How far is Simpsonville, KY from Oregon, KY?

The driving distance from Simpsonville, KY to Oregon, KY is about 42.6 miles (68.5 km), with a travel time of about 00h 51m by car.

  • The straight-line flight distance is about 36 miles (57.9 km).
  • For a round trip, plan for roughly 01h 42m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
42.58 mi
00h 51m
Flight
36 mi
57.94 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Simpsonville.

Flight Distance

Direct air line
36 mi
Kilometers
57.94 km
Flight Time
00h 04m

Driving Distance

Road route
42.58 mi
Kilometers
68.53 km
Drive Time
00h 51m

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 51m.

Arrival Snapshot
Arrive in Oregon
Thu, Oct 15, 6:40 PM EDT
Return by in Simpsonville
Thu, Oct 15, 7:31 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Simpsonville
2026-10-15T17:49
Arrive Oregon
Thu, Oct 15, 6:40 PM EDT
Route Timing
00h 51m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
8:51 AM to 10:51 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
4:48 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Simpsonville
9:30 PM EDT
Morning start is best

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.

Mid-route stop
Frankfort
KY

County seat city in Franklin County, Kentucky, USA and Kentucky federated state capital city

From Simpsonville
21.3 mi
00h 25m
To Oregon
21.3 mi
00h 25m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
82°F
This Afternoon

Showers And Thunderstorms Likely

Starts
Thu, Oct 15 4:00 PM EDT
Wind
9 mph SW
Destination
81°F
This Afternoon

Chance Showers And Thunderstorms

Starts
Thu, Oct 15 1:00 PM EDT
Wind
8 mph SW

Driving Route Map

The map below follows the saved road route between Simpsonville and Oregon.

Turn-by-Turn Driving Directions

Step-by-step road directions between Simpsonville and Oregon.

  1. 1

    Start on 3rd Street

    20 m · 9 sec · 3rd Street

  2. 2

    Turn left onto Shelbyville Road

    3020 ft · 55 sec · Shelbyville Road

  3. 3

    Turn right onto Buckcreek Road

    1920 ft · 38 sec · Buckcreek Road

  4. 4

    Continue on Simpsonville-Buck Creek Road

    1.1 km · 1 min · Simpsonville-Buck Creek Road

  5. 5

    Take the ramp slight left toward I 64 East

    1433 ft · 35 sec

  6. 6

    Merge slight left

    19.7 mi · 21 min

  7. 7

    Take the exit slight right toward KY 151: Graefenburg , Lawrenceburg

    1017 ft · 25 sec

  8. 8

    Keep slight right to continue on KY 151: Graefenburg , Lawrenceburg

    147 m · 12 sec

  9. 9

    Turn straight

    6.6 mi · 10 min

  10. 10

    Turn right onto Bypass North

    2.5 mi · 3 min · Bypass North

  11. 11

    Continue on Old Frankfort Road

    4.5 mi · 5 min · Old Frankfort Road

  12. 12

    Continue straight

    4.8 mi · 6 min

  13. 13

    Turn left

    74 m · 11 sec

  14. 14

    Continue on Oregon Road

    2.1 mi · 8 min · Oregon Road

  15. 15

    Arrive at your destination

    0 m · 1 sec · Oregon Road

Car Route Details

A richer read on the saved driving route between Simpsonville and Oregon.

OSRM road route
Drive Character

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.

Directions
15 steps
5 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
35.2 / 100 mi
Decision points by distance
Main Roads
I 64 East
20 mi · 47%
Old Frankfort Road
9.32 mi · 22%
Bypass North
2.54 mi · 6%
Oregon Road
2.11 mi · 5%
Simpsonville-Buck Creek Road
0.68 mi · 2%
Shelbyville Road
0.57 mi · 1%
Longest Stretch

I 64 East

Merge slight left

19.7 mi · 00h 21m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
00h 51m
Day trip friendly
Same-Day Return
01h 42m
Round-trip wheel time
Road vs Air
+6.6 mi
36 mi direct line
Halfway Stop
Frankfort
00h 25m from Simpsonville
Leave By
4:48 PM EDT
Morning start is best
Weather Watch

Showers And Thunderstorms Likely leaving Simpsonville 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 Simpsonville to Oregon?

The road trip is about 42.6 miles (68.5 km) and usually takes 00h 51m 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 Simpsonville and 21.3 miles from Oregon.

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 4:48 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 Showers And Thunderstorms Likely around Simpsonville and Chance Showers And Thunderstorms near Oregon.

Stop Ideas Near Frankfort

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Frankfort, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Frankfort.

BUS

Louisville, Kentucky

78 mi away
720 West Muhammad Ali Blvd.
RAIL

Cincinnati Museum Center at Union Terminal

104 mi away
1301 Western Ave.
BUS

Cincinnati, OH

106 mi away
1005 Gilbert Avenue
RAIL

Maysville

108 mi away
West Front St & Rosemary Clooney St

Flight Path Map

This map shows the direct air route between Simpsonville and Oregon. Straight-line distance: 36 mi (57.94 km).

Simpsonville

#1 Simpsonville

Human settlement in Shelby County, Kentucky, United States of America

Population2,963
Coordinates38.2225700, -85.3552300
Altitude243
CountryUnited States
Photo coming soon

#2 Oregon

Oregon is a place in Kentucky, United States.

Population0
Coordinates37.9123000, -84.8235600
Altitude159
CountryUnited States
Start: 3rd Street (-85.355247, 38.222571)
End: Oregon Road (-84.823402, 37.912265)

Estimated Travel Time

Distance: 69 km by road

SpeedTime
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.

One-way fuel
1.5 gal
5.69 L · about $5.99
Round trip
$11.99
3 gal · 11.38 L
Estimated CO2
13.3 kg one way
Round trip: 26.7 kg / 59 lb CO2, using regular gasoline.
Fuel$/galOne wayRound 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

There is no time difference between Simpsonville and Oregon. The current time is 17:49:04.

Distance to Other Cities

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.