If I recall correctly, you can bypass the Pennyrile Parkway by taking US41-A. Main 41 joins the Pennyrile for a short distance so it really isn’t that bad. But I think you would like to do 41-A. It winds and twists and goes through some interesting areas and there is some history on it. I have only driven the Kentucky section; I never did get around to driving the Tennessee section.

Also, it depends on where you are going in Indiana. Most of US 41 in Indiana is 4-lane divided. At the time I drove it back in the 1990’s, there really wasn’t that much traffic on it. I remember seeing this fantastic 4-lane highway and I was like the only person on it. This may have changed. There is quite a history regarding how and why US 41 became 4-lane through Indiana; at one time before its upgrade it was known as Killer 41. From Terre Haute south it was also called the Dixie Bee Line, and there are some remnants of the old highway between Vincennes and Terre Haute but you really have to know where to find them. I hope this helps.