Well, at the risk of sounding spendypants and getting a face punch, I'll play devil's advocate here. I had to go to a conference some years back which involved staying at the Marriott Marquis in Times Square. I drove down from my house ninety miles up the Hudson, and...yes, wait for it...actually parked in the hotel's parking garage and paid what it cost. Easy breezy. I thought the convenience and just being able to go down and get my car after the conference and drive out to the West Side Highway and home was well worth it. Also, FWIW, I used to have to be in Manhattan and the Bronx like all the time, all the time for family visits. I found searching for a parking space on the streets to be too time-consuming to be worth it. If a relative couldn't go out and save a space for me by putting their own car there, I would just pay the money and park in a parking garage. Parking in NY is tricky. But as maybe one other poster said upthread, why not just drive all the way in, stay in the hotel parking lot, and relax and enjoy yourself. It's not like you are doing it every day.