In Infant School I would have been set on Cackle’s Academy. Then I’d have had a phase of thinking St Clare’s as I started Junior School. But then a family holiday to York & one of the 99p editions of the first two Chalet School books as one & I was hooked...
I was really excited about the secondary school I went to because we all had to study French & German to GCSE (I did them both to A-Level) & to me - doing secondary transfer while massively traumatised, the idea of it being even a wee bit like the books I was burying myself in over & over was amazing.
After my second year at Uni I did my Queen’s Guide Award Exploration around Austrian Chalet School site’s. Staying in a Chalet in Pertisau am Achensee/Briesau am Tiernsee (depending on whether you’re real or fictional...) & travelling by “steamer” & mountain train most days (because it worked out as the cheapest way to get around, even with the bus drivers refusing to believe some of the group were adults, that was a fun footnote to put in the accounts). That summer I went on a choir tour to Switzerland & while my only real free time went on visiting the Guide World Centre at Adelboden, as we were based in Bern I did get to see the bears & the clock & a few places that get mentioned in the books. Oooh & when I was 16 I got to visit Chalet School places in Armiford/Hereford (my 18-year-old friend - who later came to Austria with me - had to be my Responsible Adult for the weekend); & a couple of years after uni two of the OTHER people who came to Austria & I went to Guernsey. Just St Briavel’s left for me 
Slight issue with the Chalet School for me though is that I’m not just vegan-for-ethical-reasons, I have an anaphylactic allergy to all dairy products. I react to super-tiny amounts. Not the best fit with the milky coffee & cake at every turn, let alone people casually milking goats when they fancy a drink. I’m exactly the Bed With Hot Milk & a sedative demographic, too; & “The Red Sarafan” isn’t going to cut it against The Feeling Of Impending Doom &c.
Was once told by a respiratory consultant that it was a pity the NHS couldn’t fund my going to live “in the mountains, somewhere like Austria or Switzerland” because he felt it would be so beneficial to my health. Am still impressed I managed to stifle my laughter. He didn’t seem like a closet CS-fan, but one should never assume... They did seem to do a good line in Miracle Cures, so shipping up there would have to be worth a try - though being there without modern medications would be...
Given said health situation, Hogwarts seems like a better option in some ways. That & number of times people have pointed out how like Hermione Granger I am. Magic would be so useful. The idea of there being So. Much. To. Learn. does make me feel slightly giddy - & then a bit sad, with the bit where I am not in fact going to get to trot off there off the back of this thread/for any other reason, but I got a bit caught up in both the moment & my rather-higher-than-it-should-be temperature. I’m not hallucinating so I’m grand. Yes. See now if I were at Hogwarts I could just eat some [death-free, clearly] chocolate & I would be Just Fine. None of this