I think this is your opinion, but you are phrasing things in such a way that seems like you're talking in absolutes.
Lots of folks your age don't think of WL when they think of traveling the US by car. I'm close to your age and, nope, don't think about the WL at all. The Cars suites at AoA actually makes me nostalgic for a couple of cross country road trips my family took by car when I was little. We stayed in roadside motels and saw a ton of the US but didn't make it far enough west or northwest to stay in a WL style lodge back then. WL is also one of my least favorite resorts. I find the spaces dark, and the theme does absolutely nothing for me. I find it very kitschy, which is OK for me personally for Poly and the Contemporary (because they're original 70s resorts), but if I stay at a mountain lodge, I want to be in the mountains, not in a fake lodge at WDW. I'd actually stay at all the mods and a few of the value resorts over it. But I also understand that lots of folks love it and that my opinion is just different from theirs.
I used to think GF was too 'stuffy' but my sister (late 40s, so same demographic as you speak of) and mom wanted to stay at GF (it was their dream resort), so we snagged a decent discount a few years ago (that was still way more $$$ than all other deluxes) and stayed there. Not stuffy AT ALL, and beautifully themed. It went from one of my 'it's ok' resorts to being in my top 2-3, which rotate depending on my mood. Almost all of my WDW-going friends (same age group mostly, also love GF) like to say "I told you so" when I now agree that GF is a great, not-at-all-stuffy resort. The only think I dislike about GF is that it is...so expensive, lol.
Also, GF isn't expensive because of conventions, but because of demand. People who attend conventions at WDW actually get pretty great discounts to stay on property. Other on property convention hotels (who have just as many or more conventioneers) have rates lower than GF, so it's not those events driving the price. Lots of regular WDW visitors love GF, and if WL was everyone's favorite, WDW would charge much more than it does for it, because that's what the market would demand.
FWIW, I think it's great that WDW has different resorts, because people are very different. What's true for one person is very different than what's true for someone else.