As you read this, I am coming back from a nice holiday to the United States of America, and New York city in particular.
I have been many times before, of course, usually in the spring or autumn/fall. It’s not too hot, not too cold, just comfortable for walking round, and the flights are less expensive than school holiday time.
Going back to a place many times is great, because there is no presure on you to do the ‘touristy’ things. Yes, you can go up the Empire State Building if you want to (but it’s so expensive these days) but you don’t have to if you have done it before.
Instead you can explore the less obvious places, be more like a local, have a day trip somewhere, just sit in a park with a book drinking cider and soaking up the atmosphere of somewhere that is not home.