It is tough to squeeze in something to do plus eat between 5pm and 8pm on a Saturday. I usually just go to a nice restaurant to eat dinner.
Assuming you eat quick, here are some ideas:
Museums - Go up to the Guggenheim. This museum closes at 8pm on Saturdays. 5pm-8pm is pay what you wish but you can skip this long line of people waiting for "free" tickets if you are willing to pay regular admission.
Rockefeller Center - Go ice skating, eat at the shops, or go up to the top of the rock. Empire State Building is a similar option.
Grand Central Station - Take a tour of the train station and eat in an area away from the crowds (not times square)
Parks - Central Park and High Line
Shopping - I like to check NYC sample sales for the unique day I am in NYC. I went to an Escada sale last winter and bought stuff at 90% off before hurrying to see my evening show.
Other activities - escape room NYC, virtual reality game, get a massage, go to the public library
Edit: Oh on a Wednesday, definitely try to schedule a free tour of United Nations or a free tour of the Federal Reserve (if you are off from work anyway).
Updated On: 2/18/20 at 04:41 PM