Origin
Williamsburg, KY
Late night in Williamsburg on Thursday
Local time
3:52 AM
EDT
Current temp
52°F
Unavailable
Last recalculated Apr 16, 2026
Drive Time
5h
Distance
264.5 mi
426 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$41
one way
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Williamsburg, KY
Wikimedia Commons
Henderson, KY
Wikimedia Commons
This 264.5-mile drive from Williamsburg to Henderson, Kentucky, is a straightforward, highway-focused journey that can comfortably be completed in about 5 hours. With 93% of the route on main roads, it's an efficient way to travel across the state. The estimated fuel cost is around $41, making it an economical option for a day trip, though you'll want to plan for one stop along the way. This drive stays within the Southeast region of Kentucky, offering a consistent feel throughout. It's a practical choice if you're looking for a direct route with minimal fuss.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
132.3 miles from Williamsburg, KY
A natural place for your longest stop of the day , about 2h 29m into the drive .
Expect a predominantly highway experience on this 5-hour drive, with 93% of the miles covered on main roads. You'll spend a significant portion of your time on the Cumberland Parkway, including the longest uninterrupted stretch of 86.2 miles. The route transitions to I-165 and US Route 27, maintaining a focus on efficient travel. While primarily highway, the shift between these main arteries offers a slight change in scenery and road feel without deviating from the direct path. It’s a drive built for covering distance.
This is a straightforward highway drive that stays mostly on Cumberland Parkway and I 165. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 55.5 miles in.
Demanding - plan breaks and stay ahead of the key maneuvers
This is a demanding drive. With 20 significant decision points across 264.5 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: at 55.5 miles: Highway fork - watch signs carefully; at 230.5 miles: Highway fork - watch signs carefully. Multiple destination signs - pick the right one; at 237.4 miles: Exit ramp - move to the correct lane early.
These are the spots where you need to pay the most attention. Preview them before you drive.
Keep slight left at fork toward Bowling Green
Highway fork - watch signs carefully
Keep slight left at fork toward US 60 West, US 231 South: Henderson
Highway fork - watch signs carefully. Multiple destination signs - pick the right one
Take the exit toward Audubon Parkway West: Henderson
Exit ramp - move to the correct lane early
Take the exit toward US 41 North: Henderson
Exit ramp - move to the correct lane early
Take the exit toward KY 351: Zion, Henderson
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Williamsburg, KY and Henderson, KY, road signs point toward Bowling Green and Audubon Parkway West: Henderson.
Bowling Green
Audubon Parkway West: Henderson
| Road | Distance | Duration |
|---|---|---|
| Cumberland Parkway | 86.2 mi | 1h 32m |
| I 165 | 62.3 mi | 1h 6m |
| US Route 27 | 26.2 mi | 29m |
| Audubon Parkway | 23.2 mi | 24m |
| KY 92 | 17.4 mi | 20m |
| I 65 | 16.5 mi | 17m |
| Wendell Ford Expressway | 6.3 mi | 7m |
| KY 914 | 6 mi | 7m |
Step-by-step road directions between Williamsburg, KY and Henderson, KY.
Start on North 2nd Street
Turn right onto KY 296
Turn right onto KY 92
At end of road, turn right onto US 27; KY 92
Continue on US 27; KY 90
Turn left onto KY 914
Keep slight left at fork
Merge onto Cumberland Parkway
Continue on Cumberland Parkway
Continue on Cumberland Expressway
Merge onto I 65
Take the exit
Turn right onto KY 234
Continue on KY 234
Continue on KY 234
Continue on US 68; KY 80
Turn right onto US 231
Take the ramp
Merge onto I 165
Keep slight left at fork
Merge onto US 60; US 231
Take the exit
Continue on Audubon Parkway
Take the exit
Merge onto I 69; US41
Take the exit
Turn slight right onto KY 351
Turn left onto US 60; US 41 Alt
Turn left onto Washington Street
Turn left
Arrive at destination
For this 5-hour, 264.5-mile trip, starting early in the morning will give you ample daylight and allow you to reach Henderson without feeling rushed. With only one recommended stop, you can easily manage your breaks, perhaps planning it around the 86.2-mile stretch on the Cumberland Parkway. Keep an eye on your fuel gauge, especially before heading out, as the estimated cost is $41 and you want to avoid unnecessary detours for gas. Since this is a manageable one-day drive, you have the flexibility to depart when it suits you best.
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 58 miles or 1h 9m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 132.3 miles or 2h 29m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 4m
Traffic, exits, and arrival timing usually matter more near Henderson, KY than in the middle of the route.
Open the route before leaving Williamsburg, KY so your first major turns are already loaded.
Leave with enough water and a charging cable within reach, not packed away.
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Williamsburg, KY
This is one driving day of about 264.5 miles and 5h.
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 132.3 mi from Williamsburg, KY · 2h 29m into the drive
Mid-route town
Meal stop
132 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.
A short stop after about 58 miles helps settle the day before fatigue starts building.
The midpoint is around 132.3 miles from Williamsburg, KY, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before Cumberland Parkway if your tank is already low. That segment runs about 86.2 miles.
The final approach into Henderson, KY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Henderson, KY.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Regular Gas
$41.35 one way
$82.70 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $45.40 | $90.80 |
| premium | $4.89 | $50.90 | $101.80 |
| diesel | $5.61 | $58.40 | $116.80 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$41
Meals
$25–$50
Total
$66–$91
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 92.5 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $28 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 79.4 | 0 | $27.77 | $12.70 |
| Efficient EV | 66.1 | 0 | $23.14 | $10.58 |
| EV Truck/SUV | 105.8 | 1 | $37.03 | $16.93 |
Gas CO2
93 kg
EV CO2
31 kg (67% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Current conditions at both ends of the drive.
Origin
Late night in Williamsburg on Thursday
Local time
3:52 AM
EDT
Current temp
52°F
Unavailable
Destination
Late night in Henderson on Thursday
Local time
2:52 AM
CDT
Current temp
75°F
Unavailable
75°F
Glasgow, KY
132 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
The destination clock does not match departure time, so double-check hotel check-in windows and late arrival plans.
Temperature spread
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
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