Who does flight plans?

I'm kind of curious - does anyone with more than 100 hours do a flight plan,
with winds and all, before they fly cross country? Most of my planning is of
the fuel stop, or occasionally detour for weather variety - but it is rare
for me to include more than one or two waypoints in my "plan", and I almost
never file an airway, even when I file ifr. Maybe it's because I live in the
west. A typical flight plan will be Longmont - Amarillo - Austin, or if the
winds are good, Longmont - Austin. What do others do?

Michael