No such thing as a stupid question, just stupid answers!
The point I was trying to make about the weather is this: We are limited to two types of flying, Visual Flight Rules (look out of the window and use the pretty view to navigate and fly by) and Instrument Flight Rules (nothing to see outside so use a miriad of dials and displays to navigate and fly by). Helicopters can fly VFR in poorer weather than fixed wing, but in reality, the weather that limits VFR in fixed wing is not much fun for helicopter flying.
IFR is much, much cheaper in fixed wing compared with rotary.
If you are merely flying for fun, you need not worry too much about IFR unless you want to do some serious a to b flying (ie have a time constraint).
Most professional helicopter pilots do very short trips (sometimes only a few minutes) although the pilots flying out to the oil rigs in the north sea can do some long sectors. Even so, we are only talking a couple of hundred miles at the most. But you will find with most A to B flying, the arriving and the departing are the most interesting bit, and for a helicopter they can be very interesting.
You will find that pilots fly for very different reasons. Some like the formal pseudo airline type flying, for others it is aerobatics or flying classic aircraft. Take your pick! Some would say helicopter pilots do it because at some stage in their life they became unhinged!!!