How far is Winchester, KY from Nicholasville, KY?
The driving distance from Winchester, KY to Nicholasville, KY is about 37.4 miles (60.2 km), with a travel time of about 00h 51m by car.
- The straight-line flight distance is about 22.7 miles (36.6 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.
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 51m.
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.
The most populous city in Kentucky and the center of the Lexington-Fayette metropolitan area.
Route Weather Snapshot
Check the forecast at both ends before you head out.
Scattered Showers And Thunderstorms
Chance Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Winchester and Nicholasville.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Nicholasville.
-
1
Start on Wall Alley
11 m · 5 sec · Wall Alley
-
2
Turn right onto Boone Avenue
78 m · 9 sec · Boone Avenue
-
3
Turn right onto Maple Street
832 ft · 21 sec · Maple Street
-
4
Turn left onto West Lexington Avenue
2 mi · 3 min · West Lexington Avenue
-
5
Turn right onto Bypass Road
1941 ft · 36 sec · Bypass Road
-
6
Take the exit left
1360 ft · 33 sec
-
7
Merge slight left
12.1 mi · 13 min
-
8
Keep slight left to continue on I 75 South: Richmond, Knoxville
1.2 mi · 3 min
-
9
Merge slight left
1535 ft · 19 sec
-
10
Take the exit slight right toward US 60: Lexington
1399 ft · 37 sec
-
11
Turn right onto Winchester Road
1.8 mi · 2 min · Winchester Road
-
12
Take the exit slight left toward KY 4 South: New Circle Road
1279 ft · 35 sec
-
13
Merge slight left onto East New Circle Road
6.1 mi · 9 min · East New Circle Road
-
14
Take the exit slight right toward US 27: Nicholasville, Lexington
1707 ft · 49 sec
-
15
Turn left onto Nicholasville Road
2.5 mi · 4 min · Nicholasville Road
-
16
Continue on Lexington Road
4.5 mi · 5 min · Lexington Road
-
17
Turn left onto North Main Street
1.7 mi · 3 min · North Main Street
-
18
Arrive at your destination
0 m · 1 sec · North Main Street
Car Route Details
A richer read on the saved driving route between Winchester and Nicholasville.
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.
Bypass Road
Merge slight left
12.1 mi · 00h 13m
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.
Scattered Showers And Thunderstorms leaving Winchester and Chance Showers And Thunderstorms near Nicholasville.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Nicholasville?
The road trip is about 37.4 miles (60.2 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?
Lexington-Fayette is a useful midpoint, sitting about 16.8 miles from Winchester and 20.5 miles from Nicholasville.
How much longer is the road route than the straight-line distance?
The direct path is about 22.7 miles (36.6 km), while the road route adds roughly 14.7 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 4:48 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $4.98 one way or $9.96 round trip. Estimated CO2 is about 11.7 kg one way.
What should you check before leaving?
Before you leave, expect Scattered Showers And Thunderstorms around Winchester and Chance Showers And Thunderstorms near Nicholasville.
Stop Ideas Near Lexington-Fayette
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 Lexington-Fayette.
Maysville
Louisville, Kentucky
Cincinnati Museum Center at Union Terminal
Cincinnati, OH
Flight Path Map
This map shows the direct air route between Winchester and Nicholasville. Straight-line distance: 22.73 mi (36.58 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 Nicholasville
City in Kentucky
| Population | 30,888 |
| Coordinates | 37.8806300, -84.5730000 |
| Altitude | 286 |
| Country | United States |
End: North Main Street (-84.572926, 37.88061)
Estimated Travel Time
Distance: 60 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 14m |
| 40 mph (64.37 km/h) | 00h 56m |
| 50 mph (80.47 km/h) | 00h 44m |
| 60 mph (96.56 km/h) | 00h 37m |
| 70 mph (112.65 km/h) | 00h 32m |
| 80 mph (129 km/h) | 00h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $4.98 | $9.96 |
| Mid-grade | $4.25 | $5.61 | $11.23 |
| Premium | $4.65 | $6.14 | $12.29 |
| Diesel | $5.30 | $7.00 | $14.00 |
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 · May 16, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.