Owensboro to Williamsburg is 232.5 miles and takes about 4h 26m via Cumberland Parkway and I 165, with a fuel budget near $36 and enough daylight to finish in a day. This trip stays within Kentucky, moving from the Southeast region to the Southeast region. With over 90% of the drive on highways, expect a straightforward transit. This is a good option if you're looking for an efficient way to cover this distance within the state.
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
116.3 miles from Owensboro, KY
A natural place for your longest stop of the day
, about 2h 15m into the drive
.
Main Roads
Road
Distance
Duration
Cumberland Parkway
85.6 mi
1h 31m
I 165
62.4 mi
1h 6m
US Route 27
26.2 mi
29m
KY 92
17.4 mi
20m
I 65
14.5 mi
15m
KY 914
6 mi
7m
Burnside Road
3.9 mi
4m
Louisville Road
2.8 mi
4m
Longest stretch:
Cumberland Parkway
— 85.6 mi, about 1h 31m
Traffic on I-65
Hour-of-day weekday pattern from 6 FHWA count stations on your route.
Peak
2 PM
~2,100 veh/hr typical
· worst 2,634
Quietest
2 AM
~357 veh/hr
Peak-to-quiet ratio
5.9×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 26 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Owensboro, KY and Williamsburg, KY.
1
Start on Frederica Street
1.1 mi·1 min·Frederica Street
2
Turn left onto West 18th Street
0.5 mi·1 min·West 18th Street
3
Turn right onto KY 2155
0.2 mi·28 sec·Triplett Street
4
Turn straight onto KY 2155
1.9 mi·3 min·New Hartford Road
5
Turn left
0.3 mi·43 sec
6
Merge onto US 60; US 231
0.4 mi·29 sec·Wendell Ford Expressway
7
Take the exit
0.4 mi·55 sec
Exit 17Toward I 165 South: Bowling Green
8
Continue on I 165
62 mi·1 hr 6 min·I 165
9
Take the exit
0.2 mi·20 sec
10
Turn left onto US 231
1.8 mi·2 min·Morgantown Road
11
Turn left onto Old Morgantown Road
1.0 mi·2 min·Old Morgantown Road
12
Turn left onto US 68 Business
361 ft·8 sec·University Boulevard
13
Continue on US 68 Business
1.6 mi·2 min·Kentucky Street
14
Continue on US 31W; US 68; KY 80
2.8 mi·4 min·Louisville Road
15
Turn right onto KY 446
0.7 mi·1 min·KY 446
16
Keep slight left at fork
0.7 mi·1 min
17
Merge onto I 65
14 mi·15 min·I 65
18
Take the exit
0.5 mi·1 min
Toward Somerset, Glasgow
19
Merge onto Cumberland Parkway
86 mi·1 hr 31 min·Cumberland Parkway
20
Take the exit
0.3 mi·32 sec
Exit 86Toward KY 914: Somerset, Burnside
21
Continue on KY 914
6.0 mi·7 min·KY 914
Use the left lane.
22
Turn right onto US 27
3.9 mi·4 min·Burnside Road
23
Continue on US 27; KY 90
26 mi·29 min·US Route 27
24
Turn left onto KY 92
17 mi·20 min·KY 92
25
Turn left onto KY 296
1.7 mi·3 min·Main Street
26
Turn right onto KY 296
256 ft·6 sec·South 5th Street
27
Turn left onto KY 296
0.2 mi·23 sec·Cumberland Avenue
28
Turn left onto South 2nd Street
427 ft·20 sec·South 2nd Street
29
Arrive at destination
North 2nd Street
Trip Plan
Given the 4h 26m drive time and 232.5 miles, you can comfortably complete this trip in a single day. Aim to depart in the morning to allow for flexibility and avoid arriving too late. The longest stretch without an exit is 85.6 miles on the Cumberland Parkway, so ensure you have sufficient fuel before embarking on that segment. With a fuel cost estimated around $36, it's a budget-friendly option for a day trip.
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.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 116.3 miles from Owensboro, KY, or about 2h 15m into the drive.
The longest continuous stretch on this route runs about 85.6 miles.
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 51 miles or 58m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 116.3 miles or 2h 15m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 36m
Traffic, exits, and arrival timing usually matter more near Williamsburg, KY than in the middle of the route.
Before You Leave
+
Open the route before leaving Owensboro, 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 Owensboro, KY
This is one driving day of about 232.5 miles and 4h 26m.
