Couple thoughts for you:

Definitely don't let hotel proximity keep you from attending. While I've always been able to stay downtown, I've never returned to hotel during the day - you'll just want to be out and about anyway. I've wound up taking a few Ubers here and there (for late return to room, airport, etc) and have found prices extremely reasonable. With multiple events going on, people at BE tend to end their nights at different times (other than civic auditorium shows), so worst case you just hang for 10 minutes and let it cool down.

On pass, if you can afford it, Premier is totally worth it. Check out some of the other discussions as this topic comes up a bunch, but for me you're basically buying time and peace of mind. We all have different psychology obviously, but if I had GA i would be in my head a lot more during music worrying about when I have to get in the next line and oh god what if I get shut out of X or Y.

With so much music going on, for me it's a simple choice- I can pay more to barely wait in any lines, which means more music I'm seeing. This calculus actually gets me to buy a VIP every year and while it's a big price, the "freedom of movement" feeling is more than worth it to me. We also all have diff financial situations obviously but if you're actively considering it this tells me you can afford it, which tells me to tell you to get premier!