Bookmarking and bumping. My calendars stopped syncing from my iPhone 4 (iOS 5.0.1) to my MacBook Air (Snow Leopard 10.6.8) either when I updated to iOS 5, or when I turned off MobileMe. I prepared for losing MobileMe by turning off all cloud syncing preferences and finally shutting down MobileMe. I tethered my iPhone to my Mac via USB, selected syncing of calendar and contacts in iTunes, and synced.
Contacts Result: Duplicated contacts on both the iPhone and the Mac, which I resolved by manually deleting dupes on the Mac and doing a one-time replacement to the iPhone. Cause not determined.
Calendar Result: All appointments intact on iPhone, but nothing, nada, on the Mac. All gone. Repeated efforts to sync, delete prefs files (and whatever other stabs in the dark found online), and still nothing. The iPhone's calendar data will not sync to iCal. I still haven't solved the question of why I have three "Home" calendars on my iPhone. I've never created a calendar, but my original seems to have propagated to three through sycning or something. I can live with that; I just want to be able to snyc those calendars from iPhone to Mac.
I will not be updating to Lion (for my own good reasons), nor will I move to iCloud. I question, even, why I went to iOS 5, but that's neither here nor there. I say this because, in many threads, experienced forum veterans will often recommend moving to Lion (even to those like me who are not going to), implying that this is a cure-all, but offering no explanation. iOS 5 and Snow Leopard can co-exist, so the advice I need has to fit within that.
I may have to post this in its own thread, but this one was close to what's happening with me. I'm not sure it's an iCloud problem because I find similar complaints on older, pre-iCloud threads, and it's happening to me, no-iCloud.