Indianapolis

While it’s not the biggest city on the list, Indianapolis has, perhaps, the most heart. It’s a city that’s home to several universities and maintains a lot of that charming college town feel, while a growing waterfront district along the river offers not only upscale restaurants but also relaxed spots to sit and watch the water and boats go by.

I’d recommend heading straight downtown: you’ll know you’re there when you get to the big roundabout with the marble statues. Then, park the car and explore on foot: don’t forget to pop into a local brewery for lunch.