I don't think I'd use the word "judge" but I think that people who stay in their home towns are really missing out and do become "blinkered" to what's out there. And that's speaking as someone who basically did that, certainly in terms of homes and work.
My family were very insular and things like moving away to get work, foreign holidays, even university, just weren't talked about during my teenage years. It was just "expected" that I'd go to the nearest comp, maybe the local college, get some kind of "local" job, and then ultimately move and marry locally. It's what both my parents had done, as had their parents/grandparents before them. Moving away for work/uni was just something that "other people" did.
I got the urge to travel so we at least did a lot of foreign holidays in my 20's all over the World. But unfortunately, we never moved out of our home area to live somewhere different nor work more than daily commutable distance. Now approaching retirement, we're pretty keen on relocating at least to a different part of the UK.
My sister just never moved on at all, nor did her family. She still lives close to our childhood home, still works in the same place she started working at nearly 40 years ago within walking distance of home, only been abroad once, doesn't even holiday in the UK, and the most she does are day trips locally! Her son and daughter are the same, even though only in their 20's they have a very blinkered view of life, both live close to their mother, both work in the same town, etc. None of them are particularly happy as there are no decent employers (it's a crap run down seaside town with no industry etc). They just don't seem to have any impetus to move away nor explore other areas at all. Not even willing to drive 30 minutes or so to get better jobs in our nearest city.
We've been far more "pushy" with our son throughout his childhood as we didn't want him to miss out on travel and opportunities outside of our home town. He went to a much better state school which was a bit of a journey in the next town, but well worth it as he got excellent qualifications. We'd started discussing Uni in his early teens, to "condition him" into thinking about leaving home and moving away, which he did. During Uni, we likewise talked to him about exploring employment options in London and other big cities, which he did and moved straight to a new city upon leaving Uni. Now he's been there a couple of years, he's just got a new job and is moving to London. During his last couple of years, he's been all over, not just in the UK for various things like going to Silverstone on his own, several trips on his own to London, Bristol, Edinburgh for various events, but also with Uni, school and work colleagues on holidays and short breaks abroad. He's certainly "out there" compared to the rest of our immediate family! And he's a better person for it - really taking advantage of lots of new opportunities, making loads of new friends, doing new hobbies, etc.
Rather than "judging" those who don't venture far, I think I feel more a matter of sadness as to "what could have been", as the people I know who've not left their home towns tend to be a lot less happier and nearly all regret not seeing more of the World or poor employment opportunities, etc. Most of that stems from living and working in a run down crap ex-seaside town that desperately needs regeneration as it's basically full of "undesirables" living in manky bedsits who've been transported in from other parts of the country to fill the empty bedsits (ex boarding houses), like many other UK run down seaside resorts. So a lot of it is the place itself - I don't think there'd be the same blinkered/unhappiness from people still living in their home towns if they were living somewhere upbeat and prosperous like London or some of the other vibrant big cities.