Origin
Winchester, KY
Late night in Winchester on Sunday
Local time
3:30 AM
EDT
Current temp
75°F
Unavailable
Live forecast
Trip from Winchester, KY to Lexington, KY
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
31m
Distance
19.4 mi
31 km
Drive Score
6/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$3
one way
EV Charging
Unknown
Best Time to Leave
4 AM
0h 29m
★
6 AM
0h 31m
8 AM
0h 37m
10 AM
0h 33m
12 PM
0h 33m
3 PM
0h 34m
5 PM
0h 36m
8 PM
0h 30m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Winchester, KY
Wikimedia Commons
Trip Overview
If you are looking for a quick transition between Winchester and Lexington, this 18.5-mile journey is a straightforward commute that takes about 30 minutes to complete. You won't need to worry about booking an overnight stay, as the entire trip is easily manageable as a one-day excursion. Budgeting about $3 for fuel should be sufficient for this short distance. Since both cities are located within the Southeast region of Kentucky, you will find the transition between them seamless and familiar. This route serves as a practical, no-nonsense connection for travelers moving between these two points without the need for complex planning.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Winchester Road | 5.9 mi | 8m |
| Man O War Boulevard | 5.3 mi | 8m |
| Lexington Road | 4.5 mi | 6m |
| West Lexington Avenue | 2.2 mi | 3m |
| Pimlico Parkway | 1.2 mi | 2m |
| Maple Street | 0.2 mi | <1m |
| Gainesway Drive | 0.1 mi | <1m |
| Coldstream Drive | <0.1 mi | <1m |
Longest stretch:
Winchester Road
— 5.9 mi, about 8m
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester, KY and Lexington, 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
2.2 mi
·
3 min
·
West Lexington Avenue
5
Continue on US 60
4.5 mi
·
6 min
·
Lexington Road
6
Continue on US 60
5.9 mi
·
8 min
·
Winchester Road
7
Turn left onto KY 1425
5.3 mi
·
8 min
·
Man O War Boulevard
8
Turn right onto Pimlico Parkway
1.2 mi
·
2 min
·
Pimlico Parkway
9
Turn right onto Gainesway Drive
0.1 mi
·
18 sec
·
Gainesway Drive
10
Turn right onto Coldstream Drive
261 ft
·
9 sec
·
Coldstream Drive
11
Arrive at destination
Coldstream Drive
Heads-up: tricky spots
5 of 75 decision points cluster between mile 0 and 18 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
4
0 mi into trip
|
~0m in
|
KY 1923 / Boone Avenue
Turn right onto KY 1923 / Boone Avenue
Navigation decision point
5
0.1 mi into trip
|
~0m in
|
KY 627 / Maple Street
Turn right onto KY 627 / Maple Street
Navigation decision point
4
0.2 mi into trip
|
~0m in
|
US 60 / West Lexington Avenue
Turn left onto US 60 / West Lexington Avenue
Navigation decision point
4
12.8 mi into trip
|
~19m in
|
KY 1425 / Man O War Boulevard
Turn left onto KY 1425 / Man O War Boulevard
Navigation decision point
4
18 mi into trip
|
~28m in
|
Pimlico Parkway
Turn right onto Pimlico Parkway
Navigation decision point
Fuel & Cost
Regular Gas
$3.03 one way
$6.07 round trip
$3.97/gal
25.4 MPG avg
7 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $3.33 | $6.66 |
| premium | $4.89 | $3.73 | $7.47 |
| diesel | $5.61 | $4.28 | $8.57 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$3
Estimated CO2 emission: 6.8 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $2 in charging · 0 stops · 71% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 5.8 | 0 | $2.04 | $0.93 |
| Efficient EV | 4.9 | 0 | $1.70 | $0.78 |
| EV Truck/SUV | 7.8 | 0 | $2.72 | $1.24 |
Gas CO2
7 kg
EV CO2
2 kg (71% 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
Lexington, KY
Late night in Lexington on Sunday
Local time
3:30 AM
EDT
Current temp
73°F
Unavailable
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
2 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
31m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
Expect a turn-heavy local drive rather than a high-speed interstate experience, as this route maintains a zero-percent highway share. You will navigate primarily via Boone Avenue, Maple Street, and West Lexington Avenue, requiring your full attention as you transition between these local thoroughfares. Because there is no long-distance highway travel, the longest stretch you will encounter is a non-existent 0 miles on Boone Avenue, emphasizing the stop-and-go nature of the drive. It is a functional, technical route that keeps you off the major interstates and grounded in the local street grid for the duration of your trip.
Only 6% highway — the rest is turn-by-turn surface driving.
11 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 5.9 mi on Winchester Road.
How Hard Is This Drive?
3/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. There are only a few real navigation decisions along the way. The trickiest moment comes early in the drive near KY 1923 / Boone Avenue.
Driving Effort
3/10
Easy - simple navigation with a manageable amount of wheel time
Balances navigation complexity with total wheel time.
This is a straightforward 31m drive. You will face about 7 decision points, but nothing that requires special attention if you follow navigation.
Where does it get tricky?
The main spots that need attention: near the start (KY 1923 / Boone Avenue): Navigation decision point; at 0.1 miles (KY 627 / Maple Street): Navigation decision point; at 0.2 miles (US 60 / West Lexington Avenue): Navigation decision point.
About the Cities
Arriving in Lexington, KY
Full guide →Lexington is the second largest city in Kentucky, located in the Bluegrass Region. Known as the Horse Capital of the World, Lexington has traditionally been dominated by the horse industry and is also heavily influenced by the University of Kentucky, the state's flagship university and the largest employer in the city. The horse industry has greatly influenced Lexington's culture and scenic beauty; the University of Kentucky and Transylvania University contribute to a college town atmosphere with a richer and more diverse culture than some might expect from its size and location. Lexington's compact central downtown district is surrounded by historic neighborhoods. Lexington is in the heart of the Bluegrass region of Kentucky and is still home to hundreds of horse farms.
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 31m. Total distance: 19.4 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
31m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (6%). Straightforward navigation.
Scenic Drive
Mostly surface roads route profile.
Frequently Asked Questions
The longest stretch is about 5.9 miles on Winchester Road. The full list of main roads is in the Roads section above.
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: near the start (KY 1923 / Boone Avenue): Navigation decision point; at 0.1 miles (KY 627 / Maple Street): Navigation decision point; at 0.2 miles (US 60 / West Lexington Avenue): Navigation decision point.
Yes. A round trip is manageable in a single day if you plan a break at Lexington, 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, and EIA for fuel prices. See our methodology for refresh cadence and limitations.
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