Winston to Hillsboro is 192.6 miles and takes about 3h 56m via I 5, with a fuel budget near $38 and enough daylight to finish in a day. This trip stays within Oregon, beginning in the Pacific Coast region and concluding in the same area. Expect a drive that is primarily highway-focused, making it a straightforward journey. With a total duration under four hours, this route is easily manageable as a single-day excursion, allowing ample time for any necessary stops or detours.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Break Rhythm
1 planned break
A short stop every 2 to 3 hours is enough for this drive.
Midpoint
96.3 miles from Winston, OR
A natural place for your longest stop of the day
, about 1h 53m into the drive
.
Main Roads
Road
Distance
Duration
I 5
166.1 mi
3h 13m
Southwest Hillsboro Highway
9.5 mi
12m
Southwest Scholls Sherwood Road
4.8 mi
7m
Coos Bay-Roseburg Highway
2.7 mi
4m
Southwest Tualatin Sherwood Road
1.9 mi
3m
Southwest 124th Avenue
1.6 mi
2m
Southwest Roy Rogers Road
1.3 mi
2m
Southwest Scholls Ferry Road
0.7 mi
1m
Longest stretch:
I 5
— 166.1 mi, about 3h 13m
Turn-by-Turn Driving Directions
Step-by-step road directions between Winston, OR and Hillsboro, OR.
1
Start on OR 42; OR 99
0.5 mi·43 sec·North Main Street
2
Continue on OR 42; OR 99
2.7 mi·4 min·Coos Bay-Roseburg Highway
3
Take the ramp
0.6 mi·1 min
4
Merge onto I 5
166 mi·3 hr 12 min·I 5
Use the straight lane.
5
Take the exit onto I 5
0.3 mi·27 sec·I 5
Exit 286Toward Elligsen Road, Boones Ferry RoadUse the straight / slight right lanes.
6
Keep slight left at fork onto I 5
158 ft·9 sec·I 5
Toward Boones Ferry RoadUse the left lane.
7
Turn left onto Southwest Elligsen Road
0.2 mi·27 sec·Southwest Elligsen Road
Use the left lane.
8
Continue on Southwest Boones Ferry Road
0.3 mi·43 sec·Southwest Boones Ferry Road
9
Turn left onto Southwest Day Street
0.6 mi·54 sec·Southwest Day Street
Use the left lane.
10
Turn right onto Southwest Grahams Ferry Road
0.4 mi·48 sec·Southwest Grahams Ferry Road
11
Turn left onto Basalt Creek Parkway
0.7 mi·1 min·Basalt Creek Parkway
12
Continue on Southwest 124th Avenue
1.6 mi·2 min·Southwest 124th Avenue
Use the straight / right lanes.
13
Turn left onto Southwest Tualatin Sherwood Road
1.9 mi·3 min·Southwest Tualatin Sherwood Road
Use the left lane.
14
Continue on Southwest Roy Rogers Road
1.3 mi·2 min·Southwest Roy Rogers Road
15
Turn left onto Southwest Scholls Sherwood Road
0.5 mi·47 sec·Southwest Scholls Sherwood Road
16
Keep slight right at fork onto Southwest Scholls Sherwood Road
4.3 mi·6 min·Southwest Scholls Sherwood Road
17
At end of road, turn left onto OR 210
0.7 mi·1 min·Southwest Scholls Ferry Road
Use the left lane.
18
Turn right onto OR 219
1.8 mi·2 min·Southwest Hillsboro Highway
19
Continue on OR 219
7.7 mi·10 min·Southwest Hillsboro Highway
20
Continue on OR 219
0.7 mi·2 min·South 1st Avenue
21
Arrive at destination
North 1st Avenue
Trip Plan
Given the relatively short duration of under four hours, this trip is best suited for a single day, allowing for flexibility in your departure time. The longest uninterrupted stretch is 166.1 miles on I 5, so plan your fuel stops accordingly, perhaps before embarking on this long segment. While there's only one recommended stop, consider breaking up the drive with a brief pause to stretch your legs, especially if you're departing early in the morning. Keep an eye on the highway share percentage; since most of this drive is on I 5, traffic patterns on this major artery will be the most significant factor to monitor.
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 96.3 miles from Winston, OR, or about 1h 53m into the drive.
The longest continuous stretch on this route runs about 166.1 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 42 miles or 50m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 96.3 miles or 1h 53m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 5m
Traffic, exits, and arrival timing usually matter more near Hillsboro, OR than in the middle of the route.
