How far is Grants Pass, OR from Winston, OR?
The driving distance from Grants Pass, OR to Winston, OR is about 64 miles (103 km), with a travel time of about 01h 21m by car.
- The straight-line flight distance is about 47.3 miles (76.2 km).
- For a round trip, plan for roughly 02h 42m 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 21m.
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.
Mostly Sunny
Slight Chance Light Rain
Driving Route Map
The map below follows the saved road route between Grants Pass and Winston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Grants Pass and Winston.
-
1
Start on Southwest H Street
60 m · 16 sec · Southwest H Street
-
2
Turn left onto Southwest 4th Street
1.1 km · 2 min · Southwest 4th Street
-
3
Continue on Northwest Washington Boulevard
1343 ft · 41 sec · Northwest Washington Boulevard
-
4
Turn right onto Northwest Savage Street
709 ft · 22 sec · Northwest Savage Street
-
5
Continue on Northeast Savage Street
154 m · 21 sec · Northeast Savage Street
-
6
Turn left onto Northeast 7th Street
1.3 km · 2 min · Northeast 7th Street
-
7
Take the exit straight
55.2 mi · 1 hr 5 min
-
8
Take the exit slight right toward Round Prairie
910 ft · 20 sec
-
9
Turn left onto Clarks Branch Road
591 ft · 13 sec · Clarks Branch Road
-
10
At the end of the road, turn right onto Northeast Dole Road
1.2 km · 1 min · Northeast Dole Road
-
11
At the end of the road, turn right onto Dillard Highway
5.2 mi · 8 min · Dillard Highway
-
12
Continue on South Main Street
3200 ft · 56 sec · South Main Street
-
13
Arrive at your destination
0 m · 1 sec · North Main Street
Car Route Details
A richer read on the saved driving route between Grants Pass and Winston.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Northeast 7th Street
Take the exit straight
55.2 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.
Mostly Sunny leaving Grants Pass and Slight Chance Light Rain near Winston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Grants Pass to Winston?
The road trip is about 64 miles (103 km) and usually takes 01h 21m 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 32 miles from Grants Pass and 32 miles from Winston.
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 16.7 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 3:48 PM PDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.19 one way or $22.38 round trip. Estimated CO2 is about 20.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Grants Pass and Slight Chance Light Rain near Winston.
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 Grants Pass and Winston. Straight-line distance: 47.37 mi (76.24 km).
#1 Grants Pass
City in Oregon, USA
| Population | 38,416 |
| Coordinates | 42.4393300, -123.3306700 |
| Altitude | 288 |
| 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: 103 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 07m |
| 40 mph (64.37 km/h) | 01h 36m |
| 50 mph (80.47 km/h) | 01h 16m |
| 60 mph (96.56 km/h) | 01h 04m |
| 70 mph (112.65 km/h) | 00h 54m |
| 80 mph (129 km/h) | 00h 47m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.95 | $11.19 | $22.38 |
| Mid-grade | $5.34 | $12.06 | $24.13 |
| Premium | $5.57 | $12.58 | $25.16 |
| Diesel | $6.37 | $14.39 | $28.77 |
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.