Origin
Winchester, KY
Late night in Winchester on Sunday
Local time
3:31 AM
EDT
Current temp
75°F
Unavailable
Live forecast
Trip from Winchester, KY to Nicholasville, KY
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
46m
Distance
33.8 mi
54 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$5
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 42m
★
6 AM
0h 46m
8 AM
0h 54m
10 AM
0h 49m
12 PM
0h 48m
3 PM
0h 49m
5 PM
0h 53m
8 PM
0h 44m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Winchester, KY
Wikimedia Commons
Nicholasville, KY
Wikimedia Commons
Trip Overview
If you are planning a quick excursion between Winchester and Nicholasville, you are looking at a manageable 33.8-mile journey. Expect to spend about 46 minutes behind the wheel, making this a perfect one-day trip that doesn't require any overnight stays. You will navigate a mix of I-64, East New Circle Road, and Lexington Road to complete the transit. With a fuel budget of just $5, it is an incredibly economical route to traverse within the Southeast region of Kentucky. Whether you are commuting or just exploring, the short duration offers plenty of flexibility for your schedule.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| I 64 | 12.1 mi | 12m |
| East New Circle Road | 6.1 mi | 9m |
| Lexington Road | 4.5 mi | 5m |
| Nicholasville Road | 2.5 mi | 3m |
| West Lexington Avenue | 2 mi | 3m |
| Winchester Road | 1.8 mi | 2m |
| North Main Street | 1.7 mi | 2m |
| Bypass Road | 0.4 mi | <1m |
Longest stretch:
I 64
— 12.1 mi, about 12m
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester, KY and Nicholasville, KY.
1
Start on Wall Alley
37 ft
·
4 sec
·
Wall Alley
2
Turn right onto KY 1923
257 ft
·
9 sec
·
Boone Avenue
3
Turn right onto KY 627
0.2 mi
·
21 sec
·
Maple Street
4
Turn left onto US 60
2.0 mi
·
3 min
·
West Lexington Avenue
5
Turn right onto KY 1958
0.4 mi
·
35 sec
·
Bypass Road
6
Take the exit
0.3 mi
·
33 sec
7
Merge onto I 64
12 mi
·
12 min
·
I 64
8
Keep slight left at fork
1.2 mi
·
2 min
Exit 81
Toward I 75 South: Richmond, Knoxville
9
Merge onto I 75
0.3 mi
·
18 sec
·
I 75
10
Take the exit
0.3 mi
·
36 sec
Exit 110
Toward US 60: Lexington
Use the straight / slight right lanes.
11
Turn right onto US 60
1.8 mi
·
2 min
·
Winchester Road
12
Take the exit
0.2 mi
·
35 sec
Toward KY 4 South: New Circle Road
Use the left lane.
13
Merge onto KY 4
6.1 mi
·
9 min
·
East New Circle Road
Use the straight / slight right lanes.
14
Take the exit
0.3 mi
·
49 sec
Exit 19
Toward US 27: Nicholasville, Lexington
Use the slight right lane.
15
Turn left onto US 27
2.5 mi
·
3 min
·
Nicholasville Road
Use the left lane.
16
Continue on US 27
4.5 mi
·
5 min
·
Lexington Road
17
Turn left onto US 27 Business
1.7 mi
·
2 min
·
North Main Street
Use the left lane.
18
Arrive at destination
US 27 Business
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
17 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 33.8 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 16.9 miles from Winchester, KY, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
5 of 155 decision points cluster between mile 14.9 and 25.1 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
14.9 mi into trip
|
~17m in
Keep slight left at fork toward I 75 South: Richmond, Knoxville
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Exit 81
Toward I 75 South: Richmond, Knoxville
8
16.4 mi into trip
|
~20m in
Take the exit toward US 60: Lexington
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 110
Toward US 60: Lexington
6
18.5 mi into trip
|
~23m in
Take the exit toward KY 4 South: New Circle Road
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the left lane.
Toward KY 4 South: New Circle Road
8
24.8 mi into trip
|
~33m in
Take the exit toward US 27: Nicholasville, Lexington
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 19
Toward US 27: Nicholasville, Lexington
6
25.1 mi into trip
|
~33m in
|
US 27 / Nicholasville Road
Turn left onto US 27 / Nicholasville Road
Lane positioning matters here
Use the left lane.
Fuel & Cost
Regular Gas
$5.28 one way
$10.57 round trip
$3.97/gal
25.4 MPG avg
12 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $5.80 | $11.60 |
| premium | $4.89 | $6.50 | $13.01 |
| diesel | $5.61 | $7.46 | $14.93 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$5
Estimated CO2 emission: 11.8 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $4 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 10.1 | 0 | $3.55 | $1.62 |
| Efficient EV | 8.5 | 0 | $2.96 | $1.35 |
| EV Truck/SUV | 13.5 | 0 | $4.73 | $2.16 |
Gas CO2
12 kg
EV CO2
4 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Nicholasville, KY
Late night in Nicholasville on Sunday
Local time
3:31 AM
EDT
Current temp
63°F
Partly Cloudy
S 6 to 9 mph
1% chance
Live forecast
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
12 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
46m on the road
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
This trip features a varied profile, blending high-speed transit with local navigation. You will spend roughly 37% of your time on highways, with your longest uninterrupted stretch covering 12.1 miles on I-64. The experience transitions from the initial interstate pace to the more localized flow of East New Circle Road and Lexington Road. Because it is a mixed drive, you should be prepared for changing traffic patterns as you move between the different types of roadways. Expect a functional drive that prioritizes efficiency over long, drawn-out stretches of open road.
37% highway, the rest on surface roads — varied driving throughout.
18 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 12.1 mi on I 64.
How Hard Is This Drive?
9/10
This route mixes highway mileage with some local-road sections near the start or finish. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 14.9 miles in.
Driving Effort
9/10
Focused - lots of decisions in a short distance, but it is over quickly
Balances navigation complexity with total wheel time.
This is a short but busy drive. With 15 decision points packed into just 33.8 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 46m.
Where does it get tricky?
The main spots that need attention: at 14.9 miles: Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 16.4 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 18.5 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Winchester, KY and Nicholasville, KY, road signs point toward Knoxville and Lexington.
Knoxville
14.9 mi in
|
~17m
Lexington
24.8 mi in
|
~33m
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 46m. Total distance: 33.8 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
46m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (37%). Some complex stretches to watch for.
Scenic Drive
Mixed highway & surface route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 12.1 miles on I 64. The full list of main roads is in the Roads section above.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Nicholasville, KY before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: at 14.9 miles: Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 16.4 miles: Exit ramp - move to the correct lane early. Lane positioning matters here; at 18.5 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Yes — Camp Nelson National Monument. See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Nicholasville, KY before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
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