If SpaceX works out, we'll probably see a lot more telescopes in space. Wouldn't be that expensive at that point for, say, a school class to launch a telescope cubesat.
The dead of night will be fine. But during (astronomical) twilight, the time when you are most likely awake and looking up, it will have ugly extra dots.
Also I'm sorry but I really, really don't care about a hobby if it gets in the way of the progress of the entire human race.
Imagine if a painter in Greece in some century BC convinced his fellow Grecians that building a harbor in the cove by their town was a bad idea because it ruined his paintings of the cove. How was he supposed to look at the marine life if you stuck wood and industry in the water???
I'd trade amateur ground astronomy for that.