I got either Madison, WI, which is only about 500 miles off, or Stockton, CA, which is only a couple of thousand miles off. I grew up in Omaha, by the way.
It worked for me mainly for the night before Halloween question. The “mischief night” term apparently is only used in the NYC vicinity.
I got Omaha, Wichita and Jackson, MS. Not sure what the last one has in common with the first two.
Least similar Boston/NYC area.