How far is Cumberland, KY from Oregon, KY?
The driving distance from Cumberland, KY to Oregon, KY is about 175.4 miles (282.3 km), with a travel time of about 03h 12m by car.
- The straight-line flight distance is about 119.6 miles (192.4 km).
- For a round trip, plan for roughly 06h 25m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
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 12m.
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 Kentucky, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Showers And Thunderstorms
Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Cumberland and Oregon.
Turn-by-Turn Driving Directions
Step-by-step road directions between Cumberland and Oregon.
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1
Start on Kingdom Come Drive
27 m · 2 sec · Kingdom Come Drive
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2
Turn right onto Main Street
743 ft · 16 sec · Main Street
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3
Continue on West Main Street
1491 ft · 35 sec · West Main Street
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4
At the end of the road, turn left onto Frazier Street
141 m · 12 sec · Frazier Street
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5
Turn right
20.8 mi · 24 min
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6
Turn right
28.9 mi · 33 min
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7
At the end of the road, turn right
34.4 mi · 43 min
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8
Take the exit slight right toward I 75 North: Lexington
1811 ft · 24 sec
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9
Merge slight left
29.5 mi · 32 min
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10
Take the exit slight right toward US 25: Mount Vernon, Livingston
1303 ft · 32 sec
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11
Keep slight left
54 m · 6 sec
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12
Turn left onto South Daniel Boone Trail
2.1 mi · 3 min · South Daniel Boone Trail
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13
Continue on Crab Orchard Road
29 mi · 34 min · Crab Orchard Road
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14
Continue on Stanford Road
2 mi · 2 min · Stanford Road
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15
Continue on Stanford Road
2.6 mi · 4 min · Stanford Road
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16
Continue on Wilderness Road
131 m · 15 sec · Wilderness Road
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17
Turn left onto West Main Street
1.4 km · 1 min · West Main Street
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18
Turn right onto North Maple Avenue
1 mi · 2 min · North Maple Avenue
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19
Continue on Harrodsburg Road
1.1 mi · 2 min · Harrodsburg Road
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20
Continue on Harrodsburg Road
2.3 mi · 3 min · Harrodsburg Road
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21
Continue on Danville Road
2.4 mi · 3 min · Danville Road
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22
Take the exit slight right
4.5 mi · 5 min
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23
Turn right onto Louisville Road
8.4 mi · 10 min · Louisville Road
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24
Turn right
55 m · 8 sec
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25
Continue on Oregon Road
2.1 mi · 8 min · Oregon Road
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26
Arrive at your destination
0 m · 1 sec · Oregon Road
Car Route Details
A richer read on the saved driving route between Cumberland and Oregon.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Longest stretch
At the end of the road, turn right
34.4 mi · 00h 43m
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.
Slight Chance Showers And Thunderstorms leaving Cumberland and Chance Showers And Thunderstorms near Oregon.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Cumberland to Oregon?
The road trip is about 175.4 miles (282.3 km) and usually takes 03h 12m 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?
North Corbin is a useful midpoint, sitting about 86.4 miles from Cumberland and 88.9 miles from Oregon.
How much longer is the road route than the straight-line distance?
The direct path is about 119.6 miles (192.4 km), while the road route adds roughly 55.8 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 EDT. If you want a more comfortable same-day return, try to leave by 10:34 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $24.73 one way or $49.46 round trip. Estimated CO2 is about 55 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Showers And Thunderstorms around Cumberland and Chance Showers And Thunderstorms near Oregon.
Flight Path Map
This map shows the direct air route between Cumberland and Oregon. Straight-line distance: 119.58 mi (192.44 km).
#1 Cumberland
City in Harlan County, Kentucky, United States
| Population | 1,854 |
| Coordinates | 36.9781500, -82.9885000 |
| Altitude | 440 |
| Country | United States |
#2 Oregon
Oregon is a place in Kentucky, United States.
| Population | 0 |
| Coordinates | 37.9123000, -84.8235600 |
| Altitude | 159 |
| Country | United States |
End: Oregon Road (-84.823402, 37.912265)
Estimated Travel Time
Distance: 282 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 05h 50m |
| 40 mph (64.37 km/h) | 04h 23m |
| 50 mph (80.47 km/h) | 03h 30m |
| 60 mph (96.56 km/h) | 02h 55m |
| 70 mph (112.65 km/h) | 02h 30m |
| 80 mph (129 km/h) | 02h 11m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.00 | $24.73 | $49.46 |
| Mid-grade | $4.56 | $28.23 | $56.45 |
| Premium | $5.00 | $30.94 | $61.88 |
| Diesel | $6.12 | $37.86 | $75.73 |
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 Kentucky · Oct 15, 2026