We have some of the same problems WRT trees encroaching on roads, and tar and chip on local roads. Thankfully the major thoroughfares here never get that treatment, and there's always a way to skip around most local roads for a week or two after the tar and chip treatment. Here, they usually come back with a street sweeper to clean up the loose chips, maybe 2-3 weeks after treatment.I’d give our state roads an “F”.
You're in a similar climate to us, maybe just 2 weeks less freeze/thaw cycles at each end of the season.
One thing that always scares the hell out of our out-of-staters, is that our roads have no shoulder. Our "45 mph" country roads, upon which everyone is doing 55 mph (almost no speed enforcement in PA), have two narrow lines, with the white line being almost on the grass, just a crumbling asphalt ledge aside a drainage ditch. Wander more than 6 inches right, and you're in a ditch. Get a flat, and you'd better find a driveway. Other than limited-access expressways, our roads generally have no shoulders.