There are a lot of variables to how far each particular band would go. A lot of it has to do with your noise figure for each band, your receiver sensitivity, antenna gain, coaxial cable losses, preamplification, filter insertion, and so forth. Another part of this has to do with the transmitter site, effective radiated power, etc. And the big variable, the path, which can be very solid or change rapidly based on a number of phenomena (including going over water).
So what's better really depends on a number of things between the station you're listening to and you. And, how quiet the frequency is without having stations heaped on top of each other.
I can say that when I owned a ham repeater in northeastern NJ, I used to have a solid enough signal during August and September evenings to make reliable, full-quieting mobile autopatch calls from down the Garden State Parkway some 83 miles away. Occasionally, the path was as long as 110 miles - and sometimes up to Boston.
