No...it is why the players all saw the scene...they all left the hotel. Winters went back to their apartment (they lived on Market Street in Dr. Riddle's building) and when he realized Chris' car wasn't there he started to worry that had been Chris' car they saw when they were leaving The Highlander. Not to be all "INSIDER!", but, at the request of a staff member I picked up 3 of the players that night and drove them to Carver....all 3 were at their apartments, not the hotel.
For Big10 home games, the team would stay the night at the Highlander.
It doesn't mean some didn't still go back to their apartment (as you noted), before getting back to their room at the Highlander later in the evening. Lookingbill said they had to be in their room (at the Highlander) by 10 or 11pm (given the timeline, it was probably 11pm). Lookingbill said that he ate dinner a little early at the Highlander that night, then went back to his apartment and was watching Michigan vs Indiana on TV when he got the call to get to Carver ASAP after the Chris Street accident.
Per Wade Lookingbill, 2 days ago.... direct quote: "Your apartment life was sometimes kinda crazy... we always stayed at the Highlander hotel the night before Big Ten conference games".
Btw if interested... you can hear Lookingbill's full interview/discussion about his memories of that night on our own
@tcondon Locked On Hawkeyes podcast from Wednesday.
Link: