Here's a sample itinerary for a drive from Leesburg (Virginia) to Evansville. If you're planning a road trip to Evansville, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in Leesburg (Virginia)
drive for about 2.5 hours
12:24 pm Ohiopyle State Park
stay for about 1 hour
and leave at 1:24 pm
drive for about 3 hours
4:36 pm Charleston (West Virginia)
stay overnight and leave the next day around 10:00 am
day 1 driving ≈ 5.5 hours
find more stops
10:00 am leave from Charleston (West Virginia)
drive for about 1 hour
11:08 am Ashland (Kentucky)
stay for about 1 hour
and leave at 12:08 pm
drive for about 2 hours
2:10 pm Lexington
stay for about 1 hour
and leave at 3:10 pm
drive for about 1.5 hours
4:36 pm Louisville
stay for about 1 hour
and leave at 5:36 pm
drive for about 2 hours
7:31 pm arrive in Evansville
day 2 driving ≈ 6.5 hours
find more stops
Ohiopyle State Park (5 mentions)
Charleston (West Virginia) (15 answers)
questions about Charleston (West Virginia):
Historic sites
Ashland (Kentucky)
Lexington (28 answers)
questions about Lexington:
What is your favorite restaurant in Lexington?
Best place to stay in Lexington while attending the Rolex 3 day event?
stays overnight, Lexington, Ky. near highway
Louisville (47 answers)
Louisville Slugger Museum & Factory (3 mentions)
Churchill Downs (2 mentions)
Muhammad Ali Center (2 mentions)
Fourth Street Live! (2 mentions)
Louisville Slugger Field (2 mentions)
restaurants around Louisville:
Seviche, A Latin Restaurant
Basa Restaurant
Milkwood Restaurant
Jeff Ruby's Louisville
Hyatt Regency Louisville
questions about Louisville:
What is your favorite restaurant in Louisville?
What's the best neighborhood in Louisville for a first time visitor?
Any cool things to do/places to eat in Louisville?
Hotels to stay at during the Kentucky Derby?
Has anyone been to Butchertown Market?
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
For example, here are some questions people have asked about Evansville. Click on any question to see answers from the community!
Peter from Bloomington (Indiana) asked:
What are the hip restaurants in Evansville, IN? (3 answers)
Click the button below to explore more questions and answers related to Evansville.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Want to plan the trip back? Get the reverse directions for a Evansville to Leesburg (Virginia) drive, or go to the main page to plan a new road trip.
You can also compare the travel time if you're flying or driving by calculating the distance from Leesburg (Virginia) to Evansville. Or get a full Leesburg (Virginia) to Evansville flight plan.
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know Leesburg (Virginia) well, please help your fellow travelers and answer their questions about Leesburg (Virginia)!