It does seem a bit cold. If it's the same night as the proposal, it would seem to me like after she turns Logan down, Lorelai's still around and they take a ride. If Rory's upset about this all, Lorelai would try to be there for her, and maybe they'll talk about it on the carriage since the horses are pretty and Rory's apartment is so far away. Especially if Lorelai actually knows about the proposal before hand, she'll probably come up to Rory expecting her to have said yes. They'd need a place to talk about what just happened. I could see it working if it's played right (not that I'm getting my hopes up for something in GG season 7 to turn out in a way we'd remotely like).