How far is Medford, OR from Enterprise, OR?
The driving distance from Medford, OR to Enterprise, OR is about 529.5 miles (852.1 km), with a travel time of about 11h 26m by car.
- The straight-line flight distance is about 351.4 miles (565.5 km).
- For a round trip, plan for roughly 22h 52m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 7:30 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 11h 26m.
Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
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
Chance Rain And Snow
Driving Route Map
The map below follows the saved road route between Medford and Enterprise.
Turn-by-Turn Driving Directions
Step-by-step road directions between Medford and Enterprise.
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1
Start on North Fir Street
580 ft · 18 sec · North Fir Street
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2
Turn right onto West 4th Street
2226 ft · 54 sec · West 4th Street
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3
Continue on Biddle Road
1.3 mi · 2 min · Biddle Road
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4
Take the ramp right
1221 ft · 36 sec
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5
Merge slight left onto Crater Lake Highway
2251 ft · 52 sec · Crater Lake Highway
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6
Turn straight onto Rogue Valley Expressway
4.5 mi · 6 min · Rogue Valley Expressway
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7
At the end of the road, turn left onto Crater Lake Highway
49.6 mi · 1 hr 12 min · Crater Lake Highway
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8
Turn straight onto Diamond Lake Highway
23.8 mi · 35 min · Diamond Lake Highway
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9
At the end of the road, turn right onto North Umpqua Highway
2.9 mi · 4 min · North Umpqua Highway
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10
Keep slight left to continue on North Umpqua Highway
66 m · 4 sec · North Umpqua Highway
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11
Continue on East Diamond Lake Highway
8.4 mi · 12 min · East Diamond Lake Highway
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12
Continue on State Highway 138
6.3 mi · 9 min · State Highway 138
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13
Turn left onto The Dalles-California Highway
71.2 mi · 1 hr 29 min · The Dalles-California Highway
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14
Continue on Bend Parkway
7.3 mi · 12 min · Bend Parkway
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15
Continue on The Dalles-California Highway
38.2 mi · 53 min · The Dalles-California Highway
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16
Continue on 5th Street
1.4 km · 3 min · 5th Street
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17
Turn right onto Northeast 6th Street
1259 ft · 31 sec · Northeast 6th Street
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18
Continue on The Dalles-California Highway
24.6 mi · 29 min · The Dalles-California Highway
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19
Turn straight onto Sherman Highway
12.3 mi · 17 min · Sherman Highway
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20
Continue on E Street
2151 ft · 53 sec · E Street
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21
Continue on Sherman Highway
55.4 mi · 1 hr 13 min · Sherman Highway
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22
Take the exit right
1357 ft · 33 sec
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23
Merge slight left onto Columbia River Highway
62.7 mi · 1 hr 7 min · Columbia River Highway
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24
Continue on Old Oregon Trail Highway
94.3 mi · 1 hr 42 min · Old Oregon Trail Highway
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25
Take the exit slight right
1156 ft · 33 sec
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26
Turn right onto Island Avenue
1.3 mi · 2 min · Island Avenue
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27
Continue on West 1st Street
1821 ft · 38 sec · West 1st Street
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28
Turn left onto North McAlister Road
1489 ft · 25 sec · North McAlister Road
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29
Turn straight onto Wallowa Lake Highway
9.3 mi · 14 min · Wallowa Lake Highway
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30
Continue on Ruckman Avenue
2463 ft · 42 sec · Ruckman Avenue
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31
Continue on Wallowa Lake Highway
6.7 mi · 10 min · Wallowa Lake Highway
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32
Continue on State Highway 82
1873 ft · 32 sec · State Highway 82
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33
Continue on South 8th Avenue
2947 ft · 52 sec · South 8th Avenue
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34
Turn right onto Albany Street
1608 ft · 27 sec · Albany Street
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35
Continue on Wallowa Lake Highway
13.2 mi · 20 min · Wallowa Lake Highway
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36
Continue on State Highway 82
1.6 mi · 2 min · State Highway 82
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37
Continue on Wallowa Lake Highway
10.9 mi · 16 min · Wallowa Lake Highway
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38
Continue on North Madison Street
614 ft · 10 sec · North Madison Street
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39
Turn straight onto State Highway 82
137 m · 8 sec · State Highway 82
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40
Continue on West 1st Street
2337 ft · 40 sec · West 1st Street
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41
Turn slight right onto East Highway 82
7.2 mi · 11 min · East Highway 82
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42
Continue on State Street
1.4 km · 2 min · State Street
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43
Continue on State Highway 82
4.3 mi · 6 min · State Highway 82
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44
Continue on Wallowa Lake Highway
4.8 mi · 7 min · Wallowa Lake Highway
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45
Continue on West North Street
2064 ft · 37 sec · West North Street
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46
Turn right onto Northwest 1st Street
20 m · 3 sec · Northwest 1st Street
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47
Arrive at your destination
0 m · 1 sec · Northwest 1st Street
Car Route Details
A richer read on the saved driving route between Medford and Enterprise.
Long-distance drive
This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.
Old Oregon Trail Highway
Continue on Old Oregon Trail Highway
94.3 mi · 01h 42m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
Better with a longer stop
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
Mostly Sunny leaving Medford and Chance Rain And Snow near Enterprise.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Medford to Enterprise?
The road trip is about 529.5 miles (852.1 km) and usually takes 11h 26m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.
What is the halfway point on this route?
Shaniko is a useful midpoint, sitting about 264.5 miles from Medford and 265 miles from Enterprise.
How much longer is the road route than the straight-line distance?
The direct path is about 351.4 miles (565.5 km), while the road route adds roughly 178.1 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 7:30 AM PDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $92.48 one way or $184.97 round trip. Estimated CO2 is about 166 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Medford and Chance Rain And Snow near Enterprise.
Stop Ideas Near Shaniko
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 Shaniko.
The Dalles, Oregon
Wishram
Redmond Airport, Oregon
Redmond, Oregon
Flight Path Map
This map shows the direct air route between Medford and Enterprise. Straight-line distance: 351.38 mi (565.49 km).
#1 Medford
The most populous city in Jackson County, Oregon.
| Population | 83,412 |
| Coordinates | 42.3265200, -122.8755900 |
| Altitude | 421 |
| Country | United States |
#2 Enterprise
City in Oregon, USA
| Population | 1,994 |
| Coordinates | 45.4262600, -117.2787800 |
| Altitude | 1144 |
| Country | United States |
End: Enterprise (-117.27878, 45.42626)
Estimated Travel Time
Distance: 852 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 17h 38m |
| 40 mph (64.37 km/h) | 13h 14m |
| 50 mph (80.47 km/h) | 10h 35m |
| 60 mph (96.56 km/h) | 08h 49m |
| 70 mph (112.65 km/h) | 07h 33m |
| 80 mph (129 km/h) | 06h 36m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.95 | $92.48 | $184.97 |
| Mid-grade | $5.34 | $99.71 | $199.43 |
| Premium | $5.57 | $103.97 | $207.95 |
| Diesel | $6.37 | $118.92 | $237.83 |
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.