Downtown Lounge and Trattoria
Later in the drive, right off the route
Kentland, Indiana
Hours: 11 am–9 pm
+12194017003
Visit websiteCompiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Oct 19, 2026 · Editorial standards
Drive Time
5h 44m
Distance
260.6 mi
419 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$43
one way
EV Charging
Fair
3 stations
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Evansville, IN
Wikimedia Commons
Highland, IN
Eclipse Chasers
Evansville, IN to Highland, IN is 260.6 miles and takes about 5h 44m via US 41 and Indianapolis Boulevard, with a fuel budget near $41 and enough daylight to finish in a day. This trip stays within Indiana, traversing the Midwest region. It's a straightforward, largely highway drive that makes for a convenient same-day excursion. You'll spend most of your time on major roads, so expect a consistent pace for the majority of the 260.6 miles.
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
130.3 miles from Evansville, IN
A natural place for your longest stop of the day , about 2h 50m into the drive .
| Road | Distance | Duration |
|---|---|---|
| US 41 | 191.1 mi | 4h 9m |
| SR 63 | 63.3 mi | 1h 20m |
| Indianapolis Boulevard | 4.5 mi | 10m |
| Ridge Road | 1 mi | 2m |
| East Walnut Street | 0.7 mi | 1m |
| Parrish Avenue | <0.1 mi | <1m |
Step-by-step road directions between Evansville, IN and Highland, IN.
Start on this road
Turn left
Turn left onto East Walnut Street
Turn left onto US 41
Take the exit onto US 41; US 150
Turn straight onto SR 63
Continue on US 41
Continue on US 41
Turn right onto Ridge Road
Turn right onto Parrish Avenue
Arrive at destination
Given the 5h 44m duration, starting your drive in the morning from Evansville will allow ample time to reach Highland before evening. The longest uninterrupted stretch is 191.1 miles on US 41, so plan your fuel and rest stops accordingly, perhaps around the halfway point. With a fuel cost estimated at $41, it's a budget-friendly trip. Since it's a single-day drive, you have flexibility, but be aware that the final section on Indianapolis Boulevard may have more traffic as you approach Highland.
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 57 miles or 1h 12m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 130.3 miles or 2h 50m 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 38m
Traffic, exits, and arrival timing usually matter more near Highland, IN than in the middle of the route.
Open the route before leaving Evansville, IN 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 Evansville, IN
This is one driving day of about 260.6 miles and 5h 44m.
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
130 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 57 miles helps settle the day before fatigue starts building.
The midpoint is around 130.3 miles from Evansville, IN, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before US 41 if your tank is already low. That segment runs about 191.1 miles.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Picked by where they fit in your drive — first break, midpoint reset, final stretch.
Best meal stop · final third
Kentland, Indiana
Later in the drive, right off the route
Hours: 11 am–9 pm
+12194017003
Si Señor Authentic Mexican Restaurant
Kentland, Indiana
Good Table Family Restaurant
Kentland, Indiana
Best coffee break · home stretch
Highland, Indiana
Near the end, right off the route
Hours: 9 am–4 pm
+12198034444
Sip Coffee House highland
Highland, Indiana
Grindhouse Cafe
Highland, Indiana
Later in the drive, right off the route
Kentland, Indiana
Hours: 11 am–9 pm
+12194017003
Visit websiteLater in the drive, right off the route
Kentland, Indiana
Hours: 10 am–8:30 pm
+12194743398
Later in the drive, short detour
Kentland, Indiana
Hours: 6 am–9 pm
+12194743245
Visit websiteAround the midpoint, short detour
Terre Haute, Indiana
Hours: 11 am–9 pm
+18124665888
Around the midpoint, short detour
Terre Haute, Indiana
Hours: 6 am–3 pm
+18122320000
Visit websiteAround the midpoint, short detour
Terre Haute, Indiana
Hours: 11 am–1 pm
+18122328133
Visit websiteAround the midpoint, short detour
Terre Haute, Indiana
Hours: 11 am–8:30 pm
+18128149331
Around the midpoint, short detour
Cayuga, Indiana
Hours: 8 am–8 pm
+17654927376
Near the end, right off the route
Highland, Indiana
Hours: 9 am–4 pm
+12198034444
Near the end, right off the route
Highland, Indiana
Hours: 6 am–9 pm
+12195950314
Visit websiteNear the end, right off the route
Highland, Indiana
Hours: 6 am–7 pm
+12195136153
Visit websiteNear the end, right off the route
Highland, Indiana
Hours: 10 am–6 pm
+12195136134
Near the start, short detour
Evansville, Indiana
Hours: 6:45 am–6 pm
+18126023123
Visit websiteNear the end, short detour
Griffith, Indiana
Hours: 6 am–7 pm
+12195955678
Visit websiteNear the start, short detour
Evansville, Indiana
Hours: 6 am–2 pm
+18124010275
Visit websiteAround the midpoint, short detour
Terre Haute, Indiana
Hours: 6 am–8 pm
+18129172268
Visit websiteAround the midpoint, short detour
Terre Haute, Indiana
Hours: Open 24 hours
+18334662474
Visit websiteEarly in the drive, ~11 min detour
Vincennes, Indiana
Hours: Open 24 hours
+18128825367
Visit websiteEarly in the drive, ~11 min detour
Vincennes, Indiana
+31880109500
Visit websiteLater in the drive, right off the route
Kentland, Indiana
Hours: 8 am–9 pm
+12192343043
Visit websiteAround the midpoint, short detour
Terre Haute, Indiana
Hours: 11 am–11 pm
+18129174080
Visit websiteAround the midpoint, ~10 min detour
Terre Haute, Indiana
Hours: Closed
+18122995867
Visit websiteNear the start, ~12 min detour
Evansville, Indiana
Hours: 11 am–4 pm
+18124247461
Visit websitePlace data sourced from public business listings. Hours and availability may vary.
