How far is Lake Oswego, OR from Winston, OR?
The driving distance from Lake Oswego, OR to Winston, OR is about 180.1 miles (289.9 km), with a travel time of about 03h 35m by car.
- The straight-line flight distance is about 163 miles (262.3 km).
- For a round trip, plan for roughly 07h 10m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM PDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 03h 35m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
City in Oregon, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Lake Oswego and Winston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Lake Oswego and Winston.
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1
Start on the route
65 m · 18 sec
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2
Turn right onto A Avenue
1156 ft · 35 sec · A Avenue
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3
Continue on Country Club Road
1178 ft · 27 sec · Country Club Road
-
4
Continue on Country Club Road
1.5 mi · 3 min · Country Club Road
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5
Turn left onto Boones Ferry Road
1.2 km · 1 min · Boones Ferry Road
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6
Turn right onto Kruse Way
1.5 mi · 3 min · Kruse Way
-
7
Take the ramp left toward I 5 South: Salem
2171 ft · 41 sec
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8
Merge slight left
172 mi · 3 hr 21 min
-
9
Take the exit slight right toward OR 99 South, OR 42 West: Winston, Coos Bay
1968 ft · 34 sec
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10
Continue on Coos Bay-Roseburg Highway
2.7 mi · 4 min · Coos Bay-Roseburg Highway
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11
Continue on North Main Street
2582 ft · 44 sec · North Main Street
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12
Arrive at your destination
0 m · 1 sec · North Main Street
Car Route Details
A richer read on the saved driving route between Lake Oswego and Winston.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 5 South
Merge slight left
172 mi · 03h 21m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Mostly Sunny leaving Lake Oswego and Mostly Sunny near Winston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Lake Oswego to Winston?
The road trip is about 180.1 miles (289.9 km) and usually takes 03h 35m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Harrisburg is a useful midpoint, sitting about 90.1 miles from Lake Oswego and 90 miles from Winston.
How much longer is the road route than the straight-line distance?
The direct path is about 163 miles (262.3 km), while the road route adds roughly 17.1 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 6:00 AM to 8:00 AM PDT. If you want a more comfortable same-day return, try to leave by 9:50 AM PDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $31.49 one way or $62.98 round trip. Estimated CO2 is about 56.5 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Lake Oswego and Mostly Sunny near Winston.
Stop Ideas Near Harrisburg
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
City Hall Surface Lot
Springfield Animal Control
Harrisburg City Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Harrisburg.
Eugene–Springfield
Eugene, OR
University of Oregon
Corvallis, Oregon
Flight Path Map
This map shows the direct air route between Lake Oswego and Winston. Straight-line distance: 162.99 mi (262.3 km).
#1 Lake Oswego
A city in Clackamas County, Oregon.
| Population | 39,821 |
| Coordinates | 45.4206700, -122.6706500 |
| Altitude | 55 |
| Country | United States |
#2 Winston
City in Oregon, USA
| Population | 5,541 |
| Coordinates | 43.1223400, -123.4125700 |
| Altitude | 169 |
| Country | United States |
End: Winston (-123.41257, 43.12234)
Estimated Travel Time
Distance: 290 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 00m |
| 40 mph (64.37 km/h) | 04h 30m |
| 50 mph (80.47 km/h) | 03h 36m |
| 60 mph (96.56 km/h) | 03h 00m |
| 70 mph (112.65 km/h) | 02h 34m |
| 80 mph (129 km/h) | 02h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.95 | $31.49 | $62.98 |
| Mid-grade | $5.34 | $33.95 | $67.90 |
| Premium | $5.57 | $35.40 | $70.80 |
| Diesel | $6.37 | $40.49 | $80.98 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Oregon · May 05, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.