Before You Leave
+
Open the route before leaving Winston, OR 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.
Day 1
Settle into the route from Winston, OR
This is one driving day of about 192.6 miles and 3h 56m.
Your first comfortable stop window is around 42 miles from Winston, OR.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on I 5 for about 166.1 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 12
5 decision points cluster between mile 169.6 and 181.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
8
169.6 mi into trip|~3h 19m in|I 5
Take the exit onto I 5 toward Elligsen Road, Boones Ferry Road
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 286
Toward Elligsen Road, Boones Ferry Road
8
169.9 mi into trip|~3h 19m in|I 5
Keep slight left at fork onto I 5 toward Boones Ferry Road
Highway fork - watch signs carefully. Lane positioning matters here
Use the left lane.
Toward Boones Ferry Road
6
169.9 mi into trip|~3h 19m in|Southwest Elligsen Road
Turn left onto Southwest Elligsen Road
Lane positioning matters here
Use the left lane.
6
173.6 mi into trip|~3h 26m in|Southwest Tualatin Sherwood Road
Turn left onto Southwest Tualatin Sherwood Road
Lane positioning matters here
Use the left lane.
7
181.6 mi into trip|~3h 40m in|OR 210 / Southwest Scholls Ferry Road
At end of road, turn left onto OR 210 / Southwest Scholls Ferry Road
Lane positioning matters here
Use the left lane.
Fuel & Cost
Regular Gas
$38.37 one way
$76.74 round trip
$5.06/gal25.4 MPG avg67 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$5.36
$40.61
$81.21
premium
$5.59
$42.39
$84.79
diesel
$5.61
$42.52
$85.05
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$38
Meals
$25–$50
Total
$63–$88
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 67.4 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $20 in charging
· 0 stops
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
57.8
0
$20.22
$9.24
Efficient EV
48.2
0
$16.85
$7.70
EV Truck/SUV
77
0
$26.96
$12.33
Gas CO2
67 kg
EV CO2
23 kg (66% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
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
Winston, OR
Evening
in Winston on Saturday
Local time
7:45 PM
PDT
Current temp
60°F
Unavailable
Live forecast
Destination
Hillsboro, OR
Evening
in Hillsboro on Saturday
Local time
7:45 PM
PDT
Current temp
60°F
Partly Sunny
NE 2 mph0% chanceLive forecast
Freeze Warning
Freeze Warning issued April 17 at 12:44PM MDT until April 18 at 10:00AM MDT by NWS Boise ID
43°F
Salem, OR
96 mi in
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
Very similar conditions
Both ends of the route are sitting at about the same temperature right now.
Road read
3h 56m on the road
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
More Details
What kind of drive is this?
This route is heavily highway-focused, with 87% of the drive utilizing major roadways like I 5. You'll experience a significant stretch of 166.1 miles on I 5, providing a consistent pace for a large portion of the trip. While the majority of the journey is on fast-paced highways, the latter part incorporates roads like Southwest Hillsboro Highway and Southwest Scholls Sherwood Road, offering a slight shift in the driving experience as you approach your destination. The overall profile suggests a practical, efficient drive rather than a winding scenic tour.
87% highway — fuel and pacing are the main things to plan.
21 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 166.1 mi on I 5.
How Hard Is This Drive?
6/10
This is a straightforward highway drive that stays mostly on I 5 and Southwest Hillsboro Highway. You will hit about 12 points where you need to pay attention to lane position or signs. The trickiest moment comes around 169.6 miles in near I 5.
Driving Effort6/10
Moderate - straightforward overall, but long enough or busy enough to require pacing
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 192.6 miles you will encounter 12 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 169.6 miles (I 5): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 169.9 miles (I 5): Highway fork - watch signs carefully. Lane positioning matters here; at 169.9 miles (Southwest Elligsen Road): Lane positioning matters here.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 3h 56m. Total distance: 192.6 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
3h 56m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (87%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 166.1 miles on I 5. 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 Hillsboro, OR 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 1 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 169.6 miles (I 5): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 169.9 miles (I 5): Highway fork - watch signs carefully. Lane positioning matters here; at 169.9 miles (Southwest Elligsen Road): Lane positioning matters here.
Possible but tiring. At 3.9 hours each way, an in-and-out day trip would put you behind the wheel for 7.9 hours — manageable with a long break at Hillsboro, OR, but most travelers stay overnight.
