I live in the upper Midwest. The summers are usually very pleasant ( this year is an exception) and winter is long and cold. I don’t like to leave town in the summer ( I also have zero interest in traveling when it’s hot, not to mention the crowds).
I like to travel in late October/ early to mid November as well as in February and March. I am currently booking a NYC meet up with a friend in early November and have a yoga retreat week coming up in early March.
Possible plans are: Florida and / or Hilton Head in February/ March ( friends in both places), and SoCal late December ( my sister is there).