Your first comfortable stop window is around 51 miles from Owensboro, KY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on Cumberland Parkway for about 85.6 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 20
5 decision points cluster between mile 1.1 and 232.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
4
1.1 mi into trip|~1m in|West 18th Street
Turn left onto West 18th Street
Navigation decision point
5
4.5 mi into trip|~8m in
Take the exit toward I 165 South: Bowling Green
Exit ramp - move to the correct lane early
Exit 17
Toward I 165 South: Bowling Green
5
90.6 mi into trip|~1h 47m in
Take the exit toward Somerset, Glasgow
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Toward Somerset, Glasgow
6
176.7 mi into trip|~3h 20m in
Take the exit toward KY 914: Somerset, Burnside
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Exit 86
Toward KY 914: Somerset, Burnside
5
232.4 mi into trip|~4h 26m in|South 2nd Street
Turn left onto South 2nd Street
Navigation decision point
Fuel & Cost
Regular Gas
$38.66 one way
$77.31 round trip
$4.22/gal25.4 MPG avg81 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.60
$42.11
$84.21
premium
$5.18
$47.44
$94.89
diesel
$5.35
$48.97
$97.94
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$39
Meals
$25–$50
Total
$64–$89
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 81.3 kg one way.
Prices: EIA weekly data, 2026-06-01.
Driving Electric?
About $24 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
69.8
0
$24.41
$11.16
Efficient EV
58.1
0
$20.34
$9.30
EV Truck/SUV
93
1
$32.55
$14.88
Gas CO2
81 kg
EV CO2
27 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.
Travel Intel
Current conditions at both ends of the drive.
Forecast as of Jun 3, 2026
Origin
Owensboro, KY
Afternoon
in Owensboro on Wednesday
Local time
2:53 PM
CDT
Current temp
57°F
Clear
NE 3 to 10 mph0% chanceLive forecast
Destination
Williamsburg, KY
Afternoon
in Williamsburg on Wednesday
Local time
3:53 PM
EDT
Current temp
49°F
Mostly Clear then Patchy Fog
ENE 1 to 6 mph1% chanceLive forecast
86°F
Greensburg, KY
116 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
1 hour later
The destination clock does not match departure time, so double-check hotel check-in windows and late arrival plans.
Temperature spread
8 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
4h 26m on the road
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.
National Parks Near This Route
Worth a detour if your schedule allows.
Mill Springs Battlefield National Monument
National Monument
The US won a significant victory early in the Civil War at the Battle of Mill Springs. Explore the rolling fields of Kentucky where the battle took place and learn about that state's strategic importa...
4 mi from route
~11 min detour
Free
near mile 176.4
Rolling hills, deep river valleys, and the world's longest known cave system. Mammoth Cave National Park is home to thousands of years of human history and a rich diversity of plant and animal life, e...
11 mi from route
~26 min detour
Free
near mile 88.2
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is largely highway, with 92% of the 232.5 miles on major roads like I 165 and Cumberland Parkway. You'll experience a significant stretch of 85.6 miles on the Cumberland Parkway without needing to exit. The transition to surface roads will occur after the main highway portions conclude, likely marking a shift to more local traffic and potentially more frequent intersections as you approach your destination.
92% highway — fuel and pacing are the main things to plan.
29 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 85.6 mi on Cumberland Parkway.
How Hard Is This Drive?
5/10
This is a straightforward highway drive that stays mostly on Cumberland Parkway and I 165. You will hit about 20 points where you need to pay attention to lane position or signs. The trickiest moment comes around 1.1 miles in near West 18th Street.
Driving Effort5/10
Moderate - straightforward overall, but long enough or busy enough to require pacing
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 232.5 miles you will encounter 20 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 1.1 miles (West 18th Street): Navigation decision point; at 4.5 miles: Exit ramp - move to the correct lane early; at 90.6 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one.
Elevation Profile
Gently rolling terrain
1,318 ft394 ft
Total Climb
1,228 ft
Total Descent
696 ft
Highest Point
1,318 ft
~215.9 mi in
Elevation Range
924 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Owensboro, KY and Williamsburg, KY, road signs point toward Somerset, Glasgow and Burnside.
Owensboro is a town on the banks of the Ohio River in Kentucky's Western Coal Fields. It bills itself as the Barbecue Capital of the World and has had some interesting figures call it home over the years, such as Beulah Annan, whose story inspired the play and movie Chicago; Florence Henderson, aka Carol Brady of The Brady Bunch; NASCAR great Darrell Waltrip (as well as his brother Michael, also a longtime NASCAR driver); and Johnny Depp. On a darker note, it was also the site of the last public hanging in the United States, the subject being an African American, in 1936.
Doable as a same-day drive at 4h 26m. Total distance: 232.5 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
4h 26m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (92%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 85.6 miles on Cumberland Parkway. The full list of main roads is in the Roads section above.
Yes — we found about 7 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.
Yes, with realistic expectations. Build in a stop roughly every 2 hours, have snacks and activities ready, and check the Nearby Places tabs for kid-friendly stops along the way.
The main spots that need attention: at 1.1 miles (West 18th Street): Navigation decision point; at 4.5 miles: Exit ramp - move to the correct lane early; at 90.6 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one.
Yes — Mill Springs Battlefield National Monument and Mammoth Cave National Park. See the National Parks section for detour distances and tips on detours.
Possible but tiring. At 4.4 hours each way, an in-and-out day trip would put you behind the wheel for 8.9 hours — manageable with a long break at Williamsburg, KY, but most travelers stay overnight.
