When it's a concert in November and tickets go on sale now? Nothing really unless there's a price difference, if I know someone in one of the cities who wants to go, or if I'll be in one area for sure at the time of the show.
I used to live equidistant between NYC and Boston. When I was younger I loved getting the train and riding into the city, taking the subway to the show. When I got older I would much rather deal with the 2 hour drive to Boston because I would be in and out much faster and I'd get home before 3am. So I guess my point is, which is more convenient for you?