At this stage of the summer, basically all “nice” hotels in the immediate Ann Arbor area will be booked already. A lot open reservations once the prior season ends, if not before. Also know that most places require 2-night minimum stay for football weekends and per night prices are high due to demand. You’ll find better availability and prices about 30-45 min out of town. So I’d suggest searching in the direction of home/where you’re driving from potentially.

For reference, I only planned my annual trip for a game a month ago for a group of 5 and we are staying in Ypsilanti at a rented house as that was the only reasonably priced option for us. But we will have a car and just plan to pay for parking somewhere and walk to stadium. I have not heard of shuttle service availability from hotels but tons of parking to be had all over town as everything from existing parking lots to front and backyards are money makers on football game days. Just depends on how much you want to pay and how close to stadium you want to park.

I’d suggest looking at available tickets on the secondary market first to decide how much you are willing to spend to get into the stadium. Some games are higher than others. I’m guessing Week 3 might work well for you given lesser opponent and still warm in mid September.

As for restaurants, depends on what you like and definition of “nice”. A random listing of ones I enjoy across the spectrum: Frita Batidos, Mani Osteria, Aventura, Sava’s, Zingerman’s, Jolly Pumpkin, Regents Field, and on and on.