I'm going to post this on the midwest board as well. I live in New Orleans and I am driving from here to Michigan (Ludington, near the lake, if you need to know where in MI). I am leaving next week, I have only one or two overnights to spare for the drive up. However I love road trips and I love going all over, on little roads, to little towns, the world is my oyster. So I have not decided on a route yet. The most direct way is straight up through KY and Indiana, but I was even thinking of going through St. Louis cuz I love that town. So what I'm trying to say is that I am open about my route, so long as it doesn't take me too far out of my way, but 2-3 hours out of my way is OK for something real fun.
So here is the question: Do you have recommendations for neat places to stop overnight on my way? I love little roads, little towns, big cities, off the beaten path, on the beaten path, ALL sorts of food (low brow to high brow). I also love old hotels. So if any of you have a fun suggestion, really anywhere from Arkansas/Missouri or up through Kentucky/Indiana, I'm interested. Give me your ideas! I'm interested in fun places to eat (road stop, family restaurant, old school southern food, fancy cuisine, anything), interesting towns, and hotels with history. Other than that, the sky is the limit.
Obviously I also have to drive back home, so I can even go one way up there, and another route on the way back.
- I am a woman traveling alone, and I am not traditional looking (I have tattoos) so I need to stay places where I will feel safe, whether safe in terms of my own safety or safe in terms of not being given a hard time because I have short hair and tattoos.
- I have spent a lot of time in Memphis, Nashville, Louisville KY, and Paducah KY so I'm not interested in any of those places.
- Money isn't a huge issue but I'd rather spend less than $75 on dinner for myself and less than $200 for a hotel room. $225-ish would be OK if it's a really special hotel (ex: I once stayed in the Hotel Phillips in Kansas City on a road trip and it was $225 a night at that point and I had such a great night and the best steak I ever ate from their room service, so it was worth the splurge). Low brow is OK too as long as I'm safe being alone.
Looking forward to your suggestions!