I've been doing quite a bit of running around to finish my town and making trades on time lol,You have to stay off the grass, I think. If not it can't happen :/
Nahh, these are places that once had plenty grass ;-;Could this be an area where it just dirt?
If I remember correctly, there are some areas that just stays dirt.
Doing the same, but it only does so much </3 lolI pretty much have the same problem too so I've just resorted to putting paths on those areas or planting flowers :/
I would just time travel a little further out. What always works for me is TTing to winter, letting full snow settle on the ground, and then TTing to spring. Grass everywhere and your town will be beautiful.