5 decision points cluster between mile 0 and 260.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
Turn left
Navigation decision point
Turn left onto East Walnut Street
Navigation decision point
Take the exit onto US 41; US 150 toward US 41 North, US 150: Terre Haute
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Turn right onto Ridge Road
Lane positioning matters here
Turn right onto Parrish Avenue
Navigation decision point
Regular Gas
$43.47 one way
$86.94 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.61 | $47.25 | $94.49 |
| premium | $5.26 | $53.96 | $107.91 |
| diesel | $6.18 | $63.40 | $126.79 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$43
Meals
$25–$50
Total
$68–$93
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 91.2 kg one way. Prices: EIA weekly data, 2026-10-12.
Driving Electric?
About $27 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 78.2 | 0 | $27.36 | $12.51 |
| Efficient EV | 65.2 | 0 | $22.80 | $10.42 |
| EV Truck/SUV | 104.2 | 1 | $36.48 | $16.68 |
Gas CO2
91 kg
EV CO2
30 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
Morning in Evansville on Monday
Local time
6:53 AM
CDT
Current temp
68°F
Areas Of Frost then Sunny
Freeze Warning
Freeze Warning issued October 18 at 4:25AM EDT until October 18 at 9:00AM EDT by NWS Indianapolis IN
Freeze Warning
Freeze Warning issued October 18 at 2:57AM EDT until October 18 at 9:00AM EDT by NWS Wilmington OH
Destination
Morning in Highland on Monday
Local time
6:53 AM
CDT
Current temp
62°F
Patchy Frost then Sunny
Freeze Warning
Freeze Warning issued October 18 at 4:25AM EDT until October 18 at 9:00AM EDT by NWS Indianapolis IN
Freeze Warning
Freeze Warning issued October 18 at 2:57AM EDT until October 18 at 9:00AM EDT by NWS Wilmington OH
48°F
Fairview Park, IN
130 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
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
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.
Worth a detour if your schedule allows.
National Historical Park
The British flag would not be raised above Fort Sackville Feb. 25, 1779. At 10 A.M., the garrison surrendered to American Colonel George Rogers Clark. His American army, aided by French residents of t...
National Park
Lake Michigan's might has influenced Indiana Dunes for millennia. Wind and waves have shaped the land, leaving a rich mosaic of habitats along these 15 miles of Indiana coast. Over 50 miles of trails...
Park data from the National Park Service API. Alerts update every 2 hours.
This drive is almost entirely highway, with 98% of the route on major roads. You'll experience a significant stretch of 191.1 miles on US 41. The transition to surface streets like Indianapolis Boulevard will occur towards the end of your trip, likely bringing a noticeable increase in local traffic and exits. Expect a mostly open highway feel for the bulk of the drive.
This is a straightforward highway drive that stays mostly on US 41 and SR 63. There are only a few real navigation decisions along the way. The trickiest moment comes early in the drive.
Easy - simple navigation with a manageable amount of wheel time
Balances navigation complexity with total wheel time.
This is a straightforward 5h 44m drive. You will face about 5 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: Navigation decision point; at 0.1 miles (East Walnut Street): Navigation decision point; at 53.5 miles (US 41; US 150): Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Mostly flat terrain
Total Climb
596 ft
Total Descent
355 ft
Highest Point
758 ft
~186.2 mi in
Elevation Range
375 ft
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from Evansville, IN to Highland, IN, road signs begin pointing toward Chicago along the way.
Chicago
Founded 1817
Evansville is the largest city in Southern Indiana and the third-largest city in the state. It is the county seat of Vanderburgh County and the regional hub for the Indiana, Kentucky, and Illinois tri-state area. In 2010, the city had a population of 117,000. In 2008 the Evansville metropolitan area was home to 350,000 people.
Top landmarks
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Weekend Trip
Doable as a same-day drive at 5h 44m. Total distance: 260.6 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 44m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (98%). Straightforward navigation.
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, USGS 3DEP for elevation, and NPS for national parks. See our methodology for refresh cadence and limitations.
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