I remember 950 WHVW being the local radio station, competing with the big boys WABC, NYC. At one point in the early seventies they had 51% of the listeners. WHVW played off of WEOK's sixties promo of having more power (5KW) than all other Mid- Hudson Valley stations combined , by saying " WHVW has more listeners than all other Mid-Hudson Valley stations combined!"
I believe current-day hobby station itineration of WHVW is still using their ancient original tube powered transmitter. It's not surprising something could fail on it and take a day or two to fix. As for the tower lighting, that must be a separate power source, and remain lit at all times. When driving past the old WHWW site in Hyde Park I have noticed the tower looks like it is in poor shape, with faded paint and many of the lights not working.