How far is Winston, OR from Grants Pass, OR?
The driving distance from Winston, OR to Grants Pass, OR is about 64.6 miles (104 km), with a travel time of about 01h 11m by car.
- The straight-line flight distance is about 47.3 miles (76.2 km).
- For a round trip, plan for roughly 02h 23m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM PDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 01h 11m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
Light Rain
Light Rain Likely
Driving Route Map
The map below follows the saved road route between Winston and Grants Pass.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winston and Grants Pass.
-
1
Start on North Main Street
3200 ft · 56 sec · North Main Street
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2
Continue on Dillard Highway
5.2 mi · 8 min · Dillard Highway
-
3
Turn left onto Northeast Dole Road
1.2 km · 1 min · Northeast Dole Road
-
4
Turn left onto Clarks Branch Road
56 m · 4 sec · Clarks Branch Road
-
5
Take the ramp right
1372 ft · 34 sec
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6
Merge slight left
54.9 mi · 1 hr 5 min
-
7
Take the exit slight right toward OR 99: Redwood Highway, Grants Pass, City Center
1 mi · 2 min
-
8
Turn right onto Northwest Savage Street
709 ft · 27 sec · Northwest Savage Street
-
9
Turn left onto Northwest Washington Boulevard
1342 ft · 37 sec · Northwest Washington Boulevard
-
10
Continue on Northwest 4th Street
1.1 km · 2 min · Northwest 4th Street
-
11
Turn right onto Southwest H Street
60 m · 9 sec · Southwest H Street
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12
Arrive at your destination
0 m · 1 sec · Southwest H Street
Car Route Details
A richer read on the saved driving route between Winston and Grants Pass.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Clarks Branch Road
Merge slight left
54.9 mi · 01h 05m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Light Rain leaving Winston and Light Rain Likely near Grants Pass.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winston to Grants Pass?
The road trip is about 64.6 miles (104 km) and usually takes 01h 11m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Canyonville is a useful midpoint, sitting about 31.9 miles from Winston and 32.7 miles from Grants Pass.
How much longer is the road route than the straight-line distance?
The direct path is about 47.3 miles (76.2 km), while the road route adds roughly 17.3 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 8:00 AM to 10:00 AM PDT. If you want a more comfortable same-day return, try to leave by 4:06 PM PDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.29 one way or $22.58 round trip. Estimated CO2 is about 20.3 kg one way.
What should you check before leaving?
Before you leave, expect Light Rain around Winston and Light Rain Likely near Grants Pass.
Stop Ideas Near Canyonville
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Canyonville.
Grants Pass, OR
Gold Hill, OR
White City, Oregon
Medford, Oregon
Flight Path Map
This map shows the direct air route between Winston and Grants Pass. Straight-line distance: 47.37 mi (76.24 km).
#1 Winston
City in Oregon, USA
| Population | 5,541 |
| Coordinates | 43.1223400, -123.4125700 |
| Altitude | 169 |
| Country | United States |
#2 Grants Pass
City in Oregon, USA
| Population | 38,416 |
| Coordinates | 42.4393300, -123.3306700 |
| Altitude | 288 |
| Country | United States |
End: Southwest H Street (-123.330728, 42.439232)
Estimated Travel Time
Distance: 104 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 09m |
| 40 mph (64.37 km/h) | 01h 36m |
| 50 mph (80.47 km/h) | 01h 17m |
| 60 mph (96.56 km/h) | 01h 04m |
| 70 mph (112.65 km/h) | 00h 55m |
| 80 mph (129 km/h) | 00h 48m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.95 | $11.29 | $22.58 |
| Mid-grade | $5.34 | $12.17 | $24.34 |
| Premium | $5.57 | $12.69 | $25.38 |
| Diesel | $6.37 | $14.51 | $29.03 |
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 · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.