We have both really bad roads around here, and some some roads/paths too. Do you have any paved rail trails? For the long runs where you want to focus on the distance and not worry about the soles wearing to bloody pulp I hit the rail trails. There are two close by here, one is 13.5 miles paved, the other is about the same but only 8 miles of it are paved, and when I get up to more extreme distances I could even connect the two together just have to cut across a couple miles of city streets between the end of one and the start of the other.
My road is rough eroded pavement, and pretty much all connecting roads to it are chipseal (particularly bad right now since two of them they re-chipped n sealed this year). But parallel to my road a couple miles across each way run two main roads that are fairly recently repaved and smooth. So I have a little of everything. And I cant usually handle my long runs 100% bare if I am running around here on the roads. And pretty much all loops I can make from my house involve the smooth highway in the middle, and going from that back to chipseal near the end is tough on my soles. So I often carry my huaraches. I dont go back and forth, as I rarely end on smooth stuff. I can take the rough stuff at first so I go bare as long as I can then towards the end when I get into the rougher stuff again I put them on.
My road is rough eroded pavement, and pretty much all connecting roads to it are chipseal (particularly bad right now since two of them they re-chipped n sealed this year). But parallel to my road a couple miles across each way run two main roads that are fairly recently repaved and smooth. So I have a little of everything. And I cant usually handle my long runs 100% bare if I am running around here on the roads. And pretty much all loops I can make from my house involve the smooth highway in the middle, and going from that back to chipseal near the end is tough on my soles. So I often carry my huaraches. I dont go back and forth, as I rarely end on smooth stuff. I can take the rough stuff at first so I go bare as long as I can then towards the end when I get into the rougher stuff again I put them on.