight right lanes.
26
Take the exit
0.4 mi·49 sec
Exit 52Toward Base Line RoadUse the straight / slight right lanes.
27
Turn right onto Base Line Road
477 ft·8 sec·Base Line Road
28
Continue on Baseline Road
0.7 mi·1 min·Baseline Road
Use the left lane.
29
Turn right onto Benson Avenue
1.0 mi·1 min·Benson Avenue
30
Turn left onto US 66 Hist
1.7 mi·2 min·West Foothill Boulevard
31
Turn right onto North Euclid Avenue
0.5 mi·1 min·North Euclid Avenue
Use the right lane.
32
Turn left onto West Arrow Highway
0.2 mi·26 sec·West Arrow Highway
33
Turn right onto North 2nd Avenue
0.2 mi·24 sec·North 2nd Avenue
34
Arrive at destination
North 2nd Avenue
Trip Plan
To make the most of this 7-hour, 29-minute drive, consider an early morning departure from Oakland to avoid potential Bay Area traffic. With a total distance of 401.9 miles and an estimated fuel cost of $92, planning for two stops is advisable for fuel, rest, and a quick bite. The longest stretch without a major change in direction is over 224 miles, so ensure you're comfortable with extended periods on the road. Keep an eye on traffic conditions, particularly as you approach the greater Los Angeles area, which can significantly impact your arrival time.
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 200.9 miles from Oakland, CA, or about 3h 41m into the drive.
The longest continuous stretch on this route runs about 224.4 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 88 miles or 1h 40m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 200.9 miles or 3h 41m 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 17m
Traffic, exits, and arrival timing usually matter more near Upland, CA than in the middle of the route.
Before You Leave
+
Open the route before leaving Oakland, 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 Oakland, CA
This is one driving day of about 401.9 miles and 7h 29m.
Your first comfortable stop window is around 88 miles from Oakland, 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 224.4 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 29
5 decision points cluster between mile 0.4 and 369.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
0.4 mi into trip|~1m in|11th Street
Turn left onto 11th Street
Lane positioning matters here
Use the straight lane.
8
10.9 mi into trip|~15m in
Take the exit toward I 238: Castro Valley, Stockton
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 31
Toward I 238: Castro Valley, Stockton
9
11.1 mi into trip|~15m in
Keep slight left at fork toward I 238: Stockton Fresno
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Exit 31
Toward I 238: Stockton Fresno
7
345.1 mi into trip|~6h 20m 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
369.8 mi into trip|~6h 49m 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
$92.37 one way
$184.75 round trip
$5.84/gal25.4 MPG avg141 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$6.02
$95.19
$190.38
premium
$6.18
$97.74
$195.48
diesel
$5.61
$88.73
$177.47
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$92
Meals
$25–$50
Total
$117–$142
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 140.6 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
120.6
1
$42.20
$19.29
Efficient EV
100.5
1
$35.17
$16.08
EV Truck/SUV
160.8
2
$56.27
$25.72
Gas CO2
141 kg
EV CO2
47 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
Oakland, CA
Late night
in Oakland on Tuesday
Local time
2:08 AM
PDT
Current temp
75°F
Mostly Sunny
WNW 5 mph0% chanceLive forecast
Destination
Upland, CA
Late night
in Upland on Tuesday
Local time
2:08 AM
PDT
Current temp
83°F
Sunny
SW 5 to 15 mph0% chanceLive 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 warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
7h 29m 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.
San Francisco Maritime National Historical Park
National Historical Park
Established in 1988, San Francisco Maritime National Historical Park celebrates America’s maritime heritage on the Pacific Coast. Our 50-acre park has grown around Aquatic Park Cove, a protected area...
Rosie the Riveter WWII Home Front National Historical Park
National Historical Park
Celebrate and honor the contributions and sacrifices of American civilians on the WWII home front. Discover how diverse communities lived, worked, and interacted. Many faces, many stories, many truths...
Experience a park so rich it supports 19 distinct ecosystems with over 2,000 plant and animal species. Go for a hike, enjoy a vista, have a picnic or learn about the centuries of overlapping history f...
Walk among old growth coast redwoods, cooling their roots in the fresh water of Redwood Creek and lifting their crowns to reach the sun and fog. Federally protected as a National Monument since 1908,...
On July 17, 1944, a massive explosion jolted the San Francisco East Bay area, shattering windows and lighting up the night sky. At Port Chicago Naval Magazine, 320 men were killed instantly when two s...
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...
23 mi from route
~57 min detour
Free
near mile 346.4
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
Expect a predominantly highway-focused experience on this route, with 98% of the journey taking place on major freeways like the Westside Freeway and Foothill Freeway. The drive is characterized by long stretches of consistent speed, including one uninterrupted segment of 224.4 miles on the Westside Freeway. While it's a highway-centric path, it connects two points within the same Pacific Coast region, meaning the scenery will shift from urban to potentially more open, though still highway-dominated, landscapes as you progress south. This is a route built for covering distance.
98% highway — fuel and pacing are the main things to plan.
34 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 224.4 mi on Westside Freeway.
How Hard Is This Drive?
9/10
This is a straightforward highway drive that stays mostly on Westside Freeway and I 5 Truck. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.4 miles in near 11th Street.
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 29 significant decision points across 401.9 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 0.4 miles (11th Street): Lane positioning matters here; at 10.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 11.1 miles: Highway fork - watch signs carefully. 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 Oakland, CA to Upland, CA, road signs begin pointing toward Ventura along the way.
Oakland is a port city in the Bay Area of California in the United States. Once an industrial area overshadowed by San Francisco, its larger neighbor to the west, this city of 440,000 people (2020) has begun to step out from under San Francisco's shadow with its notable natural and architectural features and its rise as the multicultural "hipster" city of the Bay Area.
Top landmarks
•San Francisco–Oakland Bay Bridge — suspension bridge connecting San Francisco and Oakland, California, USA
•Lake Merritt — lagoon in Oakland, California, USA
•Oakland Museum of California — art museum in Oakland, California
Upland is a city in San Bernardino County on the edge of the Inland Empire in Southern California. Formally incorporated in 1906, Upland has a long, rich history in agriculture and included a segment of Route 66. Upland and the region used to be home to thousands of acres of citrus groves; today, however, the city is home to many quiet residential neighborhoods and is a gateway to recreational opportunities in the San Gabriel Mountains.
Top landmarks
•Madonna of the Trail — series of 12 monuments dedicated to the spirit of pioneer women in the United St...
•Old Carnegie Library — library building in Upland, California, United States
Doable as a same-day drive at 7h 29m. Total distance: 401.9 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 29m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 224.4 miles on Westside Freeway. The full list of main roads is in the Roads section above.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
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 Upland, 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. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 0.4 miles (11th Street): Lane positioning matters here; at 10.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 11.1 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Yes — San Francisco Maritime National Historical Park, Rosie the Riveter WWII Home Front National Historical Park and Golden Gate National Recreation Area (6 total within detour distance). 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 Upland, CA before the return drive.
