Originally Posted by
MSPeconomist
To escape NYC hotel prices, OP could easily take a train to Philadelphia or even Washington. Philadelphia would be cheaper than flying to Miami and is generally pleasant in September.
I agree with this option - should be under $100 r/t on Amtrak to go to Philly and the end of September generally has plenty going on. I'm biased as I live in Philly, but it's probably the best time of year to go. Could also pair it with DC and do 2 nights in each.