Hello traveling experts!

My family and I are looking for a little adventure this summer, and are traveling up to visit family in NY. We have done the boring 95 route before with the Fayetteville overnight, simply just to get there as fast as we could. We would like to plan this trip so that we will have three days of driving (frequent stops for the little one) and staying over two nights at different places each way. We are actually leaving from Fernandina Beach Florida, which is right on the Georgia border. We really like seeing historic buildings and small towns.
If anyone has ideas on interesting stops to make/stay along the way that they could recommend, I would really appreciate it!

Thanks!
Jennifer