How far is Winchester, KY from Valley Station, KY?
The driving distance from Winchester, KY to Valley Station, KY is about 105 miles (169 km), with a travel time of about 01h 59m by car.
- The straight-line flight distance is about 92.3 miles (148.6 km).
- For a round trip, plan for roughly 03h 59m 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 01h 59m.
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.
Township in Shelby County, Illinois
Route Weather Snapshot
Check the forecast at both ends before you head out.
Slight Chance Showers And Thunderstorms then Mostly Sunny
Mostly Clear
Driving Route Map
The map below follows the saved road route between Winchester and Valley Station.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Valley Station.
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1
Start on Wall Alley
11 m · 5 sec · Wall Alley
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2
Turn right onto Boone Avenue
78 m · 9 sec · Boone Avenue
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3
Turn right onto Maple Street
832 ft · 21 sec · Maple Street
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4
Turn left onto West Lexington Avenue
2 mi · 3 min · West Lexington Avenue
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5
Turn right onto Bypass Road
1941 ft · 36 sec · Bypass Road
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6
Take the exit left
1360 ft · 33 sec
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7
Merge slight left
12.1 mi · 13 min
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8
Keep slight right to continue on I 64 West, I 75 North: Louisville, Cincinnati
6.9 mi · 8 min
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9
Keep slight left to continue on I 64 West: Frankfort, Louisville
55.9 mi · 1 hr
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10
Take the exit slight right toward Interstate 265, KY 841 South: Gene Snyder Freeway
1408 ft · 35 sec
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11
Merge slight left onto Gene Snyder Freeway
25.2 mi · 29 min · Gene Snyder Freeway
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12
Take the exit slight right toward US 31W, US 60: Fort Knox, Louisville
1368 ft · 33 sec
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13
Keep slight right to continue on Louisville, Valley Station
54 m · 4 sec
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14
Turn straight onto Dixie Highway
1.2 mi · 2 min · Dixie Highway
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15
Turn left onto Alanadale Drive
1492 ft · 1 min · Alanadale Drive
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16
Arrive at your destination
0 m · 1 sec · Alanadale Drive
Car Route Details
A richer read on the saved driving route between Winchester and Valley Station.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 64 West
Keep slight left to continue on I 64 West: Frankfort, Louisville
55.9 mi · 01h 00m
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.
Slight Chance Showers And Thunderstorms then Mostly Sunny leaving Winchester and Mostly Clear near Valley Station.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Valley Station?
The road trip is about 105 miles (169 km) and usually takes 01h 59m 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?
Shelbyville is a useful midpoint, sitting about 52.4 miles from Winchester and 52.6 miles from Valley Station.
How much longer is the road route than the straight-line distance?
The direct path is about 92.3 miles (148.6 km), while the road route adds roughly 12.7 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 EDT. If you want a more comfortable same-day return, try to leave by 2:30 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.95 one way or $27.91 round trip. Estimated CO2 is about 32.9 kg one way.
What should you check before leaving?
Before you leave, expect Slight Chance Showers And Thunderstorms then Mostly Sunny around Winchester and Mostly Clear near Valley Station.
Stop Ideas Near Shelbyville
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 Shelbyville.
Louisville, Kentucky
Cincinnati Museum Center at Union Terminal
Cincinnati, OH
Flight Path Map
This map shows the direct air route between Winchester and Valley Station. Straight-line distance: 92.36 mi (148.64 km).
#1 Winchester
City in and the county seat of Clark County, Kentucky, United States
| Population | 18,659 |
| Coordinates | 37.9900800, -84.1796500 |
| Altitude | 303 |
| Country | United States |
#2 Valley Station
Human settlement in Louisville, Kentucky, United States of America
| Population | 22,756 |
| Coordinates | 38.1111800, -85.8702400 |
| Altitude | 136 |
| Country | United States |
End: Valley Station (-85.87024, 38.11118)
Estimated Travel Time
Distance: 169 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 29m |
| 40 mph (64.37 km/h) | 02h 37m |
| 50 mph (80.47 km/h) | 02h 05m |
| 60 mph (96.56 km/h) | 01h 44m |
| 70 mph (112.65 km/h) | 01h 29m |
| 80 mph (129 km/h) | 01h 18m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $13.95 | $27.91 |
| Mid-grade | $4.25 | $15.74 | $31.47 |
| Premium | $4.65 | $17.22 | $34.44 |
| Diesel | $5.30 | $19.62 | $39.25 |
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 · 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.