How far is Oregon, KY from Simpsonville, KY?
The driving distance from Oregon, KY to Simpsonville, KY is about 42.6 miles (68.6 km), with a travel time of about 00h 57m by car.
- The straight-line flight distance is about 36 miles (57.9 km).
- For a round trip, plan for roughly 01h 54m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
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 00h 57m.
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.
County seat city in Franklin County, Kentucky, USA and Kentucky federated state capital city
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Showers And Thunderstorms
Chance Rain Showers then Slight Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Oregon and Simpsonville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oregon and Simpsonville.
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1
Start on Oregon Road
2.1 mi · 8 min · Oregon Road
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2
Turn right onto Louisville Road
9.3 mi · 11 min · Louisville Road
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3
Continue on Bypass North
2.5 mi · 3 min · Bypass North
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4
Turn left onto Alton Road
1.1 mi · 2 min · Alton Road
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5
Continue on Graefenburg Road
5.9 mi · 9 min · Graefenburg Road
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6
Turn left
1711 ft · 42 sec
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7
Merge slight left
19.6 mi · 21 min
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8
Take the exit slight right toward KY 1848: Simpsonville
1495 ft · 36 sec
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9
Keep slight right to continue on Simpsonville
61 m · 5 sec
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10
Turn straight onto Simpsonville-Buck Creek Road
2806 ft · 56 sec · Simpsonville-Buck Creek Road
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11
Continue on Buckcreek Road
1920 ft · 46 sec · Buckcreek Road
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12
Turn left onto Shelbyville Road
3020 ft · 55 sec · Shelbyville Road
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13
Turn right onto 3rd Street
20 m · 1 sec · 3rd Street
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14
Arrive at your destination
0 m · 1 sec · 3rd Street
Car Route Details
A richer read on the saved driving route between Oregon and Simpsonville.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Graefenburg Road
Merge slight left
19.6 mi · 00h 21m
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.
Chance Showers And Thunderstorms leaving Oregon and Chance Rain Showers then Slight Chance Showers And Thunderstorms near Simpsonville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oregon to Simpsonville?
The road trip is about 42.6 miles (68.6 km) and usually takes 00h 57m 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?
Frankfort is a useful midpoint, sitting about 21.3 miles from Oregon and 21.4 miles from Simpsonville.
How much longer is the road route than the straight-line distance?
The direct path is about 36 miles (57.9 km), while the road route adds roughly 6.6 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 EDT. If you want a more comfortable same-day return, try to leave by 4:36 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.99 one way or $11.99 round trip. Estimated CO2 is about 13.3 kg one way.
What should you check before leaving?
Before you leave, expect Chance Showers And Thunderstorms around Oregon and Chance Rain Showers then Slight Chance Showers And Thunderstorms near Simpsonville.
Stop Ideas Near Frankfort
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 Frankfort.
Louisville, Kentucky
Cincinnati Museum Center at Union Terminal
Cincinnati, OH
Maysville
Flight Path Map
This map shows the direct air route between Oregon and Simpsonville. Straight-line distance: 36 mi (57.94 km).
#1 Oregon
Oregon is a place in Kentucky, United States.
| Population | 0 |
| Coordinates | 37.9123000, -84.8235600 |
| Altitude | 159 |
| Country | United States |
#2 Simpsonville
Human settlement in Shelby County, Kentucky, United States of America
| Population | 2,963 |
| Coordinates | 38.2225700, -85.3552300 |
| Altitude | 243 |
| Country | United States |
End: Simpsonville (-85.35523, 38.22257)
Estimated Travel Time
Distance: 69 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 25m |
| 40 mph (64.37 km/h) | 01h 03m |
| 50 mph (80.47 km/h) | 00h 51m |
| 60 mph (96.56 km/h) | 00h 42m |
| 70 mph (112.65 km/h) | 00h 36m |
| 80 mph (129 km/h) | 00h 31m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.00 | $5.99 | $11.99 |
| Mid-grade | $4.56 | $6.84 | $13.68 |
| Premium | $5.00 | $7.50 | $14.99 |
| Diesel | $6.12 | $9.18 | $18.35 |
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