Well... the bureaucratic hassles, taxes, car payments, etc. exist everywhere I've been, since I haven't lived in a sealed work/life environment like you did. I don't think I could personally handle that kind of discipline or regimentation. But I've noticed a pattern in the places where I've found the most happiness. A few things:

(1) People value going out and having conversations over other forms of entertainment like games, television, social media, etc. Discussions in these conditions tend to be more honest and more nuanced. Wit is admired. I believe America has a pattern of politely lying and then back-stabbing, rather than openly disagreeing - and the UK does even more so - and this enters a vicious cycle on social media that doesn't exist when everyone's around a table.

(2) Tradition is valued over technology. This means more care and quality goes into the real world around you - everything from food preparation to the craftsmanship of an ordinary chair can be treated as a work of art and brings aesthetic beauty and pleasure. Pre-prepared things and plastic crap tend to be shunned. Old things are revered, reused and restored. Wealth is therefore not so much the accumulation of things as it is of the stories that go with them. This creates more depth and gives the world a human scale. America is pretty much the opposite; it worships the new, the fast, the convenient, the disposable, the gigantic. Everywhere looks the same because getting from A to B efficiently on the interstate has hollowed out a local or regional sense of place.

(3) Individuality is set within a larger social fabric. It's unacceptable to be alone on a holiday - even if you want to be. Someone will always come find you and bring you into the fold. Family and friends are sacrosanct - nothing you want to do personally comes before them. This can be heavy sometimes, and hard for an American. But if you let yourself be pulled into it, you get a sense of community that doesn't exist in the US. Maybe it used to exist in small-town America, but small-town America is also extremely conservative, judgmental, religious, and whacked out on opioids and meth.

So, the places I've lived that best met my qualifications were: Rural France, where you can rent a village house for €500 a month, if you can work remotely, chop your own wood in the winter, get your food from the butcher and baker, and spend every evening with stonemasons and hunters at the village pub, or walk country roads for a few miles to the next village; Buenos Aires, where all of life is a series of coffee dates and dinners with new and old friends that stretch late into the night; and mid-sized towns in Spain, similarly (away from the tourist coasts). I'd also say Prague - outside of the city center; and Vietnam (Saigon). The last one is tricky because of the language and the fact that their government doesn't really want you there, but the people are incredibly open, sincere and welcoming. My ex and I hit the road when we were 24, with a couple remote jobs lined up, and lived well for 10 years, mostly on under $2k/mo, by finding out of the way places. Paid no federal income tax because we stayed out. Saved enough to buy a house in the States, and now I'm sitting on my porch going - what am I doing here worrying about maintenance and bills, hardly seeing friends who are all too busy with kids and work? I should be back out there. Anyway, that's